Metabolomics Identifies a Biomarker Revealing in Vivo Loss of Functional ß-Cell Mass

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Metabolomics identifies a biomarker revealing in vivo loss of functional ß-cell mass

before diabetes onset

Lingzi Li1,2,7, Petra Krznar3,4,7, Alexander Erban5, Andrea Agazzi6, Juliette Martin-Levilain1,2, Sachin

Supale1,2, Joachim Kopka5, Nicola Zamboni3 and Pierre Maechler1,2

1Department of Cell Physiology and Metabolism & 2Faculty Diabetes Centre, University of Geneva

Medical Centre, Geneva, Switzerland

3Institute of Molecular Systems Biology, ETH Zurich, Zurich, Switzerland

4PhD Program Systems Biology, Life Science Zurich Graduate School, Zurich, Switzerland

5Max Planck Institute of Molecular Plant Physiology, 14476 Potsdam, Germany.

6Theoretical Physics Department, University of Geneva, Geneva, Switzerland

7These authors contributed equally to this work

Correspondence to:

Pierre Maechler, Department of Cell Physiology, University of Geneva Medical Center, rue Michel-

Servet 1, 1211 Geneva 4, Switzerland. Email: [email protected] , Phone: +41 22 379 55 54.

Nicola Zamboni, Institute of Molecular Systems Biology, ETH Zurich, Otto-Stern-Weg 3, 8093

Zürich, Switzerland. Email: [email protected] , Phone: +41 44 633 31 41.

Keywords: pre-diabetes; beta-cell; biomarker; 1,5-anhydroglucitol

Running title: biomarkers of beta-cell loss

Word count: 5’246

Diabetes Publish Ahead of Print, published online September 19, 2019 Diabetes Page 2 of 46

ABSTRACT

Identification of pre-diabetic individuals with decreased functional ß-cell mass is essential for the prevention of diabetes. However, in vivo detection of early asymptomatic ß-cell defect remains unsuccessful. Metabolomics emerged as a powerful tool in providing read-outs of early disease states before clinical manifestation. We aimed at identifying novel plasma biomarkers for loss of functional

ß-cell mass in the asymptomatic pre-diabetic stage. Non-targeted and targeted metabolomics were applied on both lean ß-Phb2-/- mice (ß-cell-specific prohibitin-2 knockout) and obese db/db mice

(leptin receptor mutant), two distinct mouse models requiring neither chemical nor diet treatments to induce spontaneous decline of functional ß-cell mass promoting progressive diabetes development.

Non-targeted metabolomics on ß-Phb2-/- mice identified 48 and 82 significantly affected metabolites in liver and plasma, respectively. Machine learning analysis pointed to deoxyhexose sugars consistently reduced at the asymptomatic pre-diabetic stage, including in db/db mice, showing strong correlation with the gradual loss of ß-cells. Further targeted metabolomics by GC-MS uncovered the identity of the deoxyhexose with 1,5-anhydroglucitol displaying the most significant changes. In conclusion, this study identified 1,5-anhydroglucitol associated with the loss of functional ß-cell mass and uncovered metabolic similarities between liver and plasma, providing insights into the systemic effects caused by early decline in ß-cells.

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INTRODUCTION

Both type 1 and type 2 diabetes (T2D) are a chronic diseases primarily characterized by ß-cell defect.

While the former is an autoimmune disease resulting in the inexorable destruction of the ß-cells (1),

the latter is usually associated with obesity-induced insulin resistance eventually leading to ß-cell

failure that prompts diabetes (2; 3). Indeed, insufficient insulin secretion has emerged as the

determining factor for the onset of T2D (4; 5). Although loss of ß-cell function and mass both

contribute to impaired insulin secretion (6; 7), these two parameters are not well correlated and their

relative contribution to T2D pathogenesis remains a subject of debate (8; 9). Identification of robust

and sensitive in vivo biomarkers that could reflect the integrated assessment of ß-cell function and

mass, i.e. the functional ß-cell mass, would be essential for the identification of high-risk, but yet

asymptomatic, individuals for the prevention of diabetes.

Metabolomics is a powerful method to measure subtle biochemical changes caused by underlying

pathologies (10; 11). The main metabolites consistently appearing in human T2D studies include

branched-chain amino acids (BCAAs) (12; 13), aromatic amino acids (13), fructose (14; 15), mannose

(14; 16), α-hydroxybutyrate (17; 18) and phospholipids (18-20). Most of these identified T2D-related

metabolites are associated with insulin resistance and obesity (21; 22) rather than the direct alteration

of the ß-cells. This is partially due to the fact that the clinical practice for diabetes detection, such as

fasting glucose and glucose tolerance test, cannot efficiently discriminate the respective contributions

of insulin resistance versus insulin secretion (23; 24). Therefore, we still lack biomarkers reflecting

the loss of the functional ß-cell mass as the triggering event.

The main obstacle for the identification of biomarkers that would be specific for early ß-cell defects is

the scarce availability of pancreas samples from pre-diabetic subjects. By essence, one cannot study

isolated human pancreas from an individual who would later eventually develop T2D; likewise

pancreatic tissues are only available upon autopsy or invasive surgery (25). Animal models are useful

surrogates but typically require special diets or drug injections to induce diabetes, which may generate

confounding factors. To address these issues, we used two mouse models, i.e. the ß-cell-specific

Prohibitin-2 knockout (ß-Phb2-/-) mice (26) and the leptin receptor-deficient mice (db/db) mice (27).

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Both mouse models exhibit progressive ß-cell failure and diabetes development, while the genetic cause of the disease differs. Deletion of Phb2 in the ß-cells causes mitochondrial alterations and ß-cell dysfunction, then apoptosis and a progressive decline in the ß-cell mass starting at 4 weeks of age resulting in the onset of diabetes in ß-Phb2-/- mice at 6 weeks of age (26). The db/db mice carry a single-gene spontaneous mutation in the leptin receptor that leads to hyperphagia and obesity (28), diabetes appearing approximately at the age of 8 weeks (29) when the decline in functional ß-cells results in the failure to compensate for insulin resistance (30). In both mouse models, the critical event triggering diabetes, subsequently uncovered by hyperglycemia, is the loss of a critical mass of functional ß-cells, similarly to human subjects (5; 31). Using non-targeted and targeted metabolomics, we profiled the liver and plasma metabolome of ß-Phb2-/- and db/db mice from the earliest post- weaning age (4 weeks) to diabetes onset and later. Along with the assessment of the ß-cell mass, the simultaneous measurements of hundreds of metabolites (32) led to the identification of common changing metabolites. Ultimately, we have found a shared metabolite among the mouse models, which levels linearly correlate with the decline of the functional ß-cell mass already in the asymptomatic pre-diabetic state.

RESEARCH DESIGN AND METHODS

Animals

All animal experiments were conducted at the University of Geneva Medical Centre with the approval by the animal care and experimentation authorities of the Canton of Geneva (#GE/128/15). Mice were maintained on a 12-h dark/light cycle with water and food ad libitum and genotyped using primers listed in Supplementary Table S1. Since the phenotype of ß-Phb2-/- mice is similar between males and females (26), only males were used for experiments and the age of the mice is specified for each experiment. All ß-Phb2-/- and Phb2fl/fl mice were generated as previously described (26) and maintained on a mixed genetic background (C57BL/6J × 129/Sv) to avoid inbred strain-specific phenotypes. BKS.Cg-Dock7m+/+Leprdb/J mice (db/db and heterozygous db/+ mice as controls) were purchased from Charles River, Italy.

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Plasma and tissue collection

On the day of sacrifice, food was removed from cages at 8:30 and sacrifice was done from 11:30 to

noon. In mice, this 3-hour fasting period corresponds to a physiological overnight fast in human

subjects, i.e. before total exhaustion of hepatic glycogen stores (33), while starving mechanisms are

not yet operating (34). Body weights and glucose levels were monitored just before sacrifice. Blood

glucose values were measured using Accu-Check Aviva glucometer (Roche Diagnostics). Blood was

collected into EDTA-coated tubes (Sarstedt #20.1341) via retro-orbital bleeding and centrifuged at

2,000 rpm at 4°C to separate plasma. C-peptide was measured with a commercial kit (mouse C-

peptide ELISA kit #90050, Crystal Chem. Inc.) and HOMA-IR index (35) was calculated as follows:

insulin (µU/mL) x fasting glycemia (mmol/L) / 22.5. Tissues of interest were collected, weighed,

snap-frozen in liquid nitrogen and stored at -80°C. Pancreas was collected for fixation and further

immunohistochemistry.

Immunostaining and ß-cell mass quantification

Upon sacrifice, pancreas was fixed for 2 h in 4% paraformaldehyde and embedded in paraffin.

Sections of 5 µm were incubated overnight with primary antibody and then with secondary antibody

for 1 h (Supplementary Table S2). Images were captured by confocal microscopy (LSM 800, Zeiss).

For assessment of the ß-cell mass, 5 µm sections at an interval of 150 µm throughout the pancreas

were stained for insulin with the primary antibody and horseradish peroxidase-conjugated secondary

antibody, and then visualized by DAB Substrate-Chromogen system (Dako K3468). Sections were

scanned by widefield slide scanner (Axio Scan.Z1, Zeiss) and brown areas were quantified using

Definiens software, adjusted to total pancreas weight.

Insulin secretion on isolated islets

Pancreatic islets were isolated by collagenase digestion and cultured overnight in complete RPMI

1640 medium as described (36). For secretion assays, islets were pre-incubated with Krebs-Ringer

bicarbonate HEPES (KRBH) buffer supplemented with 2.8 mmol/L glucose and 0.1% BSA for 1 h.

Subsequently, batches of 10 islets were hand-picked and incubated with basal 2.8 mmol/L and

stimulatory 22.2 mmol/L glucose at 37°C for 1 h. At the end of the incubation period, supernatants

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were collected, and islets were re-suspended in acid ethanol for determination of insulin contents.

Insulin in supernatants and extracted islets was measured using radioimmunoassay (Millipore).

Metabolome extraction

The metabolome extractions were performed from a 50-100 mg of frozen liver. The samples were initially homogenized by TissueLyser II (Qiagen) in 1 mL cold 70% ethanol. Extraction was continued with addition of 7 mL hot 70% ethanol (75°C) for 2 min with thorough mixing every 30 sec, followed by removal of cell debris by centrifugation. Extracts were stored at -20°C until mass spectrometry analysis. Plasma was extracted by adding 90 L of 80% methanol to 10 L volume of plasma, followed by thorough vortex mixing. After 1 h incubation at 4°C, centrifugation was done at maximum speed for 10 min and supernatant was used for mass spectrometry measurement.

Non-targeted metabolomics

Untargeted metabolomics was performed by flow injection analysis on a 6550 Agilent QTOF instrument as described (32). Briefly, profile spectra were recorded in negative ionization from m/z 50 to 1000 mode at 4 GHz high-resolution mode. Ion annotation was based on accurate masses using a tolerance of 0.001 amu and KEGG mmu database, accounting for –H+ and F- ions, sodium and potassium adducts, and heavy isotopes. The further data analysis involved calculating log2 fold changes between different groups (e.g. knockout vs control at week 4), with statistical significance calculated by two-sample Student’s t-test, additionally corrected for multiple testing and expressed as q-values (37). The data analysis was performed in MATLAB (The MathWorks).

For targeted metabolomics by LC-MS, polar metabolome extracts were dried and re-suspended in deionized water. To adjust for the differences in tissue sample weight, dried samples were re- suspended in 10 µL of deionized water per 1 µg tissue. Centrifuged cold supernatant aliquots of 10 µL were injected into a Waters Acquity UPLC (Waters Corporation, Milford, MA) with a Waters

Acquity T3 column coupled to a Thermo TSQ Quantum Ultra triple quadrupole instrument (Thermo

Fisher Scientific) with negative-mode electrospray ionization. Gradient of two mobile phases (A) 10 mmol/L tributylamine, 15 mmol/L acetic acid and 5% (v/v) methanol, and (B) 2-propanol was used

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for separation of compounds (38). Peak integration of mass spectra was performed by in-house

software (Begemann and Zamboni, unpublished).

Metabolomics targeted to deoxysugar separation

Targeted metabolite profiling to separate deoxysugars was performed as detailed previously (39; 40)

by gas chromatography coupled to electron impact ionization/time-of-flight mass spectrometry,

GC/EI‑TOF‑MS, using an Agilent 6890N24 gas chromatograph (Agilent Technologies, Böblingen,

Germany; http://www.agilent.com) with split and splitless injection onto a VF-5ms capillary column,

30 m length, 0.25 mm inner diameter, and 0.25 μm film thickness (Agilent Technologies, Waldbronn,

Germany), which was connected to a Pegasus III time-of-flight mass spectrometer (LECO

Instrumente GmbH, Mönchengladbach, Germany) and by enhanced targeted metabolite profiling by

gas chromatography‑atmospheric pressure ionization‑quadrupole time of flight‑mass spectrometry,

GC/APCI‑qTOF‑MS, (Bruker Daltonik GmbH, Bremen, Germany) as was previously described (41).

Aliquots of 50µL from the polar metabolite fractions (metabolome extracts, see above) were dried by

vacuum concentration and stored dry under inert gas at -20°C until further processing. Metabolites

were methoxyaminated and trimethylsilylated manually prior to GC/EI‑TOF‑MS analysis (39; 40).

Retention indices were calibrated by addition of a C10, C12, C15, C18, C19, C22, C28, C32, and C36 n-

alkane mixture to each sample (42).

GC/EI‑TOF‑MS chromatograms were acquired, visually controlled, baseline corrected and exported

in NetCDF file format using ChromaTOF software (Version 4.22; LECO, St. Joseph, USA). GC-MS

data processing into a standardized numerical data matrix and compound identification were

performed using the TagFinder software (43). Compounds were identified by mass spectral and

retention time index matching to the reference collection of the Golm metabolome database (GMD,

http://gmd.mpimp-golm.mpg.de/; (44)) and to the mass spectra of the NIST17 database

(https://www.nist.gov/srd/shop). Guidelines for manually supervised metabolite identification were

the presence of at least 3 specific mass fragments per compound and a retention index deviation <

1.0% (Strehmel et al., 2008). Authenticated reference compounds for identification were obtained

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from, Sigma Aldrich GmbH (Steinheim, Germany), namely 1,5-anhydro-D-glucitol (A7165, CAS

154-58-5), D-(+)-fucose (F8150, CAS 3615-37-0) and L-(-)-fucose (F2252, CAS 2438-80-4). D-/ L- stereo isomers were not distinguished by this method. Identification of 1,5-anhydro-D-glucitol was supported by earlier reports (45) and by exact masses (± 5 mDa) of the molecular ion (M+), proton

+ + adducts (M+H ) and M-CH3 fragments that were observed by GC/APCI‑qTOF‑MS.

All mass features of an experiment were normalized by sample fresh weight or volume (plasma) and internal standard and subsequently maximum scaled (%) for visualization of relative concentration changes.

Machine learning algorithm

The machine learning method to classify the disease state consists of a composition of a pre- processing step and a classification step. For the pre-processing step, we tested the following algorithms: Principal Component Analysis (PCA), L1-regularized Logistic Regression and correlation thresholding, which consists of ranking the metabolites according to their Pearson's sample correlation coefficient and selecting those with highest correlation coefficient (the number of chosen features is a parameter of the algorithm, coded in python). For the classification step, we tested linear discriminant analysis, L1-regularized Logistic Regression, Gradient Boosting, and Random Forests

(46). After testing all the possible combinations of pre-processing and classification algorithms listed above, we selected the one yielding the best score on a leave-20-out cross validation (CV) procedure repeated 100 times. Overall, the percentage of sampling data into validation sets is 18% and 28% of the total dataset for ß-Phb2-/- and db/db mice, respectively. Each time, the validation set was resampled exclusively from the set of metabolomics profiles corresponding to the pre-diabetic stage.

The whole machine learning pipeline was coded in python, making extensive use of the “sklearn” package (47). The latest version of the program used for this analysis is available for download

(https://github.com/agazzian/ml_project).

The best CV scores were consistently obtained by combining a correlation thresholding method for the pre-processing step with Random Forests algorithm for the classification step. The metabolites were finally ranked according to their importance in the classification process (attribute

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feature_importances_ of the sklearn.RandomForestClassifier estimator). It should be noted that new

random forest models were generated for each classification run since the goal was not to find a

universal classifier but rather to perform feature extraction, i.e. to investigate the classifying power of

the selected metabolites.

Statistical Analysis

Data presented as dot plots are shown as mean ± SEM. The boxplots are presented as median with

25/75% percentiles (boxes) and 10/90% percentiles (bars). Statistical parameters (numbers and p

values) are included in each figure legend, except for number of mice used for metabolomics analysis,

which is listed in Supplementary Table S3. For statistical analysis, Mann-Whitney U test was used to

compare two groups, unless differently described. A p value < 0.05 was considered significant.

RESULTS

Phenotypic characterization of ß-Phb2-/- and db/db mice

The ß-Phb2-/- mice exhibit a spontaneous progression from euglycemia to diabetes over a 2-week

period, independently of any chemical or diet treatments (26). The primary cause of diabetes,

efficiently treated by insulin therapy (26), is a ß-cell failure rooted in mitochondrial dysfunction and

accompanied by the loss of the ß-cell mass. We further assessed the ß-Phb2-/- mouse model through

phenotyping at the pre-diabetic stage (4 and 5 weeks of age) and at the diabetic stage (6 and 10 weeks

of age), see Figure 1. At the age of 4 and 5 weeks, ß-Phb2-/- mice had normal levels of blood glucose,

whereas at 6 weeks they became hyperglycaemic (glucose > 11.1 mmol/L) and severely diabetic by

the age of 10 weeks. The body weights of ß-Phb2-/- mice were similar to the controls at the pre-

diabetic stage. Once ß-Phb2-/- mice developed diabetes, their body weights became lower than

controls (Figure 1B). The adipose tissue was comparable between ß-Phb2-/- mice and the controls until

diabetes onset, and then remarkably reduced when ß-Phb2-/- mice developed diabetes (Figure 1C).

Consistent with previous characterization of the widely studied mouse model for T2D (28-30), we

observed that db/db mice developed diabetes at the age of 8 weeks (Figure 1D). In contrast to ß-Phb2-

/- mice, db/db mice had higher body weights than their controls at the pre-diabetic stage (4 and 6

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weeks of age) and at diabetes onset (8 weeks of age), Figure 1E. The adipose tissue was much higher in db/db mice versus their controls at all the examined time points (Figure 1F).

Islet morphology and ß-cell mass in ß-Phb2-/- mice

Before the appearance of symptoms, the disease development from pre-diabetes to diabetes was accompanied by marked changes in the islet morphology of ß-Phb2-/- mice. There was a gradual decrease of insulin-positive cells and intrusion of glucagon-positive cells within the core of the islets

(Figure 2A). Notwithstanding ß-Phb2-/- mice of 4 and 5 weeks of age exhibited euglycemia (Figure

1A), quantitative analysis revealed a clear reduction (58-64%) of their ß-cell mass compared to controls (Figures 2B, C). This correlated with severely impaired glucose-stimulated insulin secretion tested on islets isolated from 4-week old ß-Phb2-/- mice (26). At the age of 6 weeks, the observed 68% reduction of the ß-cell mass was then associated with hyperglycemia (Figure 1A). Neither circulating

C-peptide (Figure 2D) nor HOMA-IR (Figure 2E) could reflect the reduction of ß-cells before the appearance of hyperglycemia. Of note, at 10 weeks of age the C-peptide was undetectable in ß-Phb2-/- mice (data not shown). Therefore, ß-Phb2-/- mice present asymptomatic early-onset reduction of the ß- cell mass before the appearance of hyperglycemia at the age of 6 weeks. This indicates a threshold around one third of the ß-cell mass for maintenance of euglycemia in such non-obese animals.

Islet morphology and ß-cell mass in db/db mice

As opposed to ß-Phb2-/- mice, db/db mice preserved their insulin-positive cells during diabetes development (Figure 3A). The ß-cell mass of db/db mice doubled from the age of 4 to 8 weeks and was significantly higher versus their controls at all examined time points (Figure 3B, C). Consistent with the ß-cell mass, insulin contents per islet increased in db/db mice compared to db/+ controls at 4 and 8 weeks of age (35.0±3.7 versus 18.5±2.4 and 48.4±2.5 versus 14.6±3.8 ng/islet, respectively), along with higher circulating C-peptide (Figure 3D). In parallel, the insulin secretory responses on isolated islets from db/db mice dramatically deteriorated as diabetes developed (Supplementary Table

4). At the age of 4 weeks, db/db mice exhibited similar glucose-stimulated insulin secretion compared with the controls. However, upon appearance of hyperglycaemia at 8 weeks, db/db mice presented a sharp decline of ß-cell function as reflected by a ~80% reduction of glucose-stimulated insulin

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secretion, compared with their controls. This implies that, despite the observed increase in insulin-

positive cells, the functional ß-cell mass of db/db mice actually decreased during diabetes progression,

consistent with previous reports (30). The HOMA-IR index (Figure 3E) did not correlate with the ß-

cell mass. Taken together, data show that both ß-Phb2-/- and db/db mice share a progressive decline of

the functional ß-cell mass at a pre-diabetic asymptomatic stage.

Metabolite changes in liver and plasma

For metabolomics analyses of the two mouse models, we have extracted polar metabolomes of the

mouse liver and their plasma samples before and after diabetes onset. Metabolome extracts were

analysed in a non-targeted fashion by the flow-injection analysis time-of-flight mass spectrometry

(FIA-TOF-MS) in negative ionization mode. Upon the sample spectra acquisition, metabolites were

identified by matching ions of the unique mass-to-charge (m/z) ratios to the KEGG database (48).

Since this method cannot distinguish isomers, e.g. isoleucine and leucine, multiple annotations are

possible and fully disclosed in the Supplementary Table S5. Upon processing and annotation, 756 and

755 metabolites were detected and putatively annotated in liver and plasma of ß-Phb2-/- mice,

respectively. The principal component analysis (PCA) of the liver metabolic profile of ß-Phb2-/-

mouse model revealed partial separation between ß-Phb2-/- mice and their controls at the age of 4

weeks. This separation became larger with the disease progression (Figure 4A). Regarding the db/db

mouse model, 653 and 595 metabolites ions were detected and putatively annotated in the liver and

plasma, respectively. PCA revealed that the liver metabolic profile of db/db mice separated

completely from the controls at the age of 4 weeks, converged at 6 weeks and later separated again

upon diabetes onset at 8 weeks (Figure 4B).

Next, we analysed metabolome changes between ß-Phb2-/- and control mice. For each week of

development, we performed univariate analysis to identify significant markers (|log2(FC)| > 1 and q-

value < 0.01) (Supplementary Table S6). We found 48 and 82 metabolites to be affected in liver and

plasma, respectively. A similar differential analysis was done for db/db mice (Supplementary Tables

S6); 35 and 10 metabolites were filtered in liver and plasma, respectively.

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We analysed the metabolome with a special focus on amino acids and carbohydrate metabolism

(Figure 4C). The most consistent diabetes-related metabolites from human T2D studies are the

BCAAs, i.e. valine, leucine and isoleucine (12-14), although their cause-effect relationship with diabetes per se remains unclear. BCAAs have been reported to increase in plasma years before diabetes diagnosis (13; 14), probably contributed by obesity-related insulin resistance, therefore not reflecting ß-cell failure. In the plasma of ß-Phb2-/- mice, we found modest increase of BCAAs at the early pre-diabetic stage (4 weeks) and a more pronounced increase upon severe diabetes (10 weeks), which might be due to sarcopenia associated with cachectic state (Figure 1B, C). In the plasma of fatty db/db mice (Figure 1E, F), BCAAs showed marked increases at the early pre-diabetic stage (4 weeks), consistent with their association with insulin resistance (49). Apart from BCAAs, two of the aromatic amino acids, tyrosine and phenylalanine, have been positively associated with diabetes (13;

19). Similar to the pattern we observed with BCAAs, the increment of plasma aromatic amino acids was higher in db/db mice compared with ß-Phb2-/- mice during the pre-diabetic stage (4 weeks).

Regarding carbohydrate metabolites analysed by FIA-TOF-MS (Figure 4C), hexose sugars (e.g. glucose, mannose, fructose), denoted as Glucose (m/z ~179.056), increased in the plasma of both mouse models as diabetes progressed. Interestingly, in the liver of db/db mice, the increment of hexose sugars paralleled diabetes development, which could be explained by both higher food intake and increased endogenous glucose production caused by insulin resistance. On the contrary, hexose sugars remained unchanged in the liver of ß-Phb2-/- mice, except for a slight increase at diabetes onset

(6 weeks). Another striking difference between these two mouse models was the alteration in hepatic tricarboxylic acid (TCA) cycle at the pre-diabetic stage (4 weeks). In the liver of ß-Phb2-/- mice, the

TCA cycle intermediates fumarate, succinate and malate slightly increased at the age of 4 weeks. This observation was further substantiated by targeted metabolomics using LC-MS (Supplementary Figure

S1). In db/db liver, fumarate, succinate, malate and citrate dramatically decreased (Figure 4C), suggesting important hepatic cataplerosis not compensated by the replenishment of the TCA cycle, i.e. anaplerosis. Malate and citrate exit the TCA cycle to fuel gluconeogenesis and lipogenesis, respectively, potentially contributing to the early-onset insulin resistance in db/db mice. In parallel,

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the anaplerotic metabolites glutamate, glutamine and aspartate were reduced in the liver of db/db mice

at the age of 4 weeks, indicating lower hepatic anaplerosis.

In summary, alterations of BCAAs, aromatic amino acids and TCA cycle-related metabolites in pre-

diabetes were much more pronounced in obese db/db mice than in lean ß-Phb2-/- mice, pointing to an

association of these specific metabolites with insulin resistance rather than ß-cell defect per se.

Identification of metabolites shared between ß-Phb2-/- and db/db metabolome reprogramming

In order to identify putative metabolites predictive of diabetes development in both db/db and ß-Phb2-

/- mice, we performed machine learning analysis with the Random Forests classification algorithm. A

randomly sampled training set of data was used for the analysis and the left-out set of data was used

for internal cross validation. The analysis pipeline was conducted as follows: (i) in the first pre-

processing step the features displaying the highest correlation with the diabetic state were selected to

reduce the dimensionality of the data; (ii) in the second classification step, the selected metabolites

from the ß-Phb2-/- cohort were ranked according to their contribution to the classification of the

individuals into diabetic and non-diabetic conditions (Table 1). Random Forest analysis clearly ranked

m/z ~163.061 as the most important metabolite feature to classify diabetic and non-diabetic animals in

-/- - both liver and plasma of ß-Phb2 mice (Supplementary Figure S2). This m/z corresponds to C6H11O5 ,

i.e. deprotonated deoxyhexose, and might relate to one or multiple isomers such as rhamnose, 1,5-

anhydroglucitol or fucose. Consistent with the machine learning data, the levels of deoxyhexose

sugars were significantly lower in the liver and plasma of ß-Phb2-/- mice at the euglycemic pre-

diabetic stage (4 weeks) compared with their controls (Figure 5A). Furthermore, the difference of

deoxyhexose sugars between ß-Phb2-/- and control mice became gradually more pronounced with the

development of diabetes. Since the primary tissue alteration upstream of diabetes development in ß-

Phb2-/- mice is the progressive decline in functional ß-cells, deoxyhexose sugars emerged as direct

marker of the ß-cell mass.

These observations were further substantiated in the db/db mice (Figure 5B). In their liver, the levels

of deoxyhexose sugars were significantly reduced at the age of 6 weeks when mice were still

euglycemic. In agreement with the ß-Phb2-/- model, the difference in hepatic deoxyhexose sugars

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between db/db and their controls became larger at the diabetic stage 2 weeks later (8 weeks). In the plasma of db/db mice, marginal differences were observed in the pre-diabetic stage, whereas significant changes appeared with diabetes (8 weeks).

We then performed targeted metabolomics by GC-MS to disambiguate the molecular identity of the m/z~163.061 deoxyhexose sugar that contributes most to the differentiation at the pre-diabetic stage.

Metabolite profiling by GC-MS identifies isomers with the identical molecular mass but different structures by differential chemical derivatization and gas chromatographic separation. GC-MS analyses performed on plasma and liver samples by conventional GC/EI ‑ TOF ‑ MS and enhanced

GC/APCI‑qTOF‑MS (39; 41) led to the identification of 2 analytes, i.e. 1,5-anhydroglucitol (Figure

6A) and fucose (Figure 7A). This corresponds to the m/z~163.061 ion that was detected by FIA-TOF-

MS. Consistent with untargeted metabolomics results by TOF-MS, the level of 1,5-anhydroglucitol was significantly lower in the liver and plasma of ß-Phb2-/- mice at the pre-diabetic stage (5 weeks) compared with their controls (Figure 6B), the difference becoming more pronounced as diabetes progressed. In the liver of db/db mice (Figure 6C), 1,5-anhydroglucitol levels were also significantly reduced at the early diabetic stage (8 weeks). However, at the pre-diabetic stage the difference between db/db mice and their controls did not reach significance (p=0.093). In light of these results, we took advantage of previously published studies reporting 1,5-anhydroglucitol plasma levels in alternative rodent models of diabetes secondary to ß-cell loss. Non-obese NOD mice spontaneously develop diabetes by the age of 15-25 weeks (50). A decrease in plasma 1,5-anhydroglucitol was consistently observed 10-30 days ahead of the hyperglycemia (51), see Supplementary Figure S3A.

Regarding toxin-induced diabetes, injection of streptozotocin (STZ) exerts a rapid cytotoxic action on

ß-cells inducing diabetes within hours, which was preceded by a decline in 1,5-anhydroglucitol plasma levels (52), see Supplementary Figure S3B.

For both db/db and ß-Phb2-/- mouse models, plasma levels of the m/z ~163.061 deoxyhexose fucose were unchanged, while there were some differences in their livers (Figure 7B-C). In ß-Phb2-/- mice at pre-diabetic stage (4 weeks), fucose levels were slightly higher in the liver compared to controls, a difference vanishing with time (Figure 7B). For db/db mice, fucose levels were reduced in the liver at 14 Page 15 of 46 Diabetes

the pre-diabetic stage (6 weeks) and remained lower compared to controls when mice became

hyperglycaemic (Figure 7C). Thus, as opposed to its isomer 1,5-anhydroglucitol, fucose levels did not

correlate with ß-cell failure.

In conclusion, both ß-Phb2-/- and db/db mouse models exhibited early changes specifically in the

deoxyhexose 1,5-anhydroglucitol, in association with the development of diabetes triggered by a

decline of the functional ß-cell mass.

DISCUSSION

A sensitive and robust biomarker of the functional ß-cell mass is an unmet medical need. To date,

non-invasive imaging of total ß-cell mass is not yet available at the clinical level (53). Using

metabolomics in two mouse models with complementary and well characterized spectrum of ß-cell

defects, we identified the deoxyhexose 1,5-anhydroglucitol as a biomarker that closely associated

with functional ß-cell mass preceding the appearance of hyperglycaemia. Specifically, the liver and

plasma levels of 1,5-anhydroglucitol lowered along with functional ß-cell mass, through an

unidentified mechanism, preceding diabetes onset and progressing further as diabetes manifested to a

severe stage. Consistently, inverse association of deoxyhexose sugars with T2D has been reported

about 6 years before T2D diagnosis in an untargeted study on a German cohort (54). In this cohort,

the deoxyhexose levels were poorly correlated with other risk factors, such as age and body mass

index (BMI) (54). In line with these results, a Korean study has shown that low serum levels of 1,5-

anhydroglucitol in euglycemic pre-diabetic subjects were associated with reduced insulinogenic index

(a metric of insulin secretion capacity) and not with higher HOMA-IR (55). Regarding type 1 diabetes,

a recent GC-MS analysis identified circulating metabolites in children who later progress to

autoimmune diabetes, showing lower plasma levels of the sugar class 1,5-anhydrohexitol (e.g. 1,5-

anhydroglucitol) at 6 months of age compared to control subjects (56).

The deoxyhexose 1,5-anhydroglucitol has been previously reported as an index of short-term

glycaemic control in T2D patients (57). Similar changes in 1,5-anhydroglucitol have been measured

in ob/ob and db/db mice (58). In human cohorts, 1,5-anhydroglucitol has been reported to be 38%

15 Diabetes Page 16 of 46

lower in diabetic patients compared to control subjects (59) and the deoxyhexose correlated with impaired fasting glycemia and T2D (14; 15). 1,5-Anhydroglucitol is a naturally occurring polyol found in nearly all foods and hardly metabolized in human (45). It can also be synthesized from glycogen in the liver (60), although its de novo synthesis accounts for a small percentage of its whole body storage (61). The primary route for 1,5-anhydroglucitol disposal is urinary excretion, while hyperglycaemia has been shown to promote such a mechanism resulting in the lowering of plasma levels of 1,5-anhydroglucitol (45; 62). Indeed, 1,5-anhydroglucitol can be reabsorbed by the sodium/glucose co-transporter 4 (SGLT4) in the renal tubule (63) but its reabsorption is inhibited when blood glucose levels reach 10 mmol/L. Accordingly, it has been suggested that 1,5- anhydroglucitol is sensitive in reflecting postprandial glycaemic excursions (64). The impaired glucose clearance in ß-Phb2-/- secondary to ß-cell failure (26) may contribute to reduced renal reabsorption of 1,5-anhydroglucitol and lowering of its plasma levels. In parallel, the decrease in hepatic 1,5-anhydroglucitol concentrations observed in ß-Phb2-/- mice could be the consequence of lower glycogen-derived biosynthesis, reducing its efflux normally occurring across the cell membrane

(60; 65). These mechanisms may contribute to the lowering in plasma 1,5-anhydroglucitol levels, reflecting the progressive decline of the functional ß-cell mass in ß-Phb2-/- mice. Of note, we did not analyse the metabolome of the ß-cells since pancreata were fixed for the assessment of the ß-cell mass by immunohistochemistry in parallel to liver and plasma metabolomics. Therefore, the changes in liver and plasma 1,5-anhydroglucitol might be induced indirectly by the ß-cell decline, possibly by early modifications of hepatic metabolism in response to a pre-diabetic stage. Another constraint in our study was the limited amount of samples, in particular plasma volumes. We therefore focused on a single analytical metabolomics approach and negative mode ionization. In the future, the breadth of the analysis could be expanded by e.g. including positive mode ionization or complementary methods for the analysis of lipid extracts.

The vast heterogeneity of human genetics cannot be recapitulated in one mouse model, although investigating a highly heterogeneous background may introduce multiple confounding factors precluding the identification of a metabolite of significance. In order to reduce the putative impact of

16 Page 17 of 46 Diabetes

the genetic background and to widen the mechanisms promoting diabetes, we extended our analyses

to db/db mice. They are characterized by ß-cell mass expansion (28; 29) as a sign of compensation for

insulin resistance. However, such expansion of the insulin-positive cells does not prevent the

development of hyperglycaemia, observed at the age of 8 weeks, as a consequence of ß-cell

dysfunction. Glucose-stimulated calcium responses and insulin exocytosis are reduced in pre-diabetic

db/db mice (30). The present study reveals similar changes in deoxyhexose levels in pre-diabetic

db/db and ß-Phb2-/- mice, while being less pronounced in the former. BCAAs and aromatic amino

acids are recognized predictors of insulin resistance (12; 66). Accordingly, our data revealed higher

increments of these amino acids in the plasma of overweight db/db mice compared to lean ß-Phb2-/-

mice. These changes indicate that insulin resistance in db/db mice has a great impact on metabolome

in pre-diabetes, not directly related to the ß-cell mass.

In conclusion, the common denominator for pre-diabetic db/db and ß-Phb2-/- mice was restricted to

1,5-anhydroglucitol, a sugar that can be easily measured by enzymatic-based colorimetric assay. This

deoxyhexose reflects progressive decline of functional ß-cell mass at asymptomatic pre-diabetic stage.

Although this points to a valuable biomarker of early asymptomatic ß-cell decline, validation of our

findings in human cohorts would be the ultimate goal. If combined with already known clinical risk

factors, such as BMI and fasting glucose, such a biomarker could add value in predicting progression

to T2D and to enable tailored treatment strategies.

Acknowledgements. We thank Christian Vesin and Florian Visentin for animal handling and sample collection, Clarissa Bartley for insulin secretion experiment, Luisa Carvalho for histology, and Gaelle Chaffard for metabolite extraction (University of Geneva, Geneva). We are grateful to Vincent Deo (Stanford University, California) for the help on machine learning analysis. We thank the members of bioimaging and histology core facilities (University of Geneva, Geneva) for technical support. Data and Resource Sharing and Availability. The datasets generated during and/or analyzed during the current study are available from the corresponding author upon reasonable request. Funding. This study was financed by Sinergia (#CRSII3_147637 to PM and NZ) grant from the Swiss National Science Foundation. Duality of Interest. No potential conflicts of interest relevant to this article were reported.

17 Diabetes Page 18 of 46

Author Contributions. Conceived and designed the experiments: LL, NZ and PM; performed experiments on mice and related parameters: LL and JM-L; performed the metabolomics: PK; performed and analysed the targeted GC-MS based metabolomics: AE and JK; analysed the data: LL, PK, AA, NZ, and PM; wrote the paper: LL, PK and PM with contributions by NZ, AE, AA and JK. PM is the guarantor of this work and, as such, had full access to all the data in the study and takes responsibility for the integrity of the data and the accuracy of the data analysis.

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Table 1. Ranking of prediction power on ß-Phb2-/- metabolites by Random Forest/correlation thresholding analysis.

Score m/z Top annotated metabolite Liver 0.1246 163.061 Deoxyhexose 0.0442 450.263 Terpendole G 0.0333 387.117 Fructoselysine 6-phosphate 0.0256 365.233 Urocortisol 0.0221 565.047 UDP-Glucose 0.0203 361.202 Cortisol 0.0182 320.092 gamma-L-Glutamyl-L-cysteinyl-beta-alanine 0.0141 606.074 UDP-N-acetyl-alpha-D-glucosamine 0.0119 195.139 Ethyl(E,Z)-decadienoate Plasma 0.0987 163.061 Deoxyhexose 0.0343 517.097 Apigenin 7-(6''-malonylglucoside) 0.0313 179.056 Glucose 0.0282 534.086 Lipoyl-AMP 0.0230 517.374 13-beta-D-Glucosyloxydocosanoate 0.0210 161.046 Lichenin 0.0150 188.002 2-Pyridyl hydroxymethane sulfonic acid 0.0138 193.072 5-O-Methyl-myo-inositol 0.0127 279.057 Sulfamonomethoxine

FIGURE LEGENDS

Figure 1. ß-Phb2-/- and db/db mice develop hyperglycaemia with different changes in body weight and adipose tissue (A) Blood glucose levels measured from the age of 4 to 10 weeks in ß-cell specific prohibitin knockout ß-Phb2-/- and control Phb2fl/fl floxed mice (n=8-16). The dashed line shows the 11.1 mol/L threshold indicating the diabetic state. (B) Body weights of ß-Phb2-/- and control Phb2fl/fl mice from the age of 4 to 10 weeks (n=8-16). (C) Epididymal adipose tissue (eWAT/body weight ratio) of ß-Phb2-/- and control Phb2fl/fl mice from the age of 4 to 10 weeks (N=7-11). (D) Blood glucose levels measured from the age of 4 to 8 weeks in db/db and control db/+ mice (n=8- 17). The dashed line shows the 11.1 mol/L threshold indicating the diabetic state. (E) Body weights of db/db and control db/+ mice from the age of 4 to 8 weeks (n=8-22). (F) Epididymal adipose tissue (eWAT/body weight ratio) of db/db and control db/+ mice from the age of 4 to 8 weeks (n=6 per group). Values are expressed as mean ± SEM; *p<0.05, **p<0.01, ***p<0.001 between two groups. 22 Page 23 of 46 Diabetes

Figure 2. Islet morphology and ß-cell mass in ß-Phb2-/- mice during diabetes development (A) Representative pancreatic sections of immunofluorescence staining for insulin (green) and glucagon (red). Scale bar, 20 µm (applies to all panels). (B) Representative pancreatic sections of immunohistochemistry for insulin using DAB (brown) in ß- Phb2-/- and control floxed mice. Scale bar, 20 µm (applies to all panels). (C) Quantification of the ß-cell mass as defined by insulin-positive area (DAB staining from B) normalized to total pancreas weight (n=5-8). (D) Plasma C-peptide concentrations (n=6). (E) HOMA-IR index (n=6-11). Values are expressed as mean ± SEM; *p<0.05, **p<0.01 between two groups.

Figure 3. Islet morphology and ß-cell mass in db/db mice during diabetes development (A) Representative pancreatic sections of immunofluorescence staining for insulin (green) and glucagon (red). Scale bar, 20 µm (applies to all panels). (B) Representative pancreatic sections of immunohistochemistry for insulin using DAB (brown) in db/db and control db/+ mice. Scale bar, 20 µm (applies to all panels). (C) Quantification of the ß-cell mass as defined by insulin-positive area (DAB staining from B) normalized to total pancreas weight (n=4-6). (D) Plasma C-peptide concentrations (n=6). (E) HOMA-IR index (n=6). Values are expressed as mean ± SEM; *p<0.05, **p<0.005 between two groups.

Figure 4. Changes over time in liver and plasma metabolome in ß-Phb2-/- and db/db mice (A and B) Principal component analysis of liver metabolome from ß-Phb2-/- (A) and db/db (B) mice compared with their respective Phb2fl/fl and db/+ controls at different stages of diabetes development. (C) Differential analysis of amino acid and carbohydrate metabolism between ß-Phb2-/- and db/db mice with their respective controls at the each week of development. Color corresponds to log2 fold change ratios between them, while the size of the bubble corresponds to –log10 q-value (Student’s t- test followed by multiple testing correction); n=6-9, see Supplementary Table S3 for detailed n numbers per group. Top metabolite name is included for each annotated ion, with m/z indicated.

Figure 5. Boxplot of deoxyhexose sugars in the liver and plasma of ß-Phb2-/- and db/db mice Untargeted metabolomics by TOF-MS have identified a group of deoxyhexose sugars (m/z~163.061,

in deprotonated form, C6H11O5).

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(A) Levels of deoxyhexose sugars in the liver and plasma of control Phb2fl/fl (blue) and ß-Phb2-/- mice (red) at different ages. (B) Levels of deoxyhexose sugars in the liver and plasma of control db/+ mice (blue) and db/db mice (red) at different ages. *p<0.05, **p<0.01, ***p<0.001 between two groups. Values in the boxplot are given as median, 25/75% percentiles (boxes), 10/90% percentiles (bars); *p<0.05, **p<0.01, ***p<0.001 between two groups.

Figure 6. Boxplot of 1,5-anhydroglucitol in the liver and plasma of ß-Phb2-/- and db/db mice Targeted metabolomics by GC-MS annotated 1,5-anhydroglucitol as a potential biomarker. (A) Chemical structure of 1,5-anhydroglucitol. (B) Levels of 1,5-anhydroglucitol in the liver and plasma of control Phb2fl/fl mice (blue) and ß-Phb2-/- mice (red) at different ages. (C) Levels of 1,5-anhydroglucitol in the liver and plasma of control db/+ mice (blue) and db/db mice (red) at different ages. GC-MS data in liver was normalized to n-docosane and fresh liver weight (maximum scaled [%]); GC-MS data in plasma was calculated based on area (maximum scaled [%]); Values in the boxplot are given as median, 25/75% percentiles (boxes), 10/90% percentiles (bars); *p<0.05, **p<0.01, ***p<0.001 between two groups.

Figure 7. Boxplot of fucose in the liver and plasma of ß-Phb2-/- and db/db mice Targeted metabolomics by GC-MS annotated fucose as a potential biomarker. (A) Chemical structure of fucose. (B) Levels of fucose in the liver and plasma of control Phb2fl/fl mice (blue) and ß-Phb2-/- mice (red) at different ages. (C) Levels of fucose in the liver and plasma of control db/+ mice (blue) and db/db mice (red) at different ages. GC-MS data in liver was normalized to n-docosane and fresh liver weight (maximum scaled [%]); GC-MS data in plasma was calculated based on area (maximum scaled [%]); Values in the boxplot are given as median, 25/75% percentiles (boxes), 10/90% percentiles (bars); *p<0.05, **p<0.01, ***p<0.001 between two groups.

24 Page 25 of 46 Diabetes

Figure 1. ß-Phb2-/- and db/db mice develop hyperglycaemia with different changes in body weight and adipose tissue (A) Blood glucose levels measured from the age of 4 to 10 weeks in ß-cell specific prohibitin knockout ß- Phb2-/- and control Phb2fl/fl floxed mice (n=8-16). The dashed line shows the 11.1 mol/L threshold indicating the diabetic state. (B) Body weights of ß-Phb2-/- and control Phb2fl/fl mice from the age of 4 to 10 weeks (n=8-16). (C) Epididymal adipose tissue (eWAT/body weight ratio) of ß-Phb2-/- and control Phb2fl/fl mice from the age of 4 to 10 weeks (N=7-11). (D) Blood glucose levels measured from the age of 4 to 8 weeks in db/db and control db/+ mice (n=8-17). The dashed line shows the 11.1 mol/L threshold indicating the diabetic state. (E) Body weights of db/db and control db/+ mice from the age of 4 to 8 weeks (n=8-22). (F) Epididymal adipose tissue (eWAT/body weight ratio) of db/db and control db/+ mice from the age of 4 to 8 weeks (n=6 per group). Values are expressed as mean ± SEM; *p<0.05, **p<0.01, ***p<0.001 between two groups. Diabetes Page 26 of 46

194x273mm (300 x 300 DPI) Page 27 of 46 Diabetes

Figure 2. Islet morphology and ß-cell mass in ß-Phb2-/- mice during diabetes development (A) Representative pancreatic sections of immunofluorescence staining for insulin (green) and glucagon (red). Scale bar, 20 µm (applies to all panels). (B) Representative pancreatic sections of immunohistochemistry for insulin using DAB (brown) in ß-Phb2-/- and control floxed mice. Scale bar, 20 µm (applies to all panels). (C) Quantification of the ß-cell mass as defined by insulin-positive area (DAB staining from B) normalized to total pancreas weight (n=5-8). (D) Plasma C-peptide concentrations (n=6). (E) HOMA-IR index (n=6-11). Values are expressed as mean ± SEM; *p<0.05, **p<0.01 between two groups.

193x255mm (300 x 300 DPI) Diabetes Page 28 of 46

193x255mm (300 x 300 DPI) Page 29 of 46 Diabetes

Figure 4. Changes over time in liver and plasma metabolome in ß-Phb2-/- and db/db mice (A and B) Principal component analysis of liver metabolome from ß-Phb2-/- (A) and db/db (B) mice compared with their respective Phb2fl/fl and db/+ controls at different stages of diabetes development. (C) Differential analysis of amino acid and carbohydrate metabolism between ß-Phb2-/- and db/db mice with their respective controls at the each week of development. Color corresponds to log2 fold change ratios between them, while the size of the bubble corresponds to –log10 q-value (Student’s t-test followed by multiple testing correction); n=6-9, see Supplementary Table S3 for detailed n numbers per group. Top metabolite name is included for each annotated ion, with m/z indicated.

198x277mm (300 x 300 DPI) Diabetes Page 30 of 46

Figure 5. Boxplot of deoxyhexose sugars in the liver and plasma of ß-Phb2-/- and db/db mice Untargeted metabolomics by TOF-MS have identified a group of deoxyhexose sugars (m/z~163.061, in deprotonated form, C6H11O5). (A) Levels of deoxyhexose sugars in the liver and plasma of control Phb2fl/fl (blue) and ß- Phb2-/- mice (red) at different ages. (B) Levels of deoxyhexose sugars in the liver and plasma of control db/+ mice (blue) and db/db mice (red) at different ages. *p<0.05, **p<0.01, ***p<0.001 between two groups. Values in the boxplot are given as median, 25/75% percentiles (boxes), 10/90% percentiles (bars); *p<0.05, **p<0.01, ***p<0.001 between two groups.

217x220mm (300 x 300 DPI) Page 31 of 46 Diabetes

Figure 6. Boxplot of 1,5-anhydroglucitol in the liver and plasma of ß-Phb2-/- and db/db mice Targeted metabolomics by GC-MS annotated 1,5-anhydroglucitol as a potential biomarker. (A) Chemical structure of 1,5-anhydroglucitol. (B) Levels of 1,5-anhydroglucitol in the liver and plasma of control Phb2fl/fl mice (blue) and ß-Phb2-/- mice (red) at different ages. (C) Levels of 1,5-anhydroglucitol in the liver and plasma of control db/+ mice (blue) and db/db mice (red) at different ages. GC-MS data in liver was normalized to n- docosane and fresh liver weight (maximum scaled [%]); GC-MS data in plasma was calculated based on area (maximum scaled [%]); Values in the boxplot are given as median, 25/75% percentiles (boxes), 10/90% percentiles (bars); *p<0.05, **p<0.01, ***p<0.001 between two groups.

217x196mm (300 x 300 DPI) Diabetes Page 32 of 46

218x193mm (300 x 300 DPI) Page 33 of 46 Diabetes

SUPPORTING INFORMATION

Metabolomics identifies a biomarker revealing in vivo loss of functional ß-cell mass before

diabetes onset

Li et al.

Table S1. Primers for ß-Phb2-/- mice genotyping.

Table S2. Antibodies.

Table S3. Number of mice for mass spectrometry analysis.

Table S4. Glucose-stimulated insulin secretion from islets isolated from db/db mice.

Table S5. Full annotation list

Table S6. Univariate analysis of metabolome data

Figure S1. Targeted metabolomics by LC-MS on the liver of ß-Phb2-/- mouse model represented on metabolic pathways.

Figure S2. ROC curves.

Figure S3. Progression of glycemia and 1,5-anhydroglucitol plasma levels in non-obese diabetic (NOD) mice and streptozotocin (STZ) rats.

Diabetes Page 34 of 46

Table S1. Primers for ß-Phb2-/- mice genotyping. Phb2, mouse Microsynth 5'ATC GTA TTG GTG GCG TGC AGC A-3' 5'CGA GGT CTG GCC CGA ATG TCA T-3' 5'AGG GAG GCT TGG TTT GAG GGG A-3' Cre, mouse Microsynth 5'TGC CAC GAC CAA GTG ACA GC-3' 5'CCA GGT TAC GGA TAT AGT TCA TG-3'

Table S2. Antibodies used Antibodies Source Cat. number Guinea pig anti-swine insulin 1:500 Dako 0564 Goat anti-guinea pig IgG (H+L) secondary antibody, Alexa Invitrogen A11073 Fluor 488 conjugate 1:200 Goat anti-guinea pig antibody, peroxidase-conjugated 1:100 Jackson 106-035-008 ImmunoResearch Mouse anti-glucagon 1:500 Sigma-Aldrich G2654 Goat anti-rabbit IgG (H+L) secondary antibody, Alexa Fluor Invitrogen A11035 546 conjugate 1:200

Table S3. Number of mice for mass spectrometry analysis.

ß-Phb2 model n=8 for ß-Phb2-/- mice 4 weeks n=7 for Phb2fl/fl mice n=7 for ß-Phb2-/- mice 5 weeks n=7 for Phb2fl/fl mice n=9 for ß-Phb2-/- mice 6 weeks n=7 for Phb2fl/fl mice n=8 for ß-Phb2-/- mice 10 weeks n=6 for Phb2fl/fl mice

db/db model 4 weeks n=6 for both db/+ and db/db 6 weeks n=6 for both db/+ and db/db 6 weeks n=6 for both db/+ and db/db

Page 35 of 46 Diabetes

Table S4. Glucose-stimulated insulin secretion from islets isolated from db/db mice. Secretory 1responses were tested as static incubation at basal 2.8 mmol/L and stimulatory 22.2 mmol/L glucose concentrations on isolated islets. Insulin secretion rate is expressed as % insulin release normalized to total islet insulin content (n=6-8 animals per genotype at indicated age). Values are expressed as mean ± SEM; *p<0.05, **p<0.01, ***p<0.001 between two groups.

Age Genotype Basal glucose Stimulatory glucose Statistics: glucose (2.8 mmol/L) (22.2 mmol/L) 22.2 vs. 2.8 4 weeks db/+ 0.32±0.16 1.72±0.48 * db/db 0.39±0.12 2.03±0.48 * Statistics: db/db vs. db/+ n.s. n.s. 8 weeks db/+ 0.34±0.08 2.99±0.45 *** db/db 0.02±0.005 0.51±0.17 * Statistics: db/db vs. db/+ ** ***

Table S5. Full annotation list, see pdf file:

. Supplementary Dataset 1 contains the ion annotation data for liver Phb mice, with reported ion m/z, average intensity, annotation scores, names, IDs and formulas. . Supplementary Dataset 2 contains the ion annotation data for plasma Phb mice, with reported ion m/z, average intensity, annotation scores, names, IDs and formulas. . Supplementary Dataset 3 contains the ion annotation data for liver db/db mice, with reported ion m/z, average intensity, annotation scores, names, IDs and formulas. . Supplementary Dataset 4 contains the ion annotation data for plasma db/db mice, with reported ion m/z, average intensity, annotation scores, names, IDs and formulas.

Table S6. Univariate analysis of metabolome data: Complete xls files upon request to [email protected]

. Supplementary Dataset 1 contains the full list of differential scores between liver Phb and corresponding controls at each week of development. Fold changes, p-values and q-values have been reported for each ion studied, with multiple ion annotation shown under the same ionIdx and m/z. . Supplementary Dataset 2 contains the full list of differential scores between plasma Phb and corresponding controls at each week of development. Fold changes, p-values and q-values have been reported for each ion studied, with multiple ion annotation shown under the same ionIdx and m/z. . Supplementary Dataset 3 contains the full list of differential scores between liver db/db and corresponding controls at each week of development. Fold changes, p-values and q-values have been reported for each ion studied, with multiple ion annotation shown under the same ionIdx and m/z. . Supplementary Dataset 4 contains the full list of differential scores between plasma db/db and corresponding controls at each week of development. Fold changes, p-values and q-values have been reported for each ion studied, with multiple ion annotation shown under the same ionIdx and m/z.

Diabetes Page 36 of 46

Figure S1. Targeted metabolomics by LC-MS on the liver of ß-Phb2-/- mouse model represented on metabolic pathways. Red represents Phb2fl/fl samples and blue represents ß-Phb2-/- samples. Different age groups (4-week, 5-week, 6-week and 10-week) were from left to right.

Page 37 of 46 Diabetes

Figure S2. ROC curves. Reciever Operating Characteristics (ROC) curves for the best classifiers (correlation thresholding combined with random forests) applied to the different untargeted metabolomics databases at hand: (A) ß-PhB2-/- liver, (B) ß-PhB2-/- plasma (C) db/db liver, (D) db/db plasma. Each plot indicates the corresponding value of the Area Under the Curve (AUC). The red curve is an average ROC curve obtained from 100 independently sampled leave-20-out test sets sampled exclusively from data points corresponding to the pre-diabetic stage.

Diabetes Page 38 of 46

Figure S3. Progression of glycemia and 1,5-anhydroglucitol plasma levels in non-obese diabetic (NOD) mice and streptozotocin (STZ) rats. Changes in plasma 1,5-anhydroglucitol levels (circles) and glycemia (squares) in (A) four NOD mice and (B) three STZ rats. Individual values were extracted from Kametani et al. 1987 for NOD mice (1) and Yamanouchi et al. 1986 for STZ rats (2). 1. Kametani S, Hashimoto Y, Yamanouchi T, Akanuma Y, Akanuma H: Reduced renal reabsorption of 1,5- anhydro-D-glucitol in diabetic rats and mice. Journal of biochemistry 1987;102:1599-1607 2. Yamanouchi T, Akanuma H, Takaku F, Akanuma Y: Marked depletion of plasma 1,5-anhydroglucitol, a major polyol, in streptozocin-induced diabetes in rats and the effect of insulin treatment. Diabetes 1986;35:204-209

A NOD mice: #1 #2 #3 #4

1,5-AG : drop in 1,5-AG Glycemia D : diabetes onset

50 D 30 Plasma 1,5-AG (µg/mL)

40 20 30 D D D 20 10

Glycemia (mM) 10

0 0

80 90 100 110 120 130 140 150 160 170 180 Age (days)

B STZ rats: #1 #2 #3

1,5-AG : drop in 1,5-AG Glycemia D : diabetes onset

50 8 Plasma 1,5-AG (µg/mL)

40 6

30 4 20 D

Glycemia (mM) 2 10 D

D 0 0

0 2 1.1 2.9 5.1 7.3 9.1 13.5 Time post STZ (hours)

Page 39 of 46 Diabetes

Content Supplementary Dataset 1 contains the ion annotation data for liver Phb mice, with reported ion m/z, average intensity, annotation scores, names, IDs and formulas. Supplementary Dataset 2 contains the ion annotation data for plasma Phb mice, with reported ion m/z, average intensity, annotation scores, names, IDs and formulas. Supplementary Dataset 3 contains the ion annotation data for liver db/db mice, with reported ion m/z, average intensity, annotation scores, names, IDs and formulas. Supplementary Dataset 4 contains the ion annotation data for plasma db/db mice, with reported ion m/z, average intensity, annotation scores, names, IDs and formulas. Diabetes Page 40 of 46

Supplementary Dataset 1 contains the ion annotation data for liver Phb mice, with reported ion m/z, average intensity, annotation scores, names, IDs and formulas. ionIdx ionMz ionAverageInt ionQualTIC Top annotation name Top annotation ids Top annotation formula Top annotation ion Top annotation score 1 59,01311776 24540,94352 Acetate; GlycolaldC00033; C00266 C2H4O2 -H(-) 100 2 71,0132999 21952,97039 Acrylic acid; MethC00511; C00546; C19246; C19297; C19440 C3H4O2 -H(-) 100 3 73,0287617 12676,43471 Propanoate; (S)-LC00163; C00424; C00937; C00969; C05235; C05999; C10920; C17530 C3H6O2 -H(-) 100 4 74,02404496 11772,56902 Glycine; NitroethC00037; C01837; C06808; C19445 C2H5NO2 -H(-) 100 5 85,02893998 21102,51279 Diacetyl; gamma- C00741; C01770; C01771; C02497; C16267; C16835; C19201; C19309; C19443 C4H6O2 -H(-) 100 6 87,00824631 9191,070844 Pyruvate; 3-OxopC00022; C00222; C12069; C20363 C3H4O3 -H(-) 100 7 88,03972506 7613,747472 L-Alanine; beta-AC00041; C00099; C00133; C00213; C01401; C01537; C02116; C11488 C3H7NO2 -H(-) 100 8 89,02377161 59809,28843 Glycerone; (S)-LaC00184; C00186; C00256; C00577; C01013; C01432; C02154; C02426 C3H6O3 -H(-) 100 9 94,98004764 99746,19842 Methanesulfonic C11145 CH4SO3 -H(-) 100 10 95,04962958 2110,614107 Cyclohex-2-enonC02395; C19249 C6H8O -H(-) 100 11 97,0289577 4931,395069 Furfuryl alcohol; C20441; C20578 C5H6O2 -H(-) 100 12 97,06517788 2353,482484 Cyclohexanone; (C00414; C08497; C16310 C6H10O -H(-) 100 13 99,00816076 3681,518959 Succinic anhydridC19524 C4H4O3 -H(-) 100 14 99,044662 4461,673271 5-Valerolactone; C02240; C08279; C12518; C14527; C15499; C19238 C5H8O2 -H(-) 100 15 101,0238857 10934,44956 2-Oxobutanoate C00109; C00164; C00232; C00349; C06002 C4H6O3 -H(-) 100 16 104,034911 2959,834334 L-Serine; Serine; DC00065; C00716; C00740 C3H7NO3 -H(-) 100 17 109,0403411 4704,000054 N-AcetylimidazolC02560; C05130 C5H6N2O -H(-) 100 18 110,0243315 4734,594753 2,5-DihydroxypyC01059; C02932; C03056; C03927; C05942 C5H5NO2 -H(-) 100 19 111,0083577 16267,8218 2-Furoate C01546 C5H4O3 -H(-) 100 20 111,0195458 27374,22103 Uracil; Maleic hydC00106; C18474 C4H4N2O2 -H(-) 100 21 111,0447515 7885,039735 Cyclohexane-1,3C01066; C04091; C04221; C06105; C08063; C08502 C6H8O2 -H(-) 100 22 112,0511765 2834,126678 Creatinine; 3-(N- C00791; C19280 C4H7N3O -H(-) 100 23 113,023918 89783,13169 2-Hydroxy-2,4-pC00596; C07091 C5H6O3 -H(-) 100 24 113,0603514 14394,11062 2-HydroxycyclohC01147; C01880; C03228 C6H10O2 -H(-) 100 25 114,0556408 28162,77814 L-Proline; D-ProlC00148; C00763; C16435; C18170 C5H9NO2 -H(-) 100 26 115,003352 44291,54972 Fumarate; Maleic C00122; C01384; C02150 C4H4O4 -H(-) 100 27 115,0396008 8768,735145 3-Methyl-2-oxobC00141; C02233; C03273; C06255 C5H8O3 -H(-) 100 28 115,076191 7229,728896 Hexanoic acid; 4-C01585; C02948; C03739; C12293; C12304; C12313 C6H12O2 -H(-) 100 29 116,0714197 57728,83369 L-Valine; 5-AminoC00183; C00431; C00719; C01799; C01826; C03571; C06417; C07457; C15987; C16436 C5H11NO2 -H(-) 100 30 117,0189068 103875,3201 Succinate; MethyC00042; C02170; C10900 C4H6O4 -H(-) 100 31 117,0553034 5067,857428 5-HydroxypentanC02804; C20827 C5H10O3 -H(-) 100 32 118,0505817 13496,29231 L-Threonine; L-HC00188; C00263; C00820; C02115; C03678; C05519; C11108; C12317 C4H9NO3 -H(-) 100 33 118,9803863 131420,1402 Mercaptopyruva C00957 C3H4O3S -H(-) 100 34 119,0345131 11433,59571 D-Erythrose; D-EC01796; C02022; C02045; C06463 C4H8O4 -H(-) 100 35 119,0498436 16223,19906 PhenylacetaldehyC00601; C02083; C05627; C06758; C07113; C07209; C07214; C20782 C8H8O -H(-) 100 36 120,0662637 1162,027262 Tromethamine C07182 C4H11NO3 -H(-) 100 37 121,0294638 28837,16143 Benzoate; AromaC00180; C00539; C00633; C03067; C06202; C15474 C7H6O2 -H(-) 100 38 121,0402954 21867,85269 Nicotinamide; PicC00153; C01950; C02421 C6H6N2O -H(-) 100 39 121,0654996 7129,396675 Phenylethyl alcohC05853; C06757; C07112; C07213; C07216; C11348; C13637; C14385; C14386; C14582 C8H10O -H(-) 100 40 122,0367111 5337,078158 Pyrazinamide C01956 C5H5N3O -H(-) 100 41 124,9906095 16498,71148 2-HydroxyethaneC05123; C19177 C2H6O4S -H(-) 100 42 125,0234618 25452,11929 1,2,3-TrihydroxyC01108; C02183; C02752; C02814; C11101; C11918; C20718 C6H6O3 -H(-) 100 43 125,0604151 4990,347057 Toluene-cis-dihyC04592; C12101 C7H10O2 -H(-) 100 44 125,0968945 4284,643199 Sulcatone C07287 C8H14O -H(-) 100 45 127,0397587 8668,442567 Dihydro-4,4-dimC01125; C06719; C06761; C11354; C20240; C20443; C20717 C6H8O3 -H(-) 100 46 127,0509821 74910,70369 5,6-DihydrothymC00906; C05715; C05717 C5H8N2O2 -H(-) 100 47 127,0760016 5637,358541 Ethyl tiglate; Cycl C08487; C09822; C10921; C10976; C11950; C13714; C13717 C7H12O2 -H(-) 100 48 128,0351706 102289,8145 4-Oxoproline; PidC01877; C01879; C02237; C04281; C04282 C5H7NO3 -H(-) 100 49 129,0190549 12294,2253 2,5-DioxopentanC00433; C00490; C01732; C02132; C02214; C02226; C02800 C5H6O4 -H(-) 100 50 129,0553951 11914,72253 4-Methyl-2-oxopC00233; C00671; C00902; C01012; C02122; C02129; C03241; C03465; C03467; C03500; C06008; C06102; C12314; CC6H10O3 -H(-) 100 51 129,0916905 8111,982484 Ethyl isovalerate; C12290; C12296; C17714 C7H14O2 -H(-) 100 52 130,0506023 9990,163491 5-AminolevulinatC00430; C01015; C01073; C01110; C01157; C01165; C03341; C03440; C03651; C03741; C05147; C19706 C5H9NO3 -H(-) 100 53 130,0618637 4670,463842 Creatine; 3-Guan C00300; C03065 C4H9N3O2 -H(-) 100 54 130,0871982 236144,4744 L-Leucine; L-IsoleC00123; C00407; C01570; C01933; C02378; C02486; C06418; C08263; C16434; C16439; C16647 C6H13NO2 -H(-) 100 55 131,0347262 9627,528511 Glutarate; 2-AcetC00489; C00900; C02674; C03589; C04106; C04181; C06010; C11838 C5H8O4 -H(-) 100 56 131,0459346 15433,37841 L-Asparagine; N-CC00152; C01043; C01905; C02037; C02642; C16438; C19258; C19301 C4H8N2O3 -H(-) 100 57 131,0715096 5144,688992 D-2-HydroxyisocC03264; C03499; C06103; C07834 C6H12O3 -H(-) 100 58 131,0822022 45131,45066 L-Ornithine; D-OC00077; C00515; C01602; C03943; C11320 C5H12N2O2; C5H12N2O2. -H(-); -H(-) 100 59 132,0299043 43625,53718 L-Aspartate; D-AsC00049; C00402; C16433; C19911 C4H7NO4 -H(-) 100 60 132,066023 2150,431364 N-Hydroxy-L-valiC20313 C5H11NO3 -H(-) 100 61 133,0139444 245579,7677 (S)-Malate; (R)-MC00149; C00497; C00711; C03064 C4H6O5 -H(-) 100 62 133,0656356 3751,784916 Indan-1-ol; CinnaC01710; C02394; C15512; C16930; C20464 C9H10O -H(-) 100 63 135,0310624 91820,96964 Hypoxanthine C00262 C5H4N4O -H(-) 100 64 135,0447514 61879,14735 Phenyl acetate; TC00548; C01454; C03765; C05613; C06224; C07085; C07086; C07189; C07211; C07215; C10700; C10761; C14087; CC8H8O2 -H(-) 100 65 135,0811311 6030,404345 4-Propylphenol C14311 C9H12O -H(-) 100 66 136,0404374 5549,954824 Anthranilate; 4-AC00108; C00568; C01004; C14394; C19486; C19597 C7H7NO2 -H(-) 100 67 137,060513 12665,62682 3-MethoxybenzyC03352; C06044; C06728; C07084; C11480; C13638; C20694 C8H10O2 -H(-) 100 68 137,0970439 5181,118143 Isophorone; 3,6-C14743; C16323 C9H14O -H(-) 100 69 139,0758889 13814,61959 cis-1,2-Dihydro- C06727; C16656; C18011; C19311 C8H12O2 -H(-) 100 70 140,0118764 20254,76966 Ethanolamine phC00346; C05678 C2H8NO4P -H(-) 100 71 141,0195066 71590,17393 2-HydroxymuconC00682; C02480; C03586; C03647; C03743; C04105; C06603; C14516; C14610; C20448 C6H6O4 -H(-) 100 72 141,0554552 3473,640083 4-OxocyclohexanC03767 C7H10O3 -H(-) 100 73 141,066697 6005,592273 Ectoine C06231 C6H10N2O2 -H(-) 100 74 141,0917249 4070,795418 CycloheptanecarC12104; C12297; C16648; C16653; C16654; C19318; C19757 C8H14O2 -H(-) 100 75 142,0505581 3816,254306 2-HydroxymethyC17357 C6H9NO3 -H(-) 100 76 143,0348292 36889,5194 2,3-DimethylmalC00922; C01757; C02295; C02930; C19821; C19822; C19826 C6H8O4 -H(-) 100 77 143,0454328 11164,96052 N-NitrosoprolineC19485 C5H8N2O3 -H(-) 100 78 143,0709655 10673,35851 trans-4-Hydroxy C04404; C16590 C7H12O3 -H(-) 100 79 143,1075194 18569,09789 Octanoic acid; VaC06423; C07185 C8H16O2 -H(-) 100 80 144,0454726 7106,591784 3-MethyleneoxinC02796; C06324; C06338; C06343; C06415; C08493; C19434 C9H7NO -H(-) 100 81 144,0665395 14314,86497 4-AcetamidobutaC02946; C03239; C03656; C04076; C05825 C6H11NO3 -H(-) 100 82 145,0617476 707801,3434 L-Glutamine; GluC00064; C00303; C00819; C05100; C16673 C5H10N2O3 -H(-) 100 83 145,0980499 138537,9441 L-Lysine; D-LysinC00047; C00739; C01142; C01186; C05161; C16440; C20277 C6H14N2O2 -H(-) 100 84 146,0256617 5956,144258 Indole-5,6-quinoC05579; C11129 C8H5NO2 -H(-) 100 85 146,0456098 143899,3202 L-Glutamate; D-GC00025; C00217; C00302; C00979; C03618; C03790; C05574; C05938; C05941; C12269 C5H9NO4 -H(-) 100 86 146,0646638 43130,17687 5-MethylthiopenC17245 C6H13NOS -H(-) 100 87 146,0816458 7002,914766 Fagomine; N-HydC10144; C20310; C20802 C6H13NO3 -H(-) 100 88 147,0298299 12645,69631 D-Arabinono-1,4C00652; C00684; C00815; C01087; C01114; C02266; C02612; C02614; C02630; C02753; C02994; C03196; C03826; CC5H8O5 -H(-) 100 89 147,0664085 7963,540918 (R)-Mevalonate; C00418; C00522; C02104; C03348; C04104; C06007; C06471 C6H12O4 -H(-) 100 90 148,0434352 9197,492181 L-Methionine; D-C00073; C00855; C01733; C07418 C5H11NO2S -H(-) 100 91 148,99103 48015,70905 Thiodiacetic acid C14872 C4H6O4S -H(-) 100 92 149,0460307 4488,259555 D-Ribose; D-XyloC00121; C00181; C00216; C00259; C00309; C00310; C00312; C00476; C00508; C01394; C01488; C01508; C01510; CC5H10O5 -H(-) 100 93 149,0606947 6135,650924 Tolylacetate; 4-CoC01963; C02646; C05629; C13342; C15513; C16706; C17883; C19291; C20697 C9H10O2 -H(-) 100 94 149,0970017 3595,260503 (-)-Carvone; (+)-SC01767; C01868; C01951; C02289; C02485; C02576; C06576; C09840; C09843; C09868; C09884; C09908; C09911; CC10H14O -H(-) 100 95 151,0261079 181784,4562 Xanthine; AlloxanC00385; C07599 C5H4N4O2 -H(-) 100 96 151,060854 5506,140402 Xylitol; Ribitol; L-C00379; C00474; C00532; C01569; C01904 C5H12O5 -H(-) 100 97 151,0760689 9541,248548 3-IsopropylcatecC01014 C9H12O2 -H(-) 100 98 152,9956752 7381,11221 Propanoyl phospC02876; C03505; C03947 C3H7O5P -H(-) 100 99 153,0555622 8196,512373 Vanillyl alcohol; 2C06317; C10787 C8H10O3 -H(-) 100 100 153,0920558 10228,34234 Boschnialactone C09772 C9H14O2 -H(-) 100 101 154,0622357 156819,1925 L-Histidine; HistiC00135; C00768; C01162; C06419 C6H9N3O2 -H(-) 100 102 154,9753194 11752,01588 2-Phosphoglyco C00988 C2H5O6P -H(-) 100 103 154,9969831 4505,9612 Potassium 2,6-d C15997 C4H2N3O4. -H(-) 100 104 155,04634 2501,509127 4-Imidazolone-5 C03680; C03817; C05568; C19481 C6H8N2O3 -H(-) 100 105 156,0668265 3451,134944 Paramethadione; C07411; C17361; C17724; C20828 C7H11NO3 -H(-) 100 106 157,013284 7016,131834 2-Maleylacetate; C02222; C02501; C03453; C03676; C06035 C6H6O5 -H(-) 100 107 157,0365023 10611,5888 Allantoin; (R)(-)-AC01551; C02348; C02350 C4H6N4O3 -H(-) 100 108 157,0506205 5268,373705 2-IsopropylmaleaC02631; C04670; C04815; C05126 C7H10O4 -H(-) 100 109 157,0867108 7618,292985 Ethyl 3-oxohexanC02975; C16652; C16655 C8H14O3 -H(-) 100 110 157,1232085 22565,92192 Nonanoic acid C01601 C9H18O2 -H(-) 100 111 158,0459493 1398,050347 4-Methylene-L-gC00651; C03623 C6H9NO4 -H(-) 100 112 158,0821598 12023,68885 5-AcetamidopenC03087; C08269; C10151; C10850 C7H13NO3 -H(-) 100 113 159,0302921 3902,011895 2-Oxoadipate; 3-C00322; C00846; C04287; C06891; C16159; C20781 C6H8O5 -H(-) 100 114 159,066139 10429,25667 Pimelate; (1S,3R, C02656; C04687; C16657 C7H12O4 -H(-) 100 115 159,0773406 3618,949038 D-Alanyl-D-alaninC00993; C03153; C06442; C10996; C19929 C6H12N2O3 -H(-) 100 116 159,1139321 4651,229547 N6-Methyl-L-lysiC02728 C7H16N2O2 -H(-) 100 117 160,0614897 22296,26438 L-2-AminoadipatC00956; C01046; C01077; C02207; C03210; C05016; C06234; C17581; C19694 C6H11NO4 -H(-) 100 118 161,0454143 60602,21277 Lichenin; (R)-3,3 C00478; C01088; C01989; C02360; C02488; C02991; C03652; C03761; C03827; C03979; C06158; C06159; C06474; CC6H10O5 -H(-) 100 119 161,082088 3865,83405 beta-CymaropyraC08234; C08237 C7H14O4 -H(-) 100 120 162,0224949 2978,292562 Acetylcysteine; Ti C06809; C12876 C5H9NO3S -H(-) 100 121 163,0609136 5782,885745 L-Rhamnose; 2-DC00507; C00586; C00861; C01018; C01019; C01684; C01721; C02095; C02338; C02431; C02476; C02522; C02781; CC6H12O5 -H(-) 100 122 163,0763958 5657,344629 p-Cumate; EvodoC06578; C09858; C09904; C09905; C10453; C10469; C12303; C19229; C19729 C10H12O2 -H(-) 100 123 164,021834 7014,751179 4-MethylthiobutC17243 C5H11NOS2 -H(-) 100 124 164,0714659 96404,71163 L-Phenylalanine; C00079; C02057; C02265; C07527; C18090; C18747; C19565; C19578; C20487; C20488 C9H11NO2 -H(-) 100 125 165,0182184 7612,857376 Phthalate; 4-Hyd C01606; C03590; C06337; C14096; C14100 C8H6O4 -H(-) 84 126 165,0403387 10616,31499 D-Xylonate; L-AraC00502; C00545; C00878; C01685; C05411; C05412 C5H10O6 -H(-) 100 127 165,0568985 6551,752125 3-(2-HydroxypheC01198; C01456; C01744; C02201; C02363; C03080; C05581; C05607; C10712; C11380; C11457; C12206 C9H10O3 -H(-) 74 128 165,091555 4527,195837 (+)-Bornane-2,5-C03037; C09777; C09791; C09792; C09841; C09887; C09896; C11924; C11940; C14351; C14515; C17622; C17690; CC10H14O2 -H(-) 100 129 166,0286979 7029,780909 Taurocyamine C01959 C3H9N3O3S -H(-) 100 130 166,9749495 3677,796928 PhosphoenolpyrC00074; C02798; C16849 C3H5O6P -H(-) 100 131 167,021056 144902,4155 Urate C00366 C5H4N4O3 -H(-) 100 132 167,0711997 8632,086674 N-Trimethyl-2-amC06459 C5H15NO3P -H(-) 100 133 167,1074948 4264,893495 6-Oxocineole; 1,2C00848; C02108; C03448; C06069; C08489; C08498; C08546; C09785; C09786; C09804; C09836; C09842; C09854; CC10H16O2 -H(-) 100 134 168,0433594 25486,05228 PhosphodimethyC13482 C4H12NO4P -H(-) 100 135 168,077791 8918,345287 N(pi)-Methyl-L-hC01152; C03298 C7H11N3O2 -H(-) 100 136 168,9898935 12601,47127 Glycerone phospC00111; C00118; C00661; C12935; C19156 C3H7O6P; C3H7O6P. -H(-); -H(-) 100 137 169,0499126 4303,043082 3,4-DihydroxyphC05576; C06720; C06729; C06731; C07123; C16804; C19495 C8H10O4 -H(-) 100 138 169,063814 4836,577798 N-NitrosoguvacoC19482 C7H10N2O3 -H(-) 21 139 169,0871074 8538,313878 Furfural diethyl aC14280 C9H14O3 -H(-) 100 140 169,1235572 4148,165672 6-endo-HydroxyC03092; C04433; C07276; C09790; C16462; C17621; C18020; C18027; C18066; C18202; C19082; C20326 C10H18O2 -H(-) 100 141 171,0064149 241997,2093 sn-Glycerol 3-phC00093; C00623; C02979; C03189 C3H9O6P -H(-) 100 142 171,102694 19344,34329 9-Oxononanoic aC16322 C9H16O3 -H(-) 100 143 171,1390603 29553,28335 Decanoic acid; p-C01571; C02904; C12289; C12292 C10H20O2 -H(-) 100 144 172,0975323 10457,87461 N-Acetyl-L-leucinC02710; C10173 C8H15NO3 -H(-) 100 145 172,1101034 2367,200654 Indospicine C08288 C7H15N3O2 -H(-) 100 146 172,9909616 27205,51899 Aryl sulfate; PhenC00850; C02180; C12849 C6H6O4S -H(-) 100 147 173,0091061 12738,27486 cis-Aconitate; traC00417; C02341; C05422 C6H6O6 -H(-) 100 148 173,0455648 4550,783791 Shikimate; (2S)-2 C00493; C04236; C16588; C18307; C18312 C7H10O5 -H(-) 100 149 173,0573319 3665,418276 N-Formimino-L-gC00439; C16674 C6H10N2O4 -H(-) 100 150 173,0819614 8264,874263 Suberic acid; DimC08278; C14570; C16658; C19402 C8H14O4 -H(-) 100 151 173,0932238 6593,33914 N-AcetylornithinC00437; C01047 C7H14N2O3 -H(-) 100 152 173,1040062 3392,716837 L-Arginine; D-ArgC00062; C00792; C02385 C6H14N4O2 -H(-) 100 153 174,0170829 5934,908524 Monodehydroas C01041 C6H7O6 -H(-) 100 154 174,0406331 3553,443788 N-Acetyl-L-asparC01042; C01045; C05520 C6H9NO5 -H(-) 100 155 174,0882817 4343,171869 L-Citrulline C00327 C6H13N3O3 -H(-) 100 156 175,0247269 996287,689 Ascorbate; D-GluC00072; C02670; C03217; C03289; C03387; C04053; C04349; C04471; C06033; C06430; C06440; C19806; C20364 C6H8O6 -H(-) 100 157 175,0752563 8203,78185 Ethyl cinnamate; C06359; C10389; C12299; C14083; C14102; C14111 C11H12O2 -H(-) 74 158 176,0555393 3508,292845 4-Hydroxy-4-me C06034; C17576; C20844; C20845 C6H11NO5 -H(-) 100 159 177,0391732 10022,69064 D-Glucono-1,5-lC00198; C00204; C00273; C00691; C01040; C01115; C01216; C02669; C02692; C02779; C03107; C03269; C03383; CC6H10O6 -H(-) 64 160 177,0556683 5257,881484 Vermelone; ConifC01624; C02666; C10667; C14784; C20327; C20646 C10H10O3 -H(-) 100 161 177,092329 6669,214821 Methyleugenol; MC10454; C10478; C14535; C14709; C17663; C17665; C17666; C17782 C11H14O2 -H(-) 100 162 178,0509263 9669,605792 Hippurate; N-AceC01586; C06332; C06339; C19569 C9H9NO3 -H(-) 100 163 178,0715878 1421,016416 D-Glucosamine; C00329; C01214; C02262; C03570; C06763; C08349; C12212; C17578 C6H13NO5 -H(-) 100 164 179,0563871 142193,3379 D-Glucose; D-FruC00031; C00095; C00124; C00137; C00159; C00221; C00247; C00267; C00737; C00738; C00764; C00795; C00936; CC6H12O6 -H(-) 100 165 179,1077302 3831,109076 3-tert-Butyl-5-m C03929 C11H16O2 -H(-) 100 166 180,0666243 57538,63448 L-Tyrosine; TyrosC00082; C01536; C03290; C04368; C06420; C19579; C19712; C20807 C9H11NO3 -H(-) 100 167 180,9409546 154493,8363 Methylselenopyr C18904 C4H6O3Se -H(-) 25 168 180,9904647 4976,375201 2-Oxo-4-phosphC17941 C4H7O6P -H(-) 100 169 181,0507972 9165,418105 3-(4-HydroxypheC03672; C03964; C04044; C05582; C05583; C10447; C10680; C12622 C9H10O4 -H(-) 100 170 181,0716265 20722,83424 Mannitol; D-SorbC00392; C00794; C01489; C01507; C01697; C01722 C6H14O6 -H(-) 100 171 181,0864631 6472,270913 5-Oxo-1,2-campC02952; C06070; C07159; C10448; C17822; C17823; C17825; C19351; C20271 C10H14O3 -H(-) 100 172 182,9931368 13093,00205 2-Pyrone-4,6-dicC03671; C08476 C7H4O6 -H(-) 100 173 183,0068168 5809,822398 L-3,4-DihydroxybC15556 C4H9O6P -H(-) 100 174 183,066217 4371,36842 7-Methyl-2-hydrC00588; C04535; C05594; C06582; C10765; C11456; C11588 C5H15NO4P; C9H12O4 -H(-); -H(-) 100 175 183,1027574 5702,589662 5-exo-Hydroxy-1C03843; C04718; C06066; C11405; C11419; C19079; C19084; C20324 C10H16O3 -H(-) 100 176 183,1389786 4834,484323 Citronellyl formaC12295; C13823; C13910; C19420 C11H20O2 -H(-) 100 177 184,0017651 24441,81606 O-Phospho-L-seC01005; C02532 C3H8NO6P -H(-) 100 178 184,109141 3778,222632 Isocarbamid C19047 C8H15N3O2 -H(-) 100 179 184,9859999 11055,96947 3-Phospho-D-glyC00197; C00597; C00631 C3H7O7P -H(-) 100 180 185,0568321 8536,163214 AMPA C13672 C7H10N2O4 -H(-) 100 181 185,0817886 10568,81921 cis-2-CarboxycycC14112 C9H14O4 -H(-) 100 182 185,1182007 7619,294231 10-OxodecanoatC02217; C11404; C11406; C11417; C11420; C13945; C17620; C20714 C10H18O3 -H(-) 100 183 185,1547294 11282,05585 Undecanoic acid C17715 C11H22O2 -H(-) 100 184 187,0066193 1844,728985 4-Sulfobenzyl alcC06678 C7H8O4S -H(-) 100 185 187,0615822 4005,19699 2-Oxosuberate C16589 C8H12O5 -H(-) 100 186 187,0867149 10417,71934 Peganine; Antipy C10733; C13244 C11H12N2O -H(-) 100 187 187,0975332 30080,10464 Azelaic acid; EucoC08261; C17878 C9H16O4 -H(-) 100 188 187,1086985 10188,66834 Glycyl-leucine; N C02155; C02727; C03846; C12989 C8H16N2O3 -H(-) 100 189 188,0023651 1969,112067 2-Pyridyl hydroxC11327 C6H7NO4S -H(-) 100 190 188,0565075 29099,0242 N-Acetyl-L-glutamC00624; C03871; C12109 C7H11NO5 -H(-) 100 191 188,0927888 4281,828317 CastanospermineC02256; C06326; C10124; C10132; C11843 C8H15NO4 -H(-) 100 192 188,9864777 4298,210582 3-Sulfocatechol; C06336; C06674 C6H6O5S -H(-) 100 193 189,040874 3870,966247 3-DehydroquinaC00944; C04049; C05601; C06201 C7H10O6 -H(-) 100 194 189,059166 3881,82622 2-Oxo-7-methyltC17220 C8H14O3S -H(-) 100 195 189,0770812 4349,336658 (R)-3-((R)-3-HydC04546 C8H14O5 -H(-) 100 196 189,0889272 3636,353975 LL-2,6-Diaminoh C00666; C00680 C7H14N2O4 -H(-) 100 197 190,0544217 3648,81678 N-Acetylmethion C02712 C7H13NO3S -H(-) 100 198 191,0201075 156876,9588 Citrate; IsocitrateC00158; C00311; C00451; C00679; C02780; C03600; C03921; C04575; C04617; C12649 C6H8O7; C6H8O7. -H(-); -H(-) 100 199 191,0563297 5195,835042 Quinate; 2D-5-O C00296; C01295; C12113 C7H12O6 -H(-) 100 200 191,0827151 2471,995265 Acanthicifoline; 2C09907; C16151 C10H12N2O2 -H(-) 100 201 191,1076396 3499,224671 Thymyl acetate; S C09909; C17853; C17875 C12H16O2 -H(-) 100 202 192,0667534 3209,306216 (3-Arylcarbonyl)-C03450; C05598; C06726; C09962; C10581; C16587; C16595 C10H11NO3 -H(-) 100 203 193,0357384 15474,40251 D-Glucuronate; DC00191; C00333; C00558; C00618; C00905; C01062; C02024; C03342; C06472; C06473; C06477; C08348; C08350; CC6H10O7; C7H6N4O3 -H(-); -H(-) 100 204 193,0507366 4053,693356 Scytalone; FerulaC00779; C01494; C02379; C09974; C10470; C10477; C11233; C12204; C16982 C10H10O4 -H(-) 100 205 193,0870147 8069,053521 Zingerone; Isobu C17497; C20342 C11H14O3 -H(-) 100 206 193,1234631 3053,712661 4-HexyloxyphenoC14305; C16937; C17002 C12H18O2 -H(-) 100 207 194,0461231 3265,992019 Dopaquinone; 1,C00822; C04274; C05604; C07588; C19631 C9H9NO4 -H(-) 100 208 195,0511281 660170,7018 D-Gluconic acid; C00257; C00514; C00770; C00800; C00817; C00880; C03215; C15930 C6H12O7 -H(-) 100 209 195,1125174 3663,166724 Fasoracetam C13311 C10H16N2O2 -H(-) 55 210 195,1386837 6445,071922 Ethyl(E,Z)-decadiC08486; C09837; C09861; C09863; C11338; C12300; C12301; C12302; C12306 C12H20O2 -H(-) 100 211 196,0289069 3203,495236 Tauropine C01616 C5H11NO5S -H(-) 100 212 196,9850955 8039,526574 Phosphoenol-4- C04309 C4H7O7P -H(-) 100 213 196,9944268 10762,53604 2-Oxopropyl-CoMC11497 C5H10O4S2 -H(-) 100 214 197,0561251 16985,67221 L-Mimosine; ClavC04771; C06660 C8H10N2O4 -H(-) 100 215 197,0820371 4521,061461 cis-2,3-Dihydrox C06579; C09853; C16644; C17454; C20789 C10H14O4 -H(-) 100 216 197,1546197 5015,302085 (-)-Menthyl acetaC09870; C12298; C16825; C16947 C12H22O2 -H(-) 100 217 198,0173856 6155,894231 O-Phospho-L-hoC01102; C05702; C12147; C12215 C4H10NO6P -H(-) 100 218 198,0882404 4540,406523 gamma-Glutamyl C06114 C8H13N3O3 -H(-) 100 219 199,0010773 12937,83384 D-Erythrose 4-phC00279; C03109; C03394; C03604 C4H9O7P -H(-) 100 220 199,074183 4905,099409 DihydroclavaminC06659; C17360 C8H12N2O4 -H(-) 29 221 199,1701971 33272,77064 Dodecanoic acid C02679 C12H24O2 -H(-) 100 222 201,0770799 7704,310278 Diethyl 2-methyl C04067 C9H14O5 -H(-) 100 223 201,113485 11975,69041 Sebacic acid; DietC08277; C14566; C17803 C10H18O4 -H(-) 100 224 202,0722813 2803,398753 N2-Acetyl-L-aminC12986 C8H13NO5 -H(-) 100 225 203,0203194 6696,082954 Oxaloglutarate C05533 C7H8O7 -H(-) 100 226 203,0574601 4144,94961 3-O-Ethyl-L-ascoC18342 C8H12O6 -H(-) 56 227 203,0698881 8774,630475 3-Butylidene-7-hC09921 C12H12O3 -H(-) 47 228 203,0828773 28985,00008 L-Tryptophan; D-C00078; C00525; C00806; C07839; C10968; C14916 C11H12N2O2 -H(-) 100 229 203,0915928 9513,543606 Diethyl (2R,3R)-2C04586; C04587 C9H16O5 -H(-) 100 230 203,103198 3608,831636 N6-Acetyl-N6-hyC03955; C04210 C8H16N2O4 -H(-) 100 231 205,0352952 3484,785906 (R)-2-HydroxybuC00725; C01251; C02225; C04593; C05662; C16241 C7H10O7; C8H14O2S2 -H(-); -H(-) 100 232 205,1241192 3757,94874 Ibuprofen; PlastoC01588; C02185 C13H18O2 -H(-) 100 233 205,1597631 236621,0889 alpha-Irone; (+)-tC09690; C11350; C14132; C14205 C14H22O -H(-) 100 234 206,0483304 5251,345502 S-(2-Hydroxyeth C14876 C7H13NO4S -H(-) 100 235 206,0823845 4339,243858 N-Acetyl-L-phenyC03519; C05620; C09933; C09986; C20126 C11H13NO3 -H(-) 100 236 207,0659542 3856,892996 6-MethoxymelleiC02381; C05610; C09816 C11H12O4 -H(-) 100 237 207,102821 3912,914065 Benzyl (2R,3S)-2 C04561; C04562; C10390; C10430; C10451; C15765; C16975; C17821; C17846 C12H16O3 -H(-) 100 238 207,1389261 14912,61583 4-HeptyloxyphenC14236 C13H20O2 -H(-) 100 239 209,0816063 4435,844433 PhosphoagmatinC02325; C02726; C07350; C10709 C11H14O4; C5H15N4O3P -H(-); -H(-) 100 240 209,1184356 4643,948795 (-)-Jasmonic acidC08491; C16317 C12H18O3 -H(-) 100 241 210,0885286 17419,91271 Zalcitabine C07207 C9H13N3O3 -H(-) 100 242 211,0012213 13229,39086 2-PhosphinometC17947 C5H9O7P -H(-) 100 243 211,0831667 4725,528724 Perseitol; Volemi C08255; C08260 C7H16O7 -H(-) 100 244 211,0977161 12055,96098 7-DeoxyloganetinC20790 C11H16O4 -H(-) 100 245 211,1084037 6241,315732 Butabarbital C07827 C10H16N2O3 -H(-) 100 246 211,1340611 10688,89728 Cucurbic acid; PuC08482; C08509; C16309; C16311 C12H20O3 -H(-) 100 247 212,0928396 12159,39287 N-(3-OxohexanoC11839; C12819; C17904 C10H15NO4 -H(-) 100 248 212,9553624 5334,593905 4-BromophenylaC03076 C8H7BrO2 -H(-) 25 249 213,0772941 4855,433623 N-Hydroxy-IQ C20289 C11H10N4O -H(-) 100 250 213,149549 12758,25362 3-OxododecanoiC02367 C12H22O3 -H(-) 100 251 213,1861145 15584,63143 CAI-1; TridecanoiC16640; C17076 C13H26O2 -H(-) 100 252 214,0489241 97475,6038 sn-Glycero-3-ph C01233 C5H14NO6P -H(-) 100 253 215,0330413 344918,692 2-C-Methyl-D-erC11434 C5H13O7P -H(-) 100 254 216,098884 7886,946579 N-Acetyl-L-citrullC15532 C8H15N3O4 -H(-) 100 255 216,1351522 7039,097925 beta-Alanyl-L-lysC05341; C15699 C9H19N3O3 -H(-) 100 256 217,0832654 10493,54023 gamma-L-GlutamC03738 C8H14N2O5 -H(-) 100 257 217,1191572 4984,701046 D-Lysopine C04020 C9H18N2O4 -H(-) 100 258 218,0335738 10433,96376 4-Amino-2-methC04556 C6H10N3O4P -H(-) 100 259 218,0784734 1622,692649 1D-1-Guanidino C04673 C7H13N3O5 -H(-) 100 260 218,1035914 15202,79462 Pantothenate C00864 C9H17NO5 -H(-) 100 261 219,0509678 4224,597584 (R)-(Homo)2-citrC16583; C16597 C8H12O7 -H(-) 100 262 219,103573 4329,415438 Precocene II; FlosC09018; C09928; C12263 C13H16O3 -H(-) 100 263 219,1758123 4684,844667 2-trans,6-trans-FC03461; C09719; C09720; C14550; C14693; C16908; C16945; C16974; C17462; C17915; C17953; C17955; C19676; CC15H24O -H(-) 100 264 221,0454586 5046,911971 2-SuccinylbenzoC02730; C09271; C10496; C12264; C14106; C14107; C17479; C17480 C11H10O5 -H(-) 100 265 221,0667762 36544,87978 6-Acetyl-D-glucoC02655 C8H14O7 -H(-) 100 266 221,1184073 4600,050208 DehydrovomifoliC02533; C04223 C13H18O3 -H(-) 100 267 221,1546708 13608,75299 Rishitin; IsokobuC09715; C16977; C16983 C14H22O2 -H(-) 100 268 223,0973789 3580,732275 Aspidinol; 2,4-DiC10673; C20417 C12H16O4 -H(-) 100 269 223,1338671 6025,011998 (6S,9R)-VomifoliC01760; C04166; C11512; C16318 C13H20O3 -H(-) 100 270 224,9362303 14212,07582 2,5-Dichloro-4-oC12835 C6H4Cl2O5 -H(-) 6 271 225,0638477 4677,68019 5-Acetylamino-6 C16365 C8H10N4O4 -H(-) 100 272 225,0767664 3254,991686 Genipin C09780 C11H14O5 -H(-) 100 273 225,0997113 2688,799002 Carnosine C00386 C9H14N4O3 -H(-) 100 274 225,1132815 11094,54637 Butopyronoxyl C19142 C12H18O4 -H(-) 100 275 225,1860999 12132,29462 Myristoleic acid C08322 C14H26O2 -H(-) 100 276 225,9905654 3288,165336 3-Amino-4,7-dihC12469 C9H6ClNO4 -H(-) 25 277 227,0661779 3812,399296 Deoxyuridine C00526 C9H12N2O5 -H(-) 78 278 227,1021517 5244,793784 (S)-ATPA C13733 C10H16N2O4 -H(-) 40 279 227,1289354 10789,8258 Traumatic acid C16308 C12H20O4 -H(-) 100 280 227,2016582 130151,9709 Tetradecanoic ac C06424 C14H28O2 -H(-) 100 281 229,0121555 60009,10487 D-Ribose 5-phosC00117; C00199; C00231; C00620; C01101; C01112; C03291; C03736; C03737; C03906; C06238; C06239; C06441; CC5H11O8P; C6H15O3PS2 -H(-); -H(-) 100 282 229,144425 9295,947994 Dodecanedioic aC02678; C14523; C19143 C12H22O4 -H(-) 100 283 231,0444067 3722,14306 Pyrene-4,5-dioneC18251; C18257; C18258 C16H8O2 -H(-) 100 284 231,0992899 5520,400128 Boc-Asn; N2-SucC01410; C03415; C04390; C15767 C9H16N2O5 -H(-) 100 285 232,9748504 2475,551184 Ferrous lactate C17382 C6H10FeO6 -H(-) 25 286 233,1178113 2989,795906 Strigolactone ABCC18036 C14H18O3 -H(-) 100 287 233,1547604 5439,398657 Bakkenolide A; CoC09350; C09376; C09399; C09409; C09677; C09686; C09712; C09721; C09739; C09743; C16942; C16949; C17090; CC15H22O2 -H(-) 100 288 235,0979817 2771,050954 3-Dimethylallyl-4C12457 C13H16O4 -H(-) 100 289 235,133627 3126,804436 4-HeptyloxybenzC14274; C14718 C14H20O3 -H(-) 100 290 237,113607 5422,282456 3-[(3aS,4S,7aS)-7C20199 C13H18O4 -H(-) 100 291 239,0928867 6991,837915 2-Hydroxyamino C20286 C13H12N4O -H(-) 100 292 239,1151414 5183,538244 Homocarnosine; C00884; C01262; C04138 C10H16N4O3 -H(-) 100 293 239,2015873 5561,442414 Cryptomeridiol C17676 C15H28O2 -H(-) 100 294 241,0590388 5284,079234 5-PhosphonooxC03366; C03828; C03980; C16743 C6H15N2O6P -H(-) 100 295 241,0724023 4115,554172 Lumichrome C01727 C12H10N4O2 -H(-) 100 296 241,0845717 3252,744854 Thymidine; HC YeC00214; C19431 C10H14N2O5 -H(-) 39 297 241,2176272 46845,68849 Pentadecanoic acC16537; C16665 C15H30O2 -H(-) 100 298 243,027438 6092,593344 L-Fuculose 1-phoC01099; C01131; C02985; C06369 C6H13O8P -H(-) 100 299 243,0625184 131795,522 Uridine; PseudouC00299; C02067; C16745 C9H12N2O6 -H(-) 100 300 243,1969111 5252,407291 2S-HydroxytetradC13790 C14H28O3 -H(-) 100 301 244,0835522 3451,61734 DebromohymeniC19897 C11H11N5O2 -H(-) 100 302 245,0436072 74755,74992 GlycerophosphoC03274 C6H15O8P -H(-) 100 303 245,1146719 6915,22336 2,4-Bis(acetamid C19972; C20424 C10H18N2O5 -H(-) 100 304 246,0173577 4247,570569 Pyridoxal phosphC00018 C8H10NO6P -H(-) 100 305 247,0488609 4708,923574 Pyridoxamine phC00647 C8H13N2O5P -H(-) 100 306 248,0793518 4360,196748 S-AcetyldihydroliC01136 C10H19NO2S2 -H(-) 100 307 249,0221971 4556,215717 4,4'-SulfonyldiphC14216 C12H10O4S -H(-) 100 308 249,0549194 10188,54555 gamma-L-GlutamC00669 C8H14N2O5S -H(-) 100 309 249,1135416 2652,855328 Diisopropyl phthC14468; C14469 C14H18O4 -H(-) 100 310 249,1497872 8232,527044 Gemfibrozil; ArbuC07020; C09295; C09689; C09711; C09748; C13453; C13456; C14716; C20403; C20405 C15H22O3 -H(-) 100 311 249,1858916 3639,859496 Methyl farnesoatC16503 C16H26O2 -H(-) 100 312 251,0109922 4266,966739 2-Hydroxy-6-oxoC06587 C12H9ClO4 -H(-) 25 313 251,0784089 2531,290475 Nebularine; DeoxC01736; C05512; C15586 C10H12N4O4 -H(-) 100 314 251,1036565 2183,409502 3-Hydroxyhexob C03068 C12H16N2O4 -H(-) 100 315 251,2019744 11812,27421 Hydnocarpic acidC16795 C16H28O2 -H(-) 100 316 253,0508009 6886,628718 5-L-Glutamyl-tauC05844; C08644; C10028; C10121; C10200; C10208; C10291; C10315; C10327; C10329; C10402; C12123; C14344 C15H10O4; C7H14N2O6S -H(-); -H(-) 100 317 253,0870908 2611,922197 Ketoprofen; ChalC01716; C09165; C10505; C19895 C16H14O3 -H(-) 100 318 253,1823376 5595,157504 Kikkanol A; KikkaC17603; C17606; C17608; C17610; C18538 C15H26O3 -H(-) 50 319 253,2175491 280805,6441 (9Z)-HexadecenoC08362 C16H30O2 -H(-) 100 320 254,9814965 31995,08701 Ascorbate 2-sulf C02812 C6H8O9S -H(-) 100 321 255,0304989 5864,956171 Anthragallol; Pur C10297; C10395 C14H8O5 -H(-) 100 322 255,0875228 7947,463913 PhenylgalactosidC02578; C03097; C11611 C12H16O6 -H(-) 100 323 256,9939129 6466,092516 Metobromuron C18793 C9H11BrN2O2 -H(-) 25 324 257,1033252 9101,522089 sn-Glycero-3-ph C00670 C8H21NO6P -H(-) 100 325 257,1759313 6130,42574 Dibutyl adipate; DC14253; C14260 C14H26O4 -H(-) 100 326 258,0388212 4516,818192 D-Glucosamine 6C00352; C01283; C03783; C06156; C06377; C12213; C12214 C6H14NO8P -H(-) 100 327 258,0533031 6410,28593 p-Nitrophenyl-OC13048 C10H14NO5P -H(-) 100 328 258,8976381 43969,55859 2,2-Bis(bromom C19199 C5H10Br2O2 -H(-) 6 329 259,0097437 104394,06 Bromacil C10911 C9H13BrN2O2 -H(-) 25 330 259,0230108 253855,107 D-Fructose 6-phC00085; C00092; C00103; C00275; C00446; C00636; C00663; C00668; C01002; C01094; C01097; C01113; C01171; CC6H13O9P; C7H17O4PS2 -H(-); -H(-) 100 331 261,1337701 7694,990263 Triethylene glyco C19537 C12H22O6 -H(-) 100 332 263,1035524 1965,026236 PhenylacetylglutaC04148; C05642 C13H16N2O4 -H(-) 100 333 263,1401134 2634,254384 FeruloylputrescinC10497 C14H20N2O3 -H(-) 100 334 263,1661369 2890,102097 DehydrojuvabionC09657; C17747 C16H24O3 -H(-) 100 335 264,9523734 9459,773709 3-Phospho-D-glyC00236; C01159; C03339 C3H8O10P2 -H(-) 100 336 265,0830688 2772,029828 Dinex C19038 C12H14N2O5 -H(-) 100 337 265,2176685 3348,850935 Hydroprene C18862 C17H30O2 -H(-) 100 338 266,0893733 4123,18931 Adenosine; DeoxC00212; C00330; C07195; C07210 C10H13N5O4; C10H13N5O4. -H(-); -H(-) 100 339 267,0735783 515486,4402 Inosine C00294 C10H12N4O5 -H(-) 100 340 267,2328868 20181,95646 omega-CyclohexyC12100; C16536 C17H32O2 -H(-) 100 341 269,0463889 3862,236708 Apigenin; 2'-Hyd C01477; C02495; C06563; C08730; C10023; C10037; C10044; C10113; C10294; C10343; C10369; C10376; C10379; CC15H10O5 -H(-) 100 342 269,1757983 7220,38701 (10S)-Juvenile hoC16506 C15H26O4 -H(-) 100 343 269,2123679 25157,37639 16-Oxo-palmitat C19614 C16H30O3 -H(-) 100 344 269,2489027 77843,53635 Methyl palmitateC16995 C17H34O2 -H(-) 100 345 271,0606225 2244,240072 Naringenin; 3,6,9C00509; C01263; C01592; C03567; C06561; C08578; C09047; C09614; C09751; C09826; C12087; C14458; C15567; CC15H12O5 -H(-) 100 346 271,2064763 3380,856664 3-Oxo-delta4-steC00619; C01034; C02941 C19H28O -H(-) 100 347 271,2282686 12590,78672 16-HydroxypalmC18218 C16H32O3 -H(-) 100 348 272,0553333 5319,480122 Adefovir C11277 C8H12N5O4P -H(-) 100 349 273,0011049 5551,817829 6-Phospho-2-deC01218; C04037; C05385; C14899 C6H11O10P -H(-) 100 350 273,0381927 3387,241705 1-Deoxy-D-altro-C04359 C7H15O9P -H(-) 100 351 274,0947379 4314,118944 Cardiospermin; 1C08328; C19769 C11H17NO7 -H(-) 43 352 275,0177919 11426,43093 6-Phospho-D-gluC00345; C04234 C6H13O10P -H(-) 100 353 275,1254572 6766,844847 N6-(L-1,3-DicarbC00449 C11H20N2O6 -H(-) 100 354 275,165206 3079,121531 Buddledin A; [6]-C09623; C10494; C17506; C20000 C17H24O3 -H(-) 100 355 275,2014691 11874,18146 Stearidonic acid; C16300; C19042 C18H28O2 -H(-) 100 356 277,1236877 4266,948565 Pantetheine C00831 C11H22N2O4S -H(-) 100 357 277,1445303 15202,06518 2-Ethylhexyl phthC03343; C14214; C15205 C16H22O4 -H(-) 100 358 277,217213 168323,7548 (6Z,9Z,12Z)-OctaC06426; C06427; C07289; C08315; C08364; C15201 C18H30O2 -H(-) 100 359 279,1247555 2670,779747 Autumnolide; HyC09346; C09480; C09707; C15514 C15H20O5 -H(-) 100 360 281,0881429 3301,080703 Xylobiose; beta-LC01630; C02243; C20568; C20570 C10H18O9; C11H14N4O5 -H(-); -H(-) 100 361 281,103813 3823,136349 2-Acetoxyamino-C20287 C15H14N4O2 -H(-) 100 362 281,1397473 6276,199808 Hymenoxon; QinC09482; C09538; C15971 C15H22O5 -H(-) 100 363 281,176789 4278,167405 12-trans-HydroxC16508 C16H26O4 -H(-) 100 364 281,2129355 13166,94153 6-Oxabicyclo[3.1C15465 C17H30O3 -H(-) 100 365 282,0382714 7775,939883 N2-Acetyl-L-aminC12987 C8H14NO8P -H(-) 100 366 282,0847467 8089,147204 Guanosine; IsoguC00387; C08432 C10H13N5O5 -H(-) 100 367 283,0683193 74149,95079 Xanthosine C01762 C10H12N4O6 -H(-) 100 368 283,1920045 11236,69712 (10S)-Juvenile hoC16505 C16H28O4 -H(-) 100 369 285,0987302 2558,002161 Salicin; GastrodinC01451; C16964; C17599 C13H18O7 -H(-) 100 370 285,2072244 11164,85776 2,3-Dihydroxycy C14987; C19615 C16H30O4 -H(-) 100 371 285,2220769 33238,21172 Retinol; 11-cis-RC00473; C00899; C09092; C11873; C11885; C11886; C11887; C16682; C17276; C18220; C18222; C19962; C20148 C20H30O -H(-) 100 372 285,242915 5538,253418 3-Hydroxy-palmiC11849; C13947 C17H34O3 -H(-) 100 373 289,0006445 4110,728418 Furocaespitane C17113 C12H16BrClO -H(-) 6 374 289,0333467 66589,23817 Sedoheptulose 7 C05382; C06222; C07836; C07838; C19878; C19880; C19882 C7H15O10P -H(-) 100 375 289,1237955 16436,2872 trans-3,4-DihydrC19490; C19607 C20H18O2 -H(-) 100 376 290,0881777 2487,210142 2,7-Anhydro-alp C04521; C04580; C08341 C11H17NO8 -H(-) 100 377 290,1256024 2873,523596 S-(2-Methylbuta C05118; C05119 C13H25NO2S2 -H(-) 100 378 291,1244619 2754,798962 SB 206553 C11740 C17H16N4O -H(-) 100 379 291,1625114 2941,891119 Trichodermin; Gi C09741; C10459 C17H24O4 -H(-) 12 380 293,2111759 5980,055172 (9Z)-(13S)-12,13C04594; C04780; C13798; C14765; C14766; C16316; C16326; C16342; C16346; C19613; C19827 C18H30O3 -H(-) 96 381 295,1190724 3686,083827 Vomitoxin; TrimeC09747; C14537 C15H20O6 -H(-) 100 382 295,1552547 5795,20729 Graphinone C09674 C16H24O5 -H(-) 100 383 295,1901068 3559,578259 10-DeoxymethynC11993 C17H28O4 -H(-) 56 384 295,227975 12966,44362 (9Z,12Z)-(8R)-HyC08318; C08368; C14762; C14767; C14825; C14826; C19617 C18H32O3 -H(-) 100 385 295,2642409 7151,77568 Oleic acid methyl C03425; C13787; C13838 C19H36O2 -H(-) 100 386 297,0987321 3202,878621 Picein C10720 C14H18O7 -H(-) 100 387 297,1087478 3807,176731 N7-MethylguanoC20674 C11H16N5O5 -H(-) 100 388 297,1350739 9812,243946 Sesamex; NeoilluC19146; C19956 C15H22O6 -H(-) 100 389 297,2077896 5653,704261 Plakortic acid C17158 C17H30O4 -H(-) 100 390 297,2214316 22248,65533 3-Methyl-19-norC15117 C21H30O -H(-) 100 391 297,2436355 55874,67886 2-OxooctadecanC00869; C08365; C13791; C19418; C19616 C18H34O3 -H(-) 100 392 298,0697408 3537,813937 D-4'-PhosphopaC03492 C9H18NO8P -H(-) 100 393 299,0637378 2819,107286 Urate-3-ribonuclC05513 C10H12N4O7 -H(-) 100 394 299,1138875 5459,054462 Salidroside C06046 C14H20O7 -H(-) 100 395 299,2007868 3850,436981 Retinoate; 13-cisC00777; C07058; C09188; C12078; C14489; C14652; C14684; C14925; C15263; C15307; C15353; C15493; C16683; CC20H28O2 -H(-) 100 396 299,2594266 16561,31725 (R)-2-HydroxysteC03042; C03045; C03195 C18H36O3 -H(-) 100 397 300,0401693 25266,59381 N-AcetylglucosamC03953; C04132; C04255; C16265 C8H15NO9S -H(-) 100 398 301,0568337 4815,100944 Nicarbazin C18389 C13H10N4O5. -H(-) 100 399 301,1658024 12668,06621 Tributyrin C13870 C15H26O6 -H(-) 100 400 301,217232 154776,9163 Abietate; (5Z,8Z,1C06087; C06428; C07198; C09118; C09148; C09159; C11874; C11888; C11889; C12077; C12083; C14255; C14490; CC20H30O2 -H(-) 100 401 302,0996421 3112,290279 11-DeoxytetrodoC20026 C11H17N3O7 -H(-) 100 402 303,1820948 6161,725152 CPX C13709 C16H24N4O2 -H(-) 100 403 303,2331023 467680,1725 Arachidonate; AcC00219; C09057; C09124; C11897; C14493; C14605; C14956; C15176; C15252; C15367; C17920; C20329 C20H32O2 -H(-) 100 404 304,0354592 3491,345403 3',5'-Cyclic CMP; C00941; C02354 C9H12N3O7P -H(-) 48 405 304,0703693 15035,02675 Phenylamil C13752 C12H12ClN7O -H(-) 11 406 305,0304729 6735,075303 2-ProtocatechoyC04524 C14H10O8 -H(-) 100 407 305,0461016 11100,89632 Kinobscurinone C12391 C18H10O5 -H(-) 100 408 305,16113 4523,497532 Bz-Arg-OEt; FerulC01670; C18325 C15H22N4O3 -H(-) 100 409 305,1780527 3335,771829 Compactin diol laC14183; C14300; C20203 C18H26O4 -H(-) 14 410 305,2484648 96751,24803 (8Z,11Z,14Z)-IcoC03242; C09072; C13273; C14882; C15058; C15376; C15399; C16522 C20H34O2 -H(-) 100 411 307,1557026 6142,966652 Inulicin; CinnamoC09483; C09638 C17H24O5 -H(-) 100 412 307,1935454 3285,795904 5-O-MethylembeC10373; C15818 C18H28O4 -H(-) 18 413 307,2640225 37655,96635 Sclareol; IcosadieC09183; C16525 C20H36O2 -H(-) 100 414 309,0771015 21539,10291 6-Deoxyjacareub C10059 C18H14O5 -H(-) 100 415 309,0988382 4948,060433 trans-Cinnamoyl C04164; C09502; C09528 C15H18O7 -H(-) 100 416 309,2079592 7215,493909 13(S)-HPOT; (9Z,C04785; C07357; C15753; C16321; C16341; C19936; C20704 C18H30O4 -H(-) 100 417 309,2218387 50331,11446 14'-apo-beta-CarC06734; C07629 C22H30O -H(-) 100 418 309,2797076 40829,32155 Prostanoic acid; C02064; C16526 C20H38O2 -H(-) 100 419 311,1072434 4733,123065 PS-6; Penicillin F C17371; C17402 C14H20N2O4S -H(-) 100 420 311,2227747 13873,46582 (9Z,11E)-(13S)-1C04717; C07338; C07354; C14827; C14831; C14832; C14834; C14836; C19618; C19937; C20186; C20703 C18H32O4 -H(-) 100 421 311,2957185 67630,65923 Phytanate; IcosanC01607; C06425 C20H40O2 -H(-) 100 422 313,044512 1956,09336 5'-PhosphoribosC04376 C8H15N2O9P -H(-) 100 423 313,2385833 12014,00077 (9Z)-(7S,8S)-DihyC07355; C14828; C14829; C19620; C20702 C18H34O4 -H(-) 100 424 315,232545 5784,64276 Pregnenolone; 5aC01953; C03681; C04042; C05479; C10839; C14475; C14962; C15012; C15108; C15156; C15199; C15334; C15339; CC21H32O2 -H(-) 100 425 318,9571422 4150,988126 Chromotropic acC11323 C10H8O8S2 -H(-) 36 426 319,1555597 2564,663741 alpha-Zearalenol; C14750; C14751; C14754 C18H24O5 -H(-) 100 427 320,0757675 4876,299306 Sodium 2-O-L-rhC08241 C12H17O10. -H(-) 100 428 320,0921196 12609,39611 gamma-L-GlutamC04544; C11347 C11H19N3O6S -H(-) 100 429 321,132581 4172,443788 Tetraneurin A; ep C09559; C09568 C17H22O6 -H(-) 29 430 321,2421539 3954,414319 2alpha-(HydroxyC14970; C15285 C20H34O3 -H(-) 57 431 322,0452698 19807,99615 CMP; Cytidine 2' C00055; C03104; C05822 C9H14N3O8P -H(-) 100 432 323,0281782 188520,7585 UMP; PseudouriC00105; C01168; C01368; C03031 C9H13N2O9P -H(-) 100 433 323,0985708 3010,550799 Bis-D-fructose 2 C04333; C04420 C12H20O10 -H(-) 100 434 323,1494133 7565,903951 Tetraneurin E C09560 C17H24O6 -H(-) 100 435 323,168788 2617,27722 Piperonyl sulfoxiC19147 C18H28O3S -H(-) 100 436 323,2220703 3003,381548 Decylubiquinol; DC15495; C20851 C19H32O4 -H(-) 100 437 324,0933824 16603,88491 N-Glycoloyl-neurC03410 C11H19NO10 -H(-) 100 438 325,108743 5656,738548 MethylophiopogC17474; C18842; C18843 C19H18O5 -H(-) 100 439 325,2168772 6628,502851 Promegestone; 1 C14208; C15190 C22H30O2 -H(-) 100 440 325,274287 6456,162174 2-Oxophytanate C02117 C20H38O3 -H(-) 100 441 327,1450831 8190,953038 Rhododendrin C09965 C16H24O7 -H(-) 100 442 327,2327844 816393,6254 (4Z,7Z,10Z,13Z,1C06429; C14586; C15116; C15265; C15299 C22H32O2 -H(-) 100 443 328,1079658 6956,731745 2,2'-(1-Phenyl-1 C11569 C20H15N3O2 -H(-) 76 444 329,1610167 14224,41669 8-Epiiridodial gluC11656; C11670; C17055; C17634; C17635; C17636; C17637 C16H26O7 -H(-) 100 445 329,2486349 115138,182 Taxa-4(20),11(12C11896; C13364; C15413; C15421; C16184; C16513 C22H34O2 -H(-) 100 446 330,0553644 24774,94813 Piroxicam C01608 C15H13N3O4S -H(-) 100 447 331,1760241 11266,0354 (2S,3S)-2-HydroxC04655 C16H28O7 -H(-) 100 448 331,2640473 35633,73077 5alpha-AndrostaC15373; C16527 C22H36O2 -H(-) 100 449 333,0592253 44413,76217 sn-Glycero-3-ph C01225; C04641; C04703; C10517 C9H19O11P -H(-) 100 450 333,0938977 15680,19252 Aramite C19019 C15H23ClO4S -H(-) 25 451 333,2792185 5049,486756 13,16,19-DocosC16534 C22H38O2 -H(-) 100 452 334,1264401 5942,768809 N4-(Acetyl-beta- C04540 C12H21N3O8 -H(-) 100 453 335,2231733 3308,477514 Prostaglandin B1C00959; C02165; C04685; C04686; C04822; C04849; C05356; C05965; C05966; C09087; C09175; C14781; C14808; CC20H32O4 -H(-) 100 454 335,2955155 3052,306195 13,16-DocosadieC16533 C22H40O2 -H(-) 100 455 337,0390572 6542,474225 Cefacetrile sodiu C12691 C13H12N3O6S. -H(-) 34 456 337,0560778 5992,152594 1-(5'-PhosphoribC04677 C9H15N4O8P -H(-) 100 457 337,0780342 11485,1285 L-Ascorbic acid-2C18339 C12H18O11 -H(-) 100 458 337,1659121 4099,153432 Pinolidoxin; TrimC08503; C14538 C18H26O6 -H(-) 100 459 337,2379722 5969,387383 Aphidicolin; ZoapC06088; C09205; C14772; C14773; C14774; C14775 C20H34O4 -H(-) 100 460 337,2743905 4094,306944 Glycidyl oleate C19426 C21H38O3 -H(-) 100 461 337,3113425 8709,167853 Erucic acid C08316 C22H42O2 -H(-) 100 462 338,9890875 8712,767489 D-Fructose 1,6-bC00354; C00665; C01220; C01231; C03693; C03785; C04062; C04063; C04064; C05378 C6H14O12P2 -H(-) 100 463 339,0583178 3678,166814 Pyridafenthion C18762 C14H17N2O4PS -H(-) 100 464 339,181983 8145,172609 Pentamidine C07420 C19H24N4O2 -H(-) 100 465 339,2902285 15139,84186 Glycidyl stearate C19427 C21H40O3 -H(-) 100 466 339,3271213 16987,78401 Docosanoic acid C08281 C22H44O2 -H(-) 100 467 341,0258333 3904,623668 Boscalid C18547 C18H12Cl2N2O -H(-) 6 468 341,0384048 4487,302778 Thiophanate-metC14432 C12H14N4O4S2 -H(-) 100 469 341,1092719 46242,78189 Sucrose; CellobioC00089; C00185; C00208; C00243; C00252; C00897; C01083; C01235; C01518; C01711; C01725; C01728; C01742; CC12H22O11 -H(-) 100 470 343,1243299 3029,493689 Melibiitol; ClusiaC05399; C08254; C13542 C12H24O11; C12H24O11. -H(-); -H(-) 100 471 343,1400211 5907,44907 8-Epiiridotrial gluC11652; C11653 C16H24O8 -H(-) 100 Page 41 of 46 Diabetes

472 343,1914721 4386,762188 11-DehydrocortiC05490; C14478; C15135; C15208 C21H28O4 -H(-) 100 473 343,2272694 7293,643991 MedroxyprogestC07119; C08158; C14643; C14934; C14954; C14964; C15001; C15064; C15273; C20855 C22H32O3 -H(-) 100 474 345,1703488 3162,942035 Microhelenin C; NC09509; C09518; C11861; C12308; C14161; C20633 C20H26O5 -H(-) 100 475 345,1924396 7023,818175 (3S,4S)-3-HydroxC04529 C17H30O7 -H(-) 100 476 345,2075765 4796,164907 Corticosterone; 3C02140; C02942; C05477; C05488; C05497; C06391; C15002; C15015; C15304; C15363; C15365 C21H30O4 -H(-) 100 477 345,2439145 4112,231643 Ginkgoic acid; Ta C10794; C11898; C14976 C22H34O3 -H(-) 100 478 346,0564496 1190800,416 AMP; dGMP; AdeC00020; C00362; C00946; C01367; C04378; C19970 C10H14N5O7P -H(-) 100 479 347,039978 146359,3838 IMP C00130 C10H13N4O8P -H(-) 100 480 347,1348915 3801,684715 Leonuridine C17011 C15H24O9 -H(-) 100 481 347,1713385 6148,114535 SchizonepetosidC17638 C16H28O8 -H(-) 100 482 347,1849482 3336,843536 Gibberellin A53; C06094; C09112; C11858; C11860 C20H28O5 -H(-) 50 483 347,2598615 3550,997536 6-PentadecylsalicC10759; C14919 C22H36O3 -H(-) 100 484 348,0872752 121250,8191 S-(Formylmethyl)C05247; C14871 C12H19N3O7S; C20H15NO5 -H(-); -H(-) 100 485 349,2030296 3740,767678 (5Z,13E)-11alphaC04707; C04758; C04835; C06439; C13802; C18171; C18176; C18848; C20214 C20H30O5 -H(-) 100 486 349,2393694 6696,859195 TetrahydrocorticC05476; C05483; C14594; C15368; C15403; C17496 C21H34O4 -H(-) 100 487 351,0570325 25511,82787 4-(4-Deoxy-beta C04733; C06118 C12H16O12 -H(-) 100 488 351,0693653 10906,22763 7-HydroxymethyC19562 C20H16O4S -H(-) 100 489 351,2541821 2733,391373 Montanol C09137 C21H36O4 -H(-) 100 490 353,2322682 5448,825677 Prostaglandin F2C00639; C02314; C04741; C04843; C05959; C06438; C12786; C13809; C14782; C14809; C14811; C14814 C20H34O5; C20H34O5. -H(-); -H(-) 90 491 353,2700567 6486,654122 Methyl acetyl riciC12280 C21H38O4 -H(-) 100 492 353,3063395 5667,686879 22-Oxo-docosanC19624 C22H42O3 -H(-) 100 493 355,2491233 5925,588192 Prostaglandin F1 C06475 C20H36O5 -H(-) 100 494 355,2645598 20942,42383 (4Z,7Z,10Z,13Z,1C16185 C24H36O2 -H(-) 100 495 356,0915167 3695,649058 DeacetoxycephalC06565 C14H19N3O6S -H(-) 100 496 357,0892564 45200,32154 Pantetheine 4'-p C01134 C11H23N2O7PS -H(-) 100 497 357,2795168 16982,14559 Bufanolide C19660 C24H38O2 -H(-) 100 498 358,1072687 4110,892853 Isopenicillin N; PC05557; C06564 C14H21N3O6S -H(-) 100 499 359,1869685 4788,954412 Cortisone; AldosC00762; C01780; C07369; C09846; C10723; C18039 C21H28O5 -H(-) 100 500 359,2949679 4056,473442 5beta-Cholanic aC19642 C24H40O2 -H(-) 100 501 361,2022727 12277,16039 Cortisol; 18-Hyd C00735; C01124; C03588; C05469; C05473; C08837; C10695; C15034 C21H30O5 -H(-) 100 502 362,0506771 124767,51 GMP; Guanosine C00144; C06193; C18239; C19968 C10H14N5O8P -H(-) 100 503 362,1030673 7539,721632 DihydrochelirubiC05194; C12225 C21H17NO5 -H(-) 100 504 363,0174508 3307,291001 6-Thioinosine-5' C04646 C10H13N4O7PS -H(-) 100 505 363,0792267 4345,367775 Sulfometuron meC10955 C15H16N4O5S -H(-) 11 506 363,1823929 3002,918423 Gibberellin A44 dC06095; C09155; C09178; C09414; C09535; C11859; C17642 C20H28O6 -H(-) 86 507 363,2171873 6351,7347 TetrahydrocortisC05470; C05471; C05474; C05489 C21H32O5 -H(-) 100 508 365,0504754 6141,562225 1-(5'-PhosphoribC04734 C10H15N4O9P -H(-) 100 509 365,1630637 3021,167337 Dehydrocorydali C17790 C22H24NO4 -H(-) 100 510 365,1979387 4861,420368 20-COOH-LeukoC05950; C08758; C15438 C20H30O6 -H(-) 100 511 365,2334094 7846,122161 Urocortisol; CortC05472; C05481 C21H34O5 -H(-) 100 512 365,3425169 9791,692548 (15Z)-TetracosenC08323; C15398 C24H46O2 -H(-) 100 513 367,0820417 1882,086424 Velloquercetin; PC10194; C12401; C18629; C20574 C20H16O7 -H(-) 100 514 367,2131319 5634,090454 Prostaglandin G2C05956; C05962; C05964; C12202; C17653; C17655 C20H32O6 -H(-) 100 515 367,247657 6717,155327 Cortol; Carbopro C05482; C06872 C21H36O5 -H(-) 60 516 367,3581399 16142,08245 Tetracosanoic ac C08320 C24H48O2 -H(-) 100 517 368,9997526 9310,774993 Sedoheptulose 1 C00447; C11472; C19879 C7H16O13P2 -H(-) 100 518 369,0988802 7558,275228 Styraxin; NorsoloC10887; C20452 C20H18O7 -H(-) 100 519 369,2645514 4879,27602 1-Naphthylacety C13674 C22H34N4O -H(-) 51 520 369,3008424 10179,44271 Di(2-ethylhexyl) C14240; C19625 C22H42O4 -H(-) 100 521 371,2438668 9552,865818 8,8a-Deoxyolean C11989 C20H36O6 -H(-) 100 522 371,259371 4240,159545 3-EthoxyandrostC15057 C24H36O3 -H(-) 100 523 373,1509331 3942,200186 Deoxyloganin; 8- C06071; C11648 C17H26O9 -H(-) 100 524 373,1653101 3444,657938 Phantomolin; HeC09527; C17826; C17848 C21H26O6 -H(-) 100 525 375,2166294 3925,582034 Resolvin D1; ResC18178; C18179 C22H32O5 -H(-) 92 526 375,2910332 30488,95117 Lithocholic acid; C03990; C17658 C24H40O3 -H(-) 100 527 376,1189458 3249,439812 6-(2-Hydroxyeth C12198 C22H19NO5 -H(-) 100 528 377,0341477 3871,074779 6-MethylthiopurC16615 C11H15N4O7PS -H(-) 42 529 377,1971754 9256,423154 6alpha-HydroxycC15291; C17012 C21H30O6 -H(-) 100 530 377,2338989 3281,821733 Pleuromutilin; CoC09169; C10320; C13818; C13819 C22H34O5 -H(-) 100 531 377,2696145 3911,853427 2-ArachidonoylgC13856; C13857 C23H38O4 -H(-) 100 532 378,0896443 10972,28515 Methicillin sodiu C13973 C17H19N2O6S. -H(-) 100 533 379,0825747 21394,19325 Diphyllin; TetraceC10559; C12373 C21H16O7 -H(-) 100 534 379,1757656 3547,408533 Chaparrin; CinncC08756; C17643 C20H28O7 -H(-) 100 535 381,1916633 6547,281165 Cinncassiol C3; CC17641; C17645 C20H30O7 -H(-) 100 536 383,1185521 92651,09829 Acetyl-maltose C02130 C14H24O12 -H(-) 100 537 383,2240156 5785,186014 Megestrol acetatC08151; C12724; C13077; C15350; C17058; C18535; C19643 C24H32O4 -H(-) 67 538 383,3524927 3873,061166 2-HydroxytetracoC17873 C24H48O3 -H(-) 100 539 384,1222928 14622,65645 Anthocyanin 3'-OC15550 C21H21O7 -H(-) 100 540 385,1126028 4778,090661 1-O-Sinapoyl-betC01175; C02919 C17H22O10 -H(-) 52 541 385,2232085 15062,30246 Oleandolide C11990 C20H34O7 -H(-) 100 542 386,1858743 4041,051677 Terazosin C07127 C19H25N5O4 -H(-) 9 543 386,9997282 5321,632529 dUDP C01346 C9H14N2O11P2 -H(-) 100 544 387,1171705 6327,268027 Fructoselysine 6-C16489 C12H25N2O10P -H(-) 100 545 387,2021423 12071,30267 Rehmaionoside CC17452 C19H32O8 -H(-) 100 546 389,2178671 6643,2688 Rehmaionoside AC17450; C17451 C19H34O8 -H(-) 100 547 391,2123764 3170,281309 Isodomedin; NigaC09115; C17013 C22H32O6 -H(-) 100 548 391,2844466 3332,182334 ChenodeoxycholC02528; C04483; C07880; C15515; C15517; C17646; C17660; C17661; C17662; C17664; C17687 C24H40O4 -H(-) 100 549 392,1130613 3060,692522 DihydromacarpinC05316 C22H19NO6 -H(-) 100 550 393,1932183 3493,193527 Nigakilactone M; C17035; C17036 C21H30O7 -H(-) 56 551 393,2653587 7766,446633 Tylactone C12000 C23H38O5 -H(-) 100 552 393,3001994 2509,224873 Petromyzonol C16258 C24H42O4 -H(-) 100 553 397,1677313 3039,856875 L-365260 C15026 C24H22N4O2 -H(-) 100 554 397,1869991 6273,072249 Cinncassiol E; PtaC17659; C19515 C20H30O8 -H(-) 100 555 397,2752809 7816,318479 17beta-HydroxyeC14603 C26H38O3 -H(-) 100 556 397,332803 9226,393555 Lauroyl peroxide C19438 C24H46O4 -H(-) 100 557 398,1215845 2635,560516 Alanycarb C18414 C17H25N3O4S2 -H(-) 100 558 399,0980298 3393,602687 S-AcetylphosphoC03725 C13H25N2O8PS -H(-) 38 559 399,2022985 9307,161913 Cinncassiol B C17648 C20H32O8 -H(-) 100 560 399,2384415 7150,23949 Atractyloside C C17860 C21H36O7 -H(-) 100 561 399,2897571 2702,464631 Testosterone enaC08157; C15283 C26H40O3 -H(-) 100 562 401,1968849 3722,174557 Cortisone acetateC08173; C08180; C16766 C23H30O6 -H(-) 100 563 401,2550229 4353,66545 Erythronolide B C06635 C21H38O7 -H(-) 100 564 401,3422153 2452,901701 7alpha-HydroxycC03594; C05418; C05451; C05500; C05502; C13550; C14151; C15519; C15610; C15882; C15992 C27H46O2 -H(-) 100 565 402,0100388 4705,708772 CDP C00112 C9H15N3O11P2 -H(-) 100 566 402,995115 24900,73849 UDP C00015 C9H14N2O12P2 -H(-) 100 567 403,3576745 8843,618186 5alpha-CholestanC05424; C05452 C27H48O2 -H(-) 100 568 405,263951 20465,99421 3alpha,7alpha-D C01292; C04643; C10298 C24H38O5 -H(-) 100 569 407,2056834 4160,667859 Cascarillin; NigakC09071; C17031 C22H32O7 -H(-) 26 570 407,2223794 5395,261408 PalmitoylglyceronC01192 C19H37O7P -H(-) 20 571 407,2461032 3491,794507 Dimethamine C10767 C24H32N4O2 -H(-) 100 572 407,2801513 46251,84963 Cholic acid; Bile sC00695; C01558; C04661; C17644; C17647; C17649; C17650; C17654; C17657; C17667; C17668; C17726; C17727; CC24H40O5 -H(-) 100 573 409,0937356 4331,915291 Aklanonic acid mC10949; C12422; C12423 C15H18N6O6S; C22H18O8 -H(-); -H(-) 100 574 409,2356285 19949,5641 1-PalmitoylglycerC04036 C19H39O7P -H(-) 100 575 409,260071 4744,406889 Sterol 3-beta-D-gC03641 C23H38O6 -H(-) 100 576 409,3096647 4188,606807 beta-Tocotrienol C14154; C14155; C20738 C28H42O2 -H(-) 43 577 410,026356 8838,543478 dADP C00206 C10H15N5O9P2 -H(-) 100 578 411,0099592 4018,238685 dIDP C01344 C10H14N4O10P2 -H(-) 65 579 411,1092691 5560,96333 PodophyllotoxonC10875; C12424; C20046 C22H20O8 -H(-) 100 580 411,2399897 5134,25325 Grayanotoxin I C09103 C22H36O7 -H(-) 75 581 413,218658 9784,198828 Tentoxin C08441 C22H30N4O4 -H(-) 100 582 415,2339388 12331,66648 Atractyloside G C17864 C21H36O8 -H(-) 100 583 417,1191702 3604,858703 Barbaloin; IsoliquC10305; C16978; C16989; C17778; C17809 C21H22O9 -H(-) 100 584 417,1559778 4513,173257 Euparotin acetateC09435; C09493; C10889 C22H26O8 -H(-) 100 585 419,2586596 7573,073401 Tingenone; TestoC08638; C14667 C28H36O3 -H(-) 100 586 421,0756103 16132,53684 alpha,alpha'-TrehC00689; C02591; C02995; C04534; C05396; C16688; C18050; C20237 C12H23O14P -H(-) 100 587 421,2246405 4561,444813 Picrasin C C08776 C23H34O7 -H(-) 46 588 423,201813 3409,815639 Didrovaltratum; NC09776; C17032; C19952 C22H32O8 -H(-) 100 589 423,2390924 3228,861169 Pravastatin C01844 C23H36O7 -H(-) 100 590 423,2761742 4841,933142 alpha-PhocaechoC17651 C24H40O6 -H(-) 100 591 425,1295674 20447,08133 Mometasone C07816 C22H28Cl2O4 -H(-) 6 592 426,0224946 475261,8542 ADP; Adenosine C00008; C00054; C00361; C03850 C10H15N5O10P2 -H(-) 100 593 429,373415 25777,21919 alpha-TocopheroC02477; C04814 C29H50O2 -H(-) 100 594 433,08794 13408,59318 (L-Seryl)adenylat C05820 C13H19N6O9P -H(-) 100 595 433,1116706 3812,54591 Naringenin 7-O-bC09099; C16406; C16407; C16492 C21H22O10 -H(-) 12 596 433,3323834 2806,093232 3alpha,7alpha,12C01301; C04554 C27H46O4 -H(-) 100 597 435,2525339 12729,24863 StearoylglyceroneC03805 C21H41O7P -H(-) 100 598 435,3470809 3201,744877 3alpha,7alpha,12C05446 C27H48O4 -H(-) 100 599 439,1967227 3196,167885 10-Deacetyl-2-deC11899 C22H32O9 -H(-) 100 600 441,2851128 4506,814955 L-Ascorbic acid, 6C20340 C24H42O7 -H(-) 100 601 442,0161356 51562,98927 GDP; 8-Oxo-dGDC00035; C20176 C10H15N5O11P2 -H(-) 100 602 445,0538568 29543,80883 CDP-ethanolaminC00570 C11H20N4O11P2 -H(-) 100 603 445,0761624 5727,408656 Baicalin C10025 C21H18O11 -H(-) 48 604 445,1869068 4432,875341 Yangambin; EstroC10894; C11133 C24H30O8 -H(-) 100 605 445,2969924 3794,421256 Carpipramine maC12896 C28H38N4O. -H(-) 100 606 447,3111311 3474,901022 Convallagenin A; C08890; C08896; C16495 C27H44O5 -H(-) 100 607 449,2385949 3617,966261 Atractyloside B C17859 C21H38O10 -H(-) 100 608 449,3268331 3657,060608 3alpha,7alpha,12C04722 C27H46O5 -H(-) 100 609 450,2629541 4159,948683 Terpendole G C20586 C28H37NO4 -H(-) 20 610 451,3428987 5348,35965 5alpha-Cyprinol C16890 C27H48O5 -H(-) 100 611 453,2485785 4966,400802 Rhodojaponin IVC09180 C24H38O8 -H(-) 100 612 455,0974017 9739,724266 FMN C00061 C17H21N4O9P -H(-) 100 613 455,3160282 2852,748037 Callystatin A C16891 C29H44O4 -H(-) 100 614 457,2254026 3958,211421 Hellebrigenin 3-aC08867; C09668; C16932 C26H34O7 -H(-) 14 615 458,1813274 1959,725176 5-MethyltetrahydC00440 C20H25N7O6 -H(-) 20 616 461,0685511 3741,672659 Cefamandole C06879 C18H18N6O5S2 -H(-) 15 617 461,2523907 4522,656312 10-DesacetyltaxuC15538 C26H38O7 -H(-) 18 618 461,290052 3853,415824 3-DehydroecdysC02513; C08832 C27H42O6 -H(-) 100 619 462,0672154 21624,27269 N6-(1,2-Dicarbo C03794 C14H18N5O11P -H(-) 100 620 463,0665987 6809,512955 11-O-DemethylpC06775 C24H16O10 -H(-) 100 621 463,305838 7576,289739 Ecdysone; PonasC00477; C08835; C16496 C27H44O6 -H(-) 100 622 464,3025147 5638,611541 Glycocholate C01921 C26H43NO6 -H(-) 100 623 464,9818121 11587,4316 Temefos C18809 C16H20O6P2S3 -H(-) 100 624 465,1393109 13200,72461 Agnuside C09765 C22H26O11 -H(-) 100 625 465,2478674 3921,061273 Androsterone gluC11135; C11136 C25H38O8 -H(-) 44 626 465,3047168 109640,0523 Cholesterol sulfaC18043 C27H46O4S -H(-) 100 627 465,357499 3884,766712 6alpha-Hydroxy-C15803 C28H50O5 -H(-) 96 628 466,3077399 33733,70421 Oxethazaine C12552 C28H41N3O3 -H(-) 100 629 467,2650391 3224,682962 Morfamquat C11194 C26H36N4O4. -H(-) 60 630 467,3373474 5637,807454 Scymnol C16260 C27H48O6 -H(-) 100 631 469,132311 4122,114974 Plumieride C09797 C21H26O12 -H(-) 5 632 469,3330937 2315,590987 Glycyrrhetinate; 3C02283; C03930; C08950 C30H46O4 -H(-) 100 633 469,3530979 4476,686899 Tricaprilin; GlycerC13044; C20355 C27H50O6 -H(-) 100 634 471,3475849 2840,200734 Gratiogenin; EchiC08808; C08942; C16912; C16939; C17067; C17070; C17460 C30H48O4 -H(-) 100 635 473,0703731 3449,954216 Chicoric acid C10437 C22H18O12 -H(-) 15 636 474,285387 23893,24095 ProgeldanamycinC15823 C27H41NO6 -H(-) 100 637 475,1986715 4218,912106 2-MethoxyestronC11132 C25H32O9 -H(-) 58 638 479,3363848 3881,080734 Brassinolide; 24- C08814; C11049; C19873 C28H48O6 -H(-) 52 639 481,2808039 8859,974282 Fusicoccin H C09093 C26H42O8 -H(-) 100 640 482,2947713 5107,030532 Taurolithocholat C02592 C26H45NO5S -H(-) 100 641 482,9618373 7491,215047 UTP C00075 C9H15N2O15P3 -H(-) 100 642 483,272435 8556,741207 Stigmatellin Y C12150 C29H40O6 -H(-) 6 643 483,3118085 15959,72974 Propapyriogenin C08971 C30H44O5 -H(-) 100 644 485,2907396 6864,118654 Hydrocortisone cC08176 C29H42O6 -H(-) 100 645 485,3268532 10202,56163 Quillaic acid; AlisC08972; C17461; C17764; C17842 C30H46O5 -H(-) 100 646 487,0996457 10392,71794 CDP-choline C00307 C14H26N4O11P2 -H(-) 100 647 487,2370676 3659,962178 Jamaicamide B C18213 C27H37ClN2O4 -H(-) 25 648 487,3419077 6088,929087 Asiatic acid; CimiC08617; C17538; C17841; C17890 C30H48O5 -H(-) 100 649 489,3223972 5644,317118 Homaline C10599 C30H42N4O2 -H(-) 88 650 491,2654368 2766,988784 Mucronine B C10010 C28H36N4O4 -H(-) 100 651 493,3175372 3152,074592 Makisterone B; MC08829; C16874 C28H46O7 -H(-) 100 652 495,1194153 5266,080241 1-Nitro-7-hydroxC14803; C14804; C14805; C14806 C20H24N4O9S -H(-) 100 653 495,2962471 3811,061849 Polypodine B; 20C08834; C16500 C27H44O8 -H(-) 100 654 495,3313807 4575,322655 25-Hydroxy-24-eC11050; C11051; C19874 C28H48O7 -H(-) 60 655 497,291346 8696,416156 Cucurbitacin S C08806 C30H42O6 -H(-) 100 656 498,2887958 416724,1102 TaurodeoxycholaC05463; C05465; C16868 C26H45NO6S -H(-) 100 657 499,2925741 122101,7385 Mupirocin C11758 C26H44O9 -H(-) 58 658 499,3060813 76800,1689 11-DeoxocucurbC08807 C30H44O6 -H(-) 100 659 501,2349557 4203,641135 Eriojaposide A C17888 C24H38O11 -H(-) 100 660 503,0776746 3401,869262 Hypericin C07606 C30H16O8 -H(-) 100 661 503,1617217 46294,67138 Raffinose; PanosC00492; C00713; C00883; C01835; C02160; C03367; C03661; C03848; C05404; C06219; C08239; C08243; C08251 C18H32O16 -H(-) 100 662 503,2647047 4607,866966 Phorbol 12,13-dC03634; C15537; C20152 C28H40O8 -H(-) 100 663 503,9715777 6096,63881 3'-Keto-3'-deoxyC07024 C10H14N5O13P3 -H(-) 70 664 505,9889911 114503,6244 ATP; dGTP; 2-HydC00002; C00286; C19969 C10H16N5O13P3 -H(-) 100 665 507,2405806 3098,398512 PD 123319 C15553 C31H32N4O3 -H(-) 100 666 511,2712546 3930,739657 Pedilstatin C09143 C30H40O7 -H(-) 79 667 511,4368029 4318,221567 1,2-Dimyristyl-snC16667 C31H60O5 -H(-) 100 668 514,1699701 10966,87616 13-Dihydrocarm C12431 C26H29NO10 -H(-) 24 669 515,2641002 90006,19573 Ajugalactone C08810 C29H40O8 -H(-) 100 670 517,3166905 34106,20142 Cucurbitacin F; CC08798; C08803 C30H46O7 -H(-) 100 671 521,3478311 2990,104484 1-Oleoylglycerop C03916 C26H53NO7P -H(-) 100 672 521,9832198 12386,87415 GTP; 8-Oxo-dGTPC00044; C19967 C10H16N5O14P3 -H(-) 100 673 523,4516532 2564,165876 Retinyl palmitate C02588; C03455 C36H60O2 -H(-) 100 674 528,2633026 6420,210602 GlycochenodeoxC15559 C26H43NO8S -H(-) 100 675 529,0624311 5775,97292 dTDP-4-oxo-2,6-C06622; C11909; C11922; C11927; C11928; C11932; C18029 C16H24N2O14P2 -H(-) 100 676 529,3050527 11972,44634 Kukoamine A; KuC17615; C17616; C17617; C17618 C28H42N4O6 -H(-) 23 677 531,2988573 15544,82945 5beta-CyprinolsuC05468 C27H48O8S -H(-) 100 678 533,312997 4017,33104 Integerrenine C10005 C31H42N4O4 -H(-) 100 679 535,0379366 6194,49719 UDP-D-xylose; UC00190; C00935; C01623; C18094 C14H22N2O16P2 -H(-) 100 680 535,2906472 2978,390269 Rhodexin A; MallC08877; C17522; C17524 C29H44O9 -H(-) 100 681 538,2702771 5979,591077 Apramycin C01555 C21H41N5O11 -H(-) 7 682 540,0534651 127997,27 Cyclic ADP-ribos C13050 C15H21N5O13P2 -H(-) 100 683 545,172219 22754,7747 alpha-1,5-L-Arab C20572 C20H34O17 -H(-) 100 684 545,275865 5630,920133 Decoside C08860 C30H42O9 -H(-) 100 685 546,0881411 2634,137218 dTDP-4-amino-4 C04268; C04346; C11925; C17087; C19947 C16H27N3O14P2 -H(-) 54 686 547,2944034 5139,985477 5beta-Scymnol s C16261 C27H48O9S -H(-) 100 687 549,4882657 3930,052609 1-O-(1Z-TetradecC13864 C35H66O4 -H(-) 100 688 553,2814839 3300,510948 Acrovestone; InteC09916; C10006 C32H42O8; C33H38N4O4 -H(-); -H(-) 100 689 558,0644917 187916,6245 ADP-ribose; ADPC00301; C01882; C02741 C15H23N5O14P2 -H(-) 100 690 561,2517006 3741,09497 Protoporphyrin C02191 C34H34N4O4 -H(-) 100 691 561,2907212 3049,38599 Atractyloside D C17861 C27H46O12 -H(-) 100 692 565,0471417 117302,589 UDP-glucose; UDC00029; C00052; C03733 C15H24N2O17P2 -H(-) 100 693 567,2992765 4377,615935 ProtoporphyrinoC01079; C09994; C10002 C34H40N4O4 -H(-) 37 694 577,3758369 4730,141227 Asparagoside A; TC08886; C17074 C33H54O8 -H(-) 65 695 579,0264745 26374,65426 UDP-glucuronateC00167; C00617; C02330 C15H22N2O18P2 -H(-) 100 696 579,4627216 3124,540857 Giganin C08488 C35H64O6 -H(-) 100 697 579,5358355 8152,32003 1-O-Hexadecyl-2 C13862 C37H72O4 -H(-) 100 698 580,2578777 11628,86819 Streptomycin C00413 C21H39N7O12 -H(-) 100 699 581,2766603 3442,438674 Aralionine A C09999 C34H38N4O5 -H(-) 100 700 581,3108276 4465,907319 5-OxoavermectinC11978 C34H46O8 -H(-) 80 701 583,4214195 2894,212736 PM-Toxin A C08553 C33H60O8 -H(-) 100 702 585,2717744 1904,698604 (3Z)-PhycocyanoC05786; C05912; C16641 C33H38N4O6 -H(-) 100 703 585,3043072 3962,3538 5-OxoavermectinC11954 C33H46O9 -H(-) 8 704 585,3439331 4070,469243 6,8a-Seco-6,8a-dC11969 C34H50O8 -H(-) 100 705 593,1925759 5217,89617 Cannabisin A C17905 C34H30N2O8 -H(-) 100 706 593,3332612 3151,007163 13-Deoxytedano C16861 C32H50O10 -H(-) 100 707 593,5145751 5576,238079 1-Hexadecanoyl- C13861 C37H70O5 -H(-) 100 708 595,2891365 5629,602661 Salannin C08780 C34H44O9 -H(-) 17 709 595,4573859 2606,710776 Annonacin C20213 C35H64O7 -H(-) 100 710 604,0688458 15448,39603 GDP-mannose; GC00096; C00394; C01581; C02280; C15925 C16H25N5O16P2 -H(-) 99 711 606,0736969 204156,4127 UDP-N-acetyl-alpC00043; C00203; C01170 C17H27N3O17P2 -H(-) 100 712 609,1889948 1404,06857 Atalanine C10644 C34H30N2O9 -H(-) 77 713 611,1438963 149648,6832 Glutathione disuC00127 C20H32N6O12S2 -H(-) 100 714 618,085091 5546,307264 ADP-D-glycero-bC06397; C06398 C17H27N5O16P2 -H(-) 100 715 620,0196227 17479,36001 ADP-ribose 1'',2'C19851; C20742 C15H22N5O16P3 -H(-) 100 716 621,2994632 14083,98135 Thalmidine; ObabC09590; C09596; C09624; C09654; C17060; C17387 C38H42N2O6 -H(-) 9 717 629,1346141 13092,29141 CMP-N-glycoloylC03691 C20H31N4O17P -H(-) 100 718 637,4688133 4441,679481 Purpureacin-1 C08505 C37H66O8 -H(-) 100 719 638,0297443 16180,10081 ADPribose 2'-ph C03246 C15H24N5O17P3 -H(-) 100 720 647,4884583 3492,461546 Uvaricin C08572 C39H68O7 -H(-) 100 721 652,2143986 2275,2159 Bromocriptine C06856 C32H40BrN5O5 -H(-) 25 722 655,1465463 3326,429646 Teniposide C11153 C32H32O13S -H(-) 9 723 655,4212487 4291,352501 Enalkiren C07466 C35H56N6O6 -H(-) 10 724 656,2999794 81381,76728 2'''-N-Acetyl-6'''- C17587 C25H47N5O15 -H(-) 100 725 663,3737116 5470,730204 Phytolaccoside BC08968 C36H56O11 -H(-) 67 726 664,117129 116898,6146 NADH; alpha-NA C00004; C20744 C21H29N7O14P2 -H(-) 100 727 665,2142205 115719,6139 Glycogen; StachyC00182; C01613; C02013; C02052; C03989; C04861; C08242; C08248 C24H42O21 -H(-) 100 728 681,5262981 5492,679894 3-Octaprenyl-4-hC05809; C05813 C47H70O3 -H(-) 84 729 684,4549635 2735,137126 Pepstatin C00773 C34H63N5O9 -H(-) 100 730 686,1413154 24062,71801 Dephospho-CoAC00882 C21H35N7O13P2S -H(-) 100 731 711,5360699 5472,930353 2-Octaprenyl-3-mC05815 C48H72O4 -H(-) 100 732 732,3020655 1435,829828 3'-N-Debenzoyl- C16523 C40H47NO12 -H(-) 100 733 744,0832276 20325,92117 NADPH; alpha-N C00005; C20745 C21H30N7O17P3 -H(-) 100 734 747,5167344 852606,4264 1-Hexadecanoyl- C13883 C40H77O10P -H(-) 54 735 749,4496077 5763,801133 alpha-Hederin C08954 C41H66O12 -H(-) 45 736 749,6243885 4878,32047 Plastoquinol-9 C16695 C53H82O2 -H(-) 100 737 753,4789331 5480,934784 ChikusetsusaponC17544 C41H70O12 -H(-) 100 738 766,1073322 64320,90311 CoA C00010 C21H36N7O16P3S -H(-) 100 739 767,3756676 12651,77442 Deltorphin C C18097 C37H52N8O10 -H(-) 12 740 784,1492947 43645,83256 FAD C00016 C27H33N9O15P2 -H(-) 100 741 788,4826656 49386,30179 Erythromycin estC08031 C40H71NO14. -H(-) 9 742 793,4374684 6972,888895 Spinasaponin A C08984 C42H66O14 -H(-) 100 743 808,1171061 15170,0544 Acetyl-CoA C00024 C23H38N7O17P3S -H(-) 56 744 808,4140455 3372,827721 Protoveratrine B C10816 C41H63NO15 -H(-) 39 745 812,4429986 5349,005222 Troleandomycin; C12753; C14057 C41H67NO15 -H(-) 100 746 827,2667714 17101,63182 Amylopectin; CelC00317; C06218; C08252 C30H52O26 -H(-) 100 747 835,4306342 12859,26185 Acanthifolicin C20006 C44H68O13S -H(-) 100 748 836,1486705 4279,832443 Butanoyl-CoA; 2-C00136; C00630 C25H42N7O17P3S -H(-) 86 749 837,4419624 7115,340578 Pulvomycin C12070 C47H66O13 -H(-) 90 750 850,1636819 3621,495298 Pentanoyl-CoA; 2C00888; C01033; C02939; C15980 C26H44N7O17P3S -H(-) 31 751 852,1442911 2499,781969 (S)-3-HydroxybuC01144; C03561; C04047; C05116; C06000; C11062 C25H42N7O18P3S -H(-) 100 752 857,4691316 56719,1656 Avermectin B1b; C11967; C20012 C47H70O14 -H(-) 100 753 925,5174905 14673,52926 Saikosaponin BK C08976 C48H78O17 -H(-) 100 754 951,4945715 4210,620779 Microcystin RA C19996 C46H68N10O12 -H(-) 100 755 955,4915598 8399,946922 ChikusetsusaponC17543 C48H76O19 -H(-) 100 756 989,3188005 7674,161849 Maltohexaose; C C01936; C06217; C08238 C36H62O31 -H(-) 54 Diabetes Page 42 of 46

Supplementary Dataset 2 contains the ion annotation data for plasma Phb mice, with reported ion m/z, average intensity, annotation scores, names, IDs and formulas. ionIdx ionMz ionAverageInt ionQualTIC Top annotation name Top annotation ids Top annotation formula Top annotation ion Top annotation score 1 59,01371561 14356,92639 0,58263123 Acetate; Glycolaldehyde C00033; C00266 C2H4O2 -H(-) 100 2 60,99256183 15263,20983 -0,46827635 Carbonic acid C01353 H2CO3 -H(-) 100 3 71,01380563 11357,74545 0,669564965 Acrylic acid; Methylglyoxal; Glycidaldehyde; Propiolactone; Malonaldehyde C00511; C00546; C19246; C19297; C19440 C3H4O2 -H(-) 100 4 73,02914714 2182,924976 0,58686918 Propanoate; (S)-Lactaldehyde; (R)-Lactaldehyde; 3-Hydroxypropanal; Hydroxya... C00163; C00424; C00937; C00969; C05235; C05999; C10920; C17530 C3H6O2 -H(-) 100 5 74,02471173 6059,263139 0,61493364 Glycine; Nitroethane; Acetohydroxamic acid; Methyl carbamate C00037; C01837; C06808; C19445 C2H5NO2 -H(-) 100 6 75,00884168 3210,361451 0,68545669 Glycolate C00160 C2H4O3 -H(-) 100 7 85,02956695 11772,46321 0,64447245 Diacetyl; gamma-Butyrolactone; 2-Butenoate; 2-Butyne-1,4-diol; Cyclopropane... C00741; C01770; C01771; C02497; C16267; C16835; C19201; C19309; C19443 C4H6O2 -H(-) 100 8 86,02474395 5258,507386 0,73351693 Dehydroalanine; 2-Oxazolidinone; Aminoacrylate C02218; C06695; C20253 C3H5NO2 -H(-) 100 9 87,00880624 7994,344571 0,50929153 Pyruvate; 3-Oxopropanoate; 3-Hydroxypropenoate; Ethylene carbonate C00022; C00222; C12069; C20363 C3H4O3 -H(-) 100 10 88,04049595 7488,69225 0,707118545 L-Alanine; beta-Alanine; D-Alanine; Sarcosine; Alanine; Urethane; 2-Nitropr... C00041; C00099; C00133; C00213; C01401; C01537; C02116; C11488 C3H7NO2 -H(-) 100 11 89,00733509 3006,16982 0,087694131 Propanethial S-oxide C08389 C3H6OS -H(-) 100 12 89,02450707 150285,6252 0,595767495 Glycerone; (S)-Lactate; (R)-Lactate; D-Glyceraldehyde; 3-Hydroxypropanoate;... C00184; C00186; C00256; C00577; C01013; C01432; C02154; C02426 C3H6O3 -H(-) 100 13 93,03479736 1605,53119 0,40859246 Phenol; Arene oxide; Phenol C00146; C01782; C15584 C6H6O -H(-) 100 14 94,98043239 130687,6014 -0,694461315 Methanesulfonic acid C11145 CH4SO3 -H(-) 100 15 101,0244057 7277,416807 0,66490191 2-Oxobutanoate; Acetoacetate; Succinate semialdehyde; 2-Methyl-3-oxopropano... C00109; C00164; C00232; C00349; C06002 C4H6O3 -H(-) 100 16 103,0401138 7381,497309 0,60128719 4-Hydroxybutanoic acid; (R)-3-Hydroxybutanoate; 3-Hydroxy-2-methylpropanoat... C00989; C01089; C01188; C01991; C03197; C05984; C06001; C14601 C4H8O3 -H(-) 100 17 104,0353754 4754,23175 0,62620169 L-Serine; Serine; D-Serine C00065; C00716; C00740 C3H7NO3 -H(-) 100 18 108,9960445 5028,314794 0,18690909 Methyl methanesulfonate C19181 C2H6O3S -H(-) 100 19 109,0295863 14354,28611 0,19159113 Catechol; Hydroquinone; Resorcinol; Benzenediol; 5-Methyl-2-furaldehyde; Ca... C00090; C00530; C01751; C01785; C11115; C15571 C6H6O2 -H(-) 100 20 109,0409192 8568,876473 0,02720088 N-Acetylimidazole; Imidazole-4-acetaldehyde C02560; C05130 C5H6N2O -H(-) 100 21 110,9758316 3646,683864 0,20684792 Monomethyl sulfate C02704 CH4O4S -H(-) 100 22 111,00872 33304,15792 0,34854308 2-Furoate C01546 C5H4O3 -H(-) 100 23 111,0195426 8709,71835 0,25790955 Uracil; Maleic hydrazide C00106; C18474 C4H4N2O2 -H(-) 100 24 112,0401383 4445,75671 -0,48229112 1-Pyrroline-2-carboxylate; (S)-1-Pyrroline-5-carboxylate; delta-1-Pyrroline... C03564; C03912; C04322; C07275 C5H7NO2 -H(-) 100 25 112,0513682 6113,266056 0,00987082 Creatinine; 3-(N-Nitrosomethylamino)propionitrile C00791; C19280 C4H7N3O -H(-) 100 26 113,0244038 44957,12895 0,692564455 2-Hydroxy-2,4-pentadienoate; cis-Acetylacrylate C00596; C07091 C5H6O3 -H(-) 100 27 113,0357215 9481,782694 0,061159045 5,6-Dihydrouracil; 3-Cyano-L-alanine; N-Methylhydantoin; 2,5-Dioxopiperazin... C00429; C02512; C02565; C02777; C08311 C4H6N2O2 -H(-) 100 28 114,0560793 32953,12458 0,717995765 L-Proline; D-Proline; Proline; 3-Acetamidopropanal C00148; C00763; C16435; C18170 C5H9NO2 -H(-) 100 29 115,003592 7875,331794 0,34341095 Fumarate; Maleic acid; Formylpyruvate C00122; C01384; C02150 C4H4O4 -H(-) 100 30 115,0399949 6419,369863 0,35646099 3-Methyl-2-oxobutanoic acid; 3-Oxopentanoic acid; 5-Oxopentanoate; 2-Oxopen... C00141; C02233; C03273; C06255 C5H8O3 -H(-) 100 31 115,076411 4530,983897 -0,573363305 Hexanoic acid; 4-Hydroxyhexan-3-one; trans-1,2-Cyclohexanediol; Isoamyl for... C01585; C02948; C03739; C12293; C12304; C12313 C6H12O2 -H(-) 100 32 116,0352001 6053,237147 0,51752734 L-Aspartate 4-semialdehyde; 2-Amino-3-oxobutanoate; L-2-Amino-3-oxobutanoic... C00441; C03214; C03508; C20250 C4H7NO3 -H(-) 100 33 116,071768 61908,07903 0,582187055 L-Valine; 5-Aminopentanoate; Betaine; D-Norvaline; L-Norvaline; 2-Amino-2-m... C00183; C00431; C00719; C01799; C01826; C03571; C06417; C07457; C15987; C16436 C5H11NO2 -H(-) 100 34 117,0191967 13859,308 0,39830542 Succinate; Methylmalonate; Methyl oxalate C00042; C02170; C10900 C4H6O4 -H(-) 100 35 117,033826 3033,471329 0,044098542 Benzofuran C14512 C8H6O -H(-) 100 36 117,055555 23924,44823 0,526985585 5-Hydroxypentanoate; 3-Hydroxyisovalerate C02804; C20827 C5H10O3 -H(-) 100 37 118,051002 20320,88945 0,61905512 L-Threonine; L-Homoserine; D-Threonine; 2-Methylserine; 4-Amino-3-hydroxybu... C00188; C00263; C00820; C02115; C03678; C05519; C11108; C12317 C4H9NO3 -H(-) 100 38 118,9806956 41838,6762 0,57114756 Mercaptopyruvate C00957 C3H4O3S -H(-) 100 39 119,0177306 1776,744148 0,083650135 3-(Methylthio)propionic acid C08276 C4H8O2S -H(-) 100 40 119,0348987 31728,20255 0,661745815 D-Erythrose; D-Erythrulose; L-Erythrulose; D-Threose C01796; C02022; C02045; C06463 C4H8O4 -H(-) 100 41 119,0497614 13272,93018 0,560752065 Phenylacetaldehyde; Styrene oxide; 4-Hydroxystyrene; p-Tolualdehyde; Acetop... C00601; C02083; C05627; C06758; C07113; C07209; C07214; C20782 C8H8O -H(-) 100 42 120,0665193 1469,097045 -0,3157441 Tromethamine C07182 C4H11NO3 -H(-) 100 43 121,0294051 58678,00387 -0,665646435 Benzoate; Aromatic acid; 4-Hydroxybenzaldehyde; 3-Hydroxybenzaldehyde; Sali... C00180; C00539; C00633; C03067; C06202; C15474 C7H6O2 -H(-) 100 44 121,040121 8883,509067 -0,47158626 Nicotinamide; Picolinamide; Isonicotineamide C00153; C01950; C02421 C6H6N2O -H(-) 100 45 121,0658566 2369,522791 0,36765322 Phenylethyl alcohol; 4-Methylbenzyl alcohol; 1-Phenylethanol; 2-Methylbenzy... C05853; C06757; C07112; C07213; C07216; C11348; C13637; C14385; C14386; C14582 C8H10O -H(-) 100 46 122,024636 4654,715046 -0,6141448 Nicotinate; Nitrobenzene; Isonicotinic acid; Picolinic acid C00253; C06813; C07446; C10164 C6H5NO2 -H(-) 100 47 122,9420662 1446,214468 -0,046773154 Methanearsonous acid C07295 CH5AsO2 -H(-) 18 48 123,0082522 21454,57278 -0,53219491 2-Hydroxy-1,4-benzoquinone C07103 C6H4O3 -H(-) 100 49 123,0563282 22667,64265 -0,349629525 1-(1-Oxopropyl)-1H-imidazole; Methylimidazole acetaldehyde C03007; C05827 C6H8N2O -H(-) 100 50 124,0075204 348712,8274 0,687001405 Taurine C00245 C2H7NO3S -H(-) 100 51 124,0403598 5627,463918 -0,39029473 N-Ethylmaleimide; N-Furfurylformamide; 3-Hydroxyaminophenol; Aminohydroquin... C02441; C02854; C14602; C14604; C16671; C18351 C6H7NO2 -H(-) 100 52 124,9909281 10204,66295 0,34782791 2-Hydroxyethanesulfonate; Dimethyl sulfate C05123; C19177 C2H6O4S -H(-) 100 53 125,0241886 11574,59001 0,131168715 1,2,3-Trihydroxybenzene; Phloroglucinol; Triacetate lactone; Benzene-1,2,4-... C01108; C02183; C02752; C02814; C11101; C11918; C20718 C6H6O3 -H(-) 100 54 125,0354332 7977,254525 -0,327166515 Thymine; Imidazole-4-acetate C00178; C02835 C5H6N2O2 -H(-) 100 55 127,0259139 1531,382199 0,125346653 Ammelide C08734 C3H4N4O2 -H(-) 100 56 127,0381207 3424,37038 0,11111734 Dihydro-4,4-dimethyl-2,3-furandione; Dihydrophloroglucinol; (4E)-2-Oxohexen... C01125; C06719; C06761; C11354; C20240; C20443; C20717 C6H8O3 -H(-) 22 57 127,0513307 69091,90595 0,61130759 5,6-Dihydrothymine; gamma-Amino-gamma-cyanobutanoate; alpha-Amino-gamma-cya... C00906; C05715; C05717 C5H8N2O2 -H(-) 100 58 128,0094498 665,9925463 0,000439397 Cyanuric acid C06554 C3H3N3O3 -H(-) 100 59 128,0354444 54402,14911 0,657004535 4-Oxoproline; Pidolic acid; 5-Oxo-D-proline; L-1-Pyrroline-3-hydroxy-5-carb... C01877; C01879; C02237; C04281; C04282 C5H7NO3 -H(-) 100 60 128,0716314 2962,458252 0,78618413 L-Pipecolate; 1-Aminocyclopentanecarboxylate; N4-Acetylaminobutanal; Vigaba... C00408; C03969; C05936; C07500; C13696 C6H11NO2 -H(-) 100 61 129,0194057 18286,66831 0,39164305 2,5-Dioxopentanoate; Itaconate; Mesaconate; Acetylpyruvate; (E)-Glutaconate... C00433; C00490; C01732; C02132; C02214; C02226; C02800 C5H6O4 -H(-) 100 62 129,0299434 2548,707659 0,08231058 Ureidoacrylate C20254 C4H6N2O3 -H(-) 100 63 129,0556946 25921,67353 0,438160315 4-Methyl-2-oxopentanoate; (S)-3-Methyl-2-oxopentanoic acid; 2-Oxohexanoic a... C00233; C00671; C00902; C01012; C02122; C02129; C03241; C03465; C03467; C03500; C06008; C0C6H10O3 -H(-) 100 64 129,0660056 3835,012075 0,6365366 Cucurbitine; (R)-Piperazine-2-carboxylic acid; (S)-Piperazine-2-carboxylic ... C10140; C19780; C19783 C5H10N2O2 -H(-) 100 65 130,0507806 15408,06479 0,701160935 5-Aminolevulinate; cis-4-Hydroxy-L-proline; N-Acetyl-beta-alanine; 5-Amino-... C00430; C01015; C01073; C01110; C01157; C01165; C03341; C03440; C03651; C03741; C05147; C1 C5H9NO3 -H(-) 100 66 130,0638316 8455,026195 0,7341519 Creatine; 3-Guanidinopropanoate C00300; C03065 C4H9N3O2 -H(-) 36 67 130,0874065 163665,7353 0,675775945 L-Leucine; L-Isoleucine; D-Leucine; L-Norleucine; 6-Aminohexanoate; (3R)-be... C00123; C00407; C01570; C01933; C02378; C02486; C06418; C08263; C16434; C16439; C16647 C6H13NO2 -H(-) 100 68 131,0351401 7847,717012 0,48177907 Glutarate; 2-Acetolactate; Deoxyribonolactone; 4-Hydroxy-2-oxopentanoate; 2... C00489; C00900; C02674; C03589; C04106; C04181; C06010; C11838 C5H8O4 -H(-) 100 69 131,0462045 10918,94117 0,681865275 L-Asparagine; N-Carbamoylsarcosine; D-Asparagine; Glycylglycine; 3-Ureidopr... C00152; C01043; C01905; C02037; C02642; C16438; C19258; C19301 C4H8N2O3 -H(-) 100 70 131,0716752 15043,68839 0,474222735 D-2-Hydroxyisocaproate; Ethyl (R)-3-hydroxybutanoate; 6-Hydroxyhexanoic aci... C03264; C03499; C06103; C07834 C6H12O3 -H(-) 100 71 131,0824673 189808,2604 -0,374933675 L-Ornithine; D-Ornithine; Ornithine; (2R,4S)-2,4-Diaminopentanoate; D-Ornit... C00077; C00515; C01602; C03943; C11320 C5H12N2O2; C5H12N2O2. -H(-); -H(-) 100 72 132,0303122 14841,35543 0,707133945 L-Aspartate; D-Aspartate; Aspartate; Iminodiacetate C00049; C00402; C16433; C19911 C4H7NO4 -H(-) 100 73 132,0451932 4229,210399 0,539504915 Mandelonitrile; Hydroxyindole; (S)-Mandelonitrile; 4-Hydroxyphenylacetonitr... C00561; C02040; C02615; C03766; C05658; C12312 C8H7NO -H(-) 100 74 133,0141108 69191,99103 0,318373025 (S)-Malate; (R)-Malate; Malate; 3-Dehydro-L-threonate C00149; C00497; C00711; C03064 C4H6O5 -H(-) 100 75 133,0508271 5490,295111 0,241016105 Deoxyribose; 2-Deoxy-L-arabinose; 2,3-Dihydroxy-3-methylbutanoate; (R)-2,3-... C01801; C02783; C04039; C04272; C06257; C08347 C5H10O4 -H(-) 100 76 134,0610229 6494,550099 0,43189394 2-Phenylacetamide; Acetanilide; N-Benzylformamide; (Z)-Phenylacetaldehyde o... C02505; C07565; C15561; C16075; C19714 C8H9NO -H(-) 100 77 135,0312802 46187,89379 0,522813975 Hypoxanthine C00262 C5H4N4O -H(-) 100 78 135,0445635 21971,80149 -0,1803946 Phenyl acetate; Toluate; 4-Hydroxyphenylacetaldehyde; Benzylformate; 3,4-Di... C00548; C01454; C03765; C05613; C06224; C07085; C07086; C07189; C07211; C07215; C10700; C1C8H8O2 -H(-) 100 79 136,0399822 7006,710129 -0,49194223 Anthranilate; 4-Aminobenzoate; N-Methylnicotinate; 4-Nitrotoluene; 3-Nitrot... C00108; C00568; C01004; C14394; C19486; C19597 C7H7NO2 -H(-) 100 80 136,0509723 5183,529562 -0,25515655 Isoniazid C07054 C6H7N3O -H(-) 100 81 137,0349641 71127,96276 -0,56604129 Urocanate; 4-Nitroaniline; para-Benzoquinone dioxime C00785; C02126; C19345 C6H6N2O2 -H(-) 100 82 137,0718959 33890,00099 -0,31029648 4-Hydroxymethylphenylhydrazine; 1-Methyl-1,6-dihydropyridine-2-carbaldoxime... C03994; C11765; C19218 C7H10N2O -H(-) 100 83 138,0559236 6567,412349 -0,17484079 Gabaculine C12110 C7H9NO2 -H(-) 100 84 139,0320299 130143,0746 -0,78179049 Sarin C11764 C4H10FO2P -H(-) 25 85 139,0756927 4464,832231 -0,75031829 cis-1,2-Dihydro-3-ethylcatechol; 2-Propyl-2,4-pentadienoic acid; 7-Hydroxy-... C06727; C16656; C18011; C19311 C8H12O2 -H(-) 100 86 140,0111255 4164,70419 -0,233363975 Ethanolamine phosphate; 1-Hydroxy-2-aminoethylphosphonate C00346; C05678 C2H8NO4P -H(-) 100 87 141,0196851 58564,4408 -0,755414545 2-Hydroxymuconate semialdehyde; cis,cis-Muconate; 2-Oxo-2,3-dihydrofuran-5-... C00682; C02480; C03586; C03647; C03743; C04105; C06603; C14516; C14610; C20448 C6H6O4 -H(-) 100 88 141,0668544 8665,399831 -0,46131554 Ectoine C06231 C6H10N2O2 -H(-) 100 89 142,0507938 4833,573722 0,005143465 2-Hydroxymethylclavam C17357 C6H9NO3 -H(-) 100 90 143,0350458 20651,10402 0,560560015 2,3-Dimethylmaleate; Triacetate; Methylitaconate; 2-Methyleneglutarate; 2-H... C00922; C01757; C02295; C02930; C19821; C19822; C19826 C6H8O4 -H(-) 100 91 143,0459742 4562,861745 0,55219597 N-Nitrosoproline C19485 C5H8N2O3 -H(-) 100 92 143,0709597 4933,2465 0,034759995 trans-4-Hydroxycyclohexanecarboxylate; 7-Oxoheptanoic acid C04404; C16590 C7H12O3 -H(-) 100 93 143,0826478 23784,88264 0,775709835 4-Amino-1-piperidinecarboxylic acid C16837 C6H12N2O2 -H(-) 100 94 143,1077213 7303,85203 -0,47958079 Octanoic acid; Valproic acid C06423; C07185 C8H16O2 -H(-) 100 95 144,0310988 2175,860805 0,148050485 2-Oxoglutaramate; 4-Oxoglutaramate C00940; C05572 C5H7NO4 -H(-) 100 96 144,0455585 55216,92858 -0,159193645 3-Methyleneoxindole; Isocarbostyril; Quinolin-2-ol; 4-Hydroxyquinoline; 2(1... C02796; C06324; C06338; C06343; C06415; C08493; C19434 C9H7NO -H(-) 100 97 144,0666524 6263,64447 0,470888105 4-Acetamidobutanoate; 6-Amino-2-oxohexanoate; (S)-5-Amino-3-oxohexanoic aci... C02946; C03239; C03656; C04076; C05825 C6H11NO3 -H(-) 100 98 144,9905212 929,3054802 -0,0195424 2-Chloro-4-hydroxy-6-amino-1,3,5-triazine C08735 C3H3ClN4O -H(-) 8 99 145,0145093 8426,476377 0,51225871 2-Oxoglutarate; Oxaloacetate 4-methyl ester; 5-Hydroxy-2,4-dioxopentanoate;... C00026; C03716; C05406; C06030; C06316 C5H6O5 -H(-) 100 100 145,0233886 2940,71344 0,153242125 5-N-Methyloxaluric acid; 3-Oxo-3-ureidopropanoate; (Z)-3-Ureidoacrylate per... C11117; C15607; C20231 C4H6N2O4 -H(-) 17 101 145,0285373 7048,590359 0,60337159 Coumarin C05851 C9H6O2 -H(-) 100 102 145,0489401 27344,3351 0,64467084 2-Aceto-2-hydroxybutanoate; Mevaldate; 2-Dehydropantoate; (R)-4-Dehydropant... C00659; C00772; C00966; C01053; C04237; C06006; C06104; C06762; C13811; C14463; C16272 C6H10O4; C6H10O4. -H(-); -H(-) 33 103 145,0621649 463663,6026 0,81298283 L-Glutamine; Glutamine; D-Glutamine; 3-Ureidoisobutyrate; Isoglutamine C00064; C00303; C00819; C05100; C16673 C5H10N2O3 -H(-) 100 104 145,0982247 775980,9561 -0,617664845 L-Lysine; D-Lysine; (3S)-3,6-Diaminohexanoate; (3S,5S)-3,5-Diaminohexanoate... C00047; C00739; C01142; C01186; C05161; C16440; C20277 C6H14N2O2 -H(-) 100 105 146,0244815 8066,49385 -0,53439331 Indole-5,6-quinone; Isatin C05579; C11129 C8H5NO2 -H(-) 100 106 146,0455738 19818,49365 0,71563551 L-Glutamate; D-Glutamate; Glutamate; O-Acetyl-L-serine; L-threo-3-Methylasp... C00025; C00217; C00302; C00979; C03618; C03790; C05574; C05938; C05941; C12269 C5H9NO4 -H(-) 100 107 146,0652399 27269,49323 0,78668341 5-Methylthiopentanaldoxime C17245 C6H13NOS -H(-) 100 108 146,0823024 7731,027192 0,64695424 Fagomine; N-Hydroxy-L-isoleucine; (4S)-4-Hydroxy-L-isoleucine C10144; C20310; C20802 C6H13NO3 -H(-) 100 109 146,9937301 30682,7599 0,10087889 Dihydroxyfumarate; 2-Hydroxy-3-oxosuccinate C00975; C03459 C4H4O6 -H(-) 100 110 147,0298662 16481,68946 0,37556002 D-Arabinono-1,4-lactone; 2-Dehydro-3-deoxy-L-arabinonate; Citramalate; (R)-... C00652; C00684; C00815; C01087; C01114; C02266; C02612; C02614; C02630; C02753; C02994; C0C5H8O5 -H(-) 100 111 147,0446234 8182,598574 0,581146955 trans-Cinnamate; Dihydrocoumarin; 4-Hydroxycinnamyl aldehyde; 3-Hydroxy-1-i... C00423; C02274; C05608; C07720; C07728; C10438; C17268 C9H8O2 -H(-) 100 112 147,0666916 9049,392826 0,52881214 (R)-Mevalonate; (R)-Pantoate; (S)-Mevalonate; 3,6-Dideoxy-L-galactose; 2,3-... C00418; C00522; C02104; C03348; C04104; C06007; C06471 C6H12O4 -H(-) 100 113 148,0434822 15044,50068 0,668854925 L-Methionine; D-Methionine; Methionine; Penicillamine C00073; C00855; C01733; C07418 C5H11NO2S -H(-) 100 114 148,0624518 4321,460352 -0,43943968 N,N-Dihydroxy-L-valine C20314 C5H11NO4 -H(-) 100 115 148,9909853 31543,78845 0,56397003 Thiodiacetic acid C14872 C4H6O4S -H(-) 100 116 149,0244779 3244,834529 0,10165476 alpha-Oxo-benzeneacetic acid; 2-Carboxybenzaldehyde; Piperonal C02137; C03057; C10812 C8H6O3 -H(-) 100 117 149,0459098 9315,425512 0,5827195 D-Ribose; D-Xylose; D-Arabinose; L-Arabinose; D-Ribulose; D-Xylulose; L-Xyl... C00121; C00181; C00216; C00259; C00309; C00310; C00312; C00476; C00508; C01394; C01488; C0C5H10O5 -H(-) 100 118 149,0609368 6633,58539 0,46173516 Tolylacetate; 4-Coumaryl alcohol; Phenylpropanoate; p-Hydroxypropiophenone;... C01963; C02646; C05629; C13342; C15513; C16706; C17883; C19291; C20697 C9H10O2 -H(-) 100 119 149,0719094 14069,34491 -0,31938164 N-Methylanthranilamide; N,N-Dimethyl-4-nitrosoaniline C17512; C19680 C8H10N2O -H(-) 100 120 149,0971772 5586,994591 -0,603536965 (-)-Carvone; (+)-Sabinone; Piperitenone; Isopiperitenone; (-)-Isopiperiteno... C01767; C01868; C01951; C02289; C02485; C02576; C06576; C09840; C09843; C09868; C09884; C0C10H14O -H(-) 100 121 150,0561379 8649,796858 -0,452045575 N-(Acetyloxy)benzenamine; N-Methylanthranilate; N-Methyl-4-aminobenzoate; (... C02709; C03005; C03522; C04350; C04353; C06804; C07301; C16571; C17755; C17756; C18623; C2 C8H9NO2 -H(-) 100 122 151,0263627 77801,60221 0,51314509 Xanthine; Alloxanthine C00385; C07599 C5H4N4O2 -H(-) 100 123 151,0373844 9606,615733 0,344216655 4-Hydroxyphenylacetate; 4-Hydroxy-3-methoxy-benzaldehyde; (R)-Mandelate; (S... C00642; C00755; C01983; C01984; C02181; C02519; C02639; C02657; C03663; C04043; C05593; C0C8H8O3 -H(-) 7 124 151,0512586 9229,118484 -0,39360923 N1-Methyl-2-pyridone-5-carboxamide; N1-Methyl-4-pyridone-5-carboxamide; 2-A... C05842; C05843; C16398; C18320 C7H8N2O2 -H(-) 100 125 151,0877539 32726,77644 -0,28207135 4-(Hydroxylamino)-N,N-dimethylaniline C19681 C8H12N2O -H(-) 100 126 152,0458291 4423,682283 -0,30852497 1,2-Diamino-4-nitrobenzene; 1,4-Diamino-2-nitrobenzene C19384; C19385 C6H7N3O2 -H(-) 100 127 152,9961102 6708,086727 0,69938147 Propanoyl phosphate; Hydroxyacetone phosphate; Glycerol 1,2-cyclic phosphate C02876; C03505; C03947 C3H7O5P -H(-) 100 128 153,0024118 3719,556581 0,12399271 Dithiothreitol; Dithioerythritol C00265; C00950 C4H10O2S2 -H(-) 9 129 153,0195559 74620,17657 0,23456689 2,3-Dihydroxybenzoate; 3,4-Dihydroxybenzoate; 2,5-Dihydroxybenzoate; Patulin C00196; C00230; C00628; C16748 C7H6O4 -H(-) 100 130 153,0289548 12866,06126 0,4124814 Imidazol-5-yl-pyruvate; 3-Imidazole-2-oxopropanoate; 2-Amino-4-nitrophenol;... C03277; C03762; C19321; C19322; C19323 C6H6N2O3 -H(-) 38 131 153,0923145 3651,302831 -0,092707515 Boschnialactone C09772 C9H14O2 -H(-) 100 132 154,0624056 293937,5824 0,464497655 L-Histidine; Histidine; 3-(Pyrazol-1-yl)-L-alanine; D-Histidine C00135; C00768; C01162; C06419 C6H9N3O2 -H(-) 100 133 154,0866936 4160,351192 0,25938016 Retronecine; Arecoline; Heliotridine; Scopoline C06177; C10129; C10321; C10866 C8H13NO2 -H(-) 100 134 154,9741801 2466,437382 -0,127259065 2-Phosphoglycolate C00988 C2H5O6P -H(-) 100 135 155,0462773 3348,642259 0,38104749 4-Imidazolone-5-propanoate; (S)-3-(Imidazol-5-yl)lactate; Imidazole lactate... C03680; C03817; C05568; C19481 C6H8N2O3 -H(-) 100 136 155,1077644 6233,242408 0,47389102 Nonane-4,6-dione; Chalcogran; gamma-Nonalactone C02445; C08471; C08501 C9H16O2 -H(-) 100 137 156,0668517 5096,045993 0,27550484 Paramethadione; 2-Hydroxyethylclavam; Ethadione; 3-Methylcrotonylglycine C07411; C17361; C17724; C20828 C7H11NO3 -H(-) 100 138 157,0365926 26142,93224 0,695810555 Allantoin; (R)(-)-Allantoin; (S)-Allantoin C01551; C02348; C02350 C4H6N4O3 -H(-) 100 139 157,050573 4520,638682 0,44190603 2-Isopropylmaleate; (1S,4S)-4-Hydroxy-3-oxocyclohexane-1-carboxylate; 5-D-(... C02631; C04670; C04815; C05126 C7H10O4 -H(-) 100 140 157,0620148 6862,250627 0,69890618 4-Methylene-L-glutamine; 5-Hydroxyectoine C01109; C16432 C6H10N2O3 -H(-) 100 141 157,0868618 7323,457372 -0,32708478 Ethyl 3-oxohexanoate; 3-Oxovalproic acid; 2-n-Propyl-4-oxopentanoic acid C02975; C16652; C16655 C8H14O3 -H(-) 100 142 157,1233043 12978,65936 -0,63006413 Nonanoic acid C01601 C9H18O2 -H(-) 100 143 158,0459629 5716,630459 0,710117105 4-Methylene-L-glutamate; N-Methyl-2-oxoglutaramate C00651; C03623 C6H9NO4 -H(-) 100 144 158,0604882 7710,308127 0,39370897 Indole-3-acetaldehyde; 3-Methyl-quinolin-2-ol; Echinopsine; N-Hydroxy-1-ami... C00637; C06345; C10663; C14789 C10H9NO -H(-) 100 145 158,0822941 9694,254954 0,529635785 5-Acetamidopentanoate; (-)-Betonicine; 3-Hydroxystachydrine; Calystegin A3 C03087; C08269; C10151; C10850 C7H13NO3 -H(-) 100 146 158,9845616 5153,732369 -0,62574941 6-Chlorobenzene-1,2,4-triol; 5-Chloro-1,2,4-trihydroxybenzene C06328; C07102 C6H5ClO3 -H(-) 25 147 159,0305269 4234,185191 0,29452938 2-Oxoadipate; 3-Oxoadipate; 3D-(3,5/4)-Trihydroxycyclohexane-1,2-dione; D-2... C00322; C00846; C04287; C06891; C16159; C20781 C6H8O5 -H(-) 100 148 159,0661926 3862,009282 0,19776163 Pimelate; (1S,3R,4S)-3,4-Dihydroxycyclohexane-1-carboxylate; 2-Propylsuccin... C02656; C04687; C16657 C7H12O4 -H(-) 100 149 159,0774887 7317,150464 0,682797015 D-Alanyl-D-alanine; N5-Methyl-L-glutamine; N(gamma)-Acetyldiaminobutyrate; ... C00993; C03153; C06442; C10996; C19929 C6H12N2O3 -H(-) 100 150 159,1033887 4639,138487 0,40447903 Ethyl (R)-3-hydroxyhexanoate; Ethyl (S)-3-hydroxyhexanoate; 4-Hydroxyvalpro... C03864; C03865; C16649; C16650; C16651; C17527; C20793 C8H16O3 -H(-) 100 151 159,1139338 56462,67656 -0,519683005 N6-Methyl-L-lysine C02728 C7H16N2O2 -H(-) 100 152 160,0400429 5866,57034 -0,210145585 4,8-Dihydroxyquinoline; 4,6-Dihydroxyquinoline; Quinoline-3,4-diol; Quinoli... C05637; C05639; C06330; C06342; C11503; C16716; C19837 C9H7NO2 -H(-) 100 153 160,0617033 7478,101617 0,6200279 L-2-Aminoadipate; N-Methyl-L-glutamate; O-Acetyl-L-homoserine; beta-Alanopi... C00956; C01046; C01077; C02207; C03210; C05016; C06234; C17581; C19694 C6H11NO4 -H(-) 100 154 161,0241409 2548,498669 0,348845404 Umbelliferone; 4-Hydroxycoumarin C09315; C20414 C9H6O3 -H(-) 100 155 161,0455202 36457,03997 0,63976395 Lichenin; (R)-3,3-Dimethylmalate; 3-Ethylmalate; 2-Hydroxyadipate; (R)-2-Et... C00478; C01088; C01989; C02360; C02488; C02991; C03652; C03761; C03827; C03979; C06158; C0C6H10O5 -H(-) 100 156 161,071838 6213,331354 -0,238163085 1-Ethyl-2-benzimidazolinone C13840 C9H10N2O -H(-) 100 157 161,0933662 7503,664704 -0,45059967 N6-Hydroxy-L-lysine; 2-Deoxystreptamine; L-Hydroxylysine; allo-Hydroxy-L-ly... C01028; C02627; C16741; C16742 C6H14N2O3 -H(-) 100 158 162,0224207 4636,281477 -0,32886419 Acetylcysteine; Tiopronin C06809; C12876 C5H9NO3S -H(-) 100 159 162,0558315 6543,484114 -0,408817725 3-Methyldioxyindole; 4-Oxo-1-(3-pyridyl)-1-butanone C05834; C19567 C9H9NO2 -H(-) 100 160 163,0401266 5732,581223 0,51295659 Phenylpyruvate; 4-Coumarate; trans-2-Hydroxycinnamate; 2-Hydroxy-3-phenylpr... C00166; C00811; C01772; C02763; C05838; C06738; C07114; C10945; C12621 C9H8O3 -H(-) 100 161 163,0515839 5877,977112 -0,31900978 Ricinine C01526 C8H8N2O2 -H(-) 100 162 163,0611821 17594,83236 0,51614273 L-Rhamnose; 2-Deoxy-D-glucose; L-Rhamnulose; 6-Deoxy-D-galactose; 6-Deoxy-L... C00507; C00586; C00861; C01018; C01019; C01684; C01721; C02095; C02338; C02431; C02476; C0C6H12O5 -H(-) 100 163 163,0875912 12461,94583 -0,30766359 Fenuron C11224 C9H12N2O -H(-) 100 164 164,0201016 60599,50973 0,550285755 4-Methylthiobutylthiohydroximate C17243 C5H11NOS2 -H(-) 100 165 164,0459215 5503,536337 0,58671534 N-Methyl-N,4-dinitrosoaniline C19452 C7H7N3O2 -H(-) 100 166 164,0715524 108786,8272 0,753079295 L-Phenylalanine; Phenylalanine; D-Phenylalanine; Benzocaine; Tricaine; Meto... C00079; C02057; C02265; C07527; C18090; C18747; C19565; C19578; C20487; C20488 C9H11NO2 -H(-) 100 167 165,0405455 10478,931 0,32393402 D-Xylonate; L-Arabinonate; D-Arabinonate; D-Ribonate; L-Xylonate; L-Lyxonate C00502; C00545; C00878; C01685; C05411; C05412 C5H10O6 -H(-) 100 168 165,0556784 8401,550733 0,56947571 3-(2-Hydroxyphenyl)propanoate; Tropate; Phloretate; Veratraldehyde; 3-Ethox... C01198; C01456; C01744; C02201; C02363; C03080; C05581; C05607; C10712; C11380; C11457; C1 C9H10O3 -H(-) 100 169 166,0267731 3007,255135 0,18954369 Demethylphosphinothricin C17962 C4H10NO4P -H(-) 100 170 166,0508485 3758,799015 0,05931493 Pyridoxal; D-4-Hydroxyphenylglycine; 3-Hydroxy-4-methylanthranilate; 3-Meth... C00250; C03493; C03986; C05831; C06051; C12323; C14170; C14171; C20821 C8H9NO3 -H(-) 100 171 166,0621576 5358,715982 -0,19028562 2,4-Diamino-6-nitrotoluene; 2,6-Diamino-4-nitrotoluene C16396; C16397 C7H9N3O2 -H(-) 100 172 166,9746751 3831,288884 -0,12396126 Phosphoenolpyruvate; 3-Phosphonopyruvate; Hydroxypyruvaldehyde phosphate C00074; C02798; C16849 C3H5O6P -H(-) 100 173 167,0012207 4760,811713 5,22562E-05 Zoxazolamine C13841 C7H5ClN2O -H(-) 25 174 167,0082217 6370,484996 0,13816106 1,2-Dinitrobenzene C14702 C6H4N2O4 -H(-) 38 175 167,0210569 150880,4797 0,74249038 Urate C00366 C5H4N4O3 -H(-) 100 176 167,0339673 15981,23532 0,72062522 Homogentisate; 3,4-Dihydroxyphenylacetate; Orsellinate; (S)-4-Hydroxymandel... C00544; C01161; C01839; C03198; C03235; C05343; C05577; C06207; C06672; C07087; C10331; C1C8H8O4; C8H8O4. -H(-); -H(-) 98 177 167,082471 8828,20752 -0,41495228 Pyridoxamine; Cyclo(deltaAla-L-Val); 4-PIOL C00534; C11846; C13710 C8H12N2O2 -H(-) 100 178 167,1078705 4844,319315 0,296125965 6-Oxocineole; 1,2-Campholide; (+)-exo-5-Hydroxycamphor; Iridodial; (Z)-3,5-... C00848; C02108; C03448; C06069; C08489; C08498; C08546; C09785; C09786; C09804; C09836; C0C10H16O2 -H(-) 100 179 168,0779321 48760,48415 0,26063742 N(pi)-Methyl-L-histidine; Nalpha-Methylhistidine C01152; C03298 C7H11N3O2 -H(-) 100 180 169,0626518 4255,621774 0,363632905 N-Nitrosoguvacoline C19482 C7H10N2O3 -H(-) 100 181 169,0982822 3888,630923 -0,40657936 Levetiracetam C07841 C8H14N2O2 -H(-) 100 182 169,1234845 6016,077243 0,59916195 6-endo-Hydroxycineole; (E)-3,7-Dimethylocta-1,6-diene-3,8-diol; Limonene-1,... C03092; C04433; C07276; C09790; C16462; C17621; C18020; C18027; C18066; C18202; C19082; C2 C10H18O2 -H(-) 100 183 171,0068354 4415,667113 0,73646402 sn-Glycerol 3-phosphate; sn-Glycerol 1-phosphate; Glycerol 2-phosphate; DL-... C00093; C00623; C02979; C03189 C3H9O6P -H(-) 100 184 171,0118813 2746,555423 0,57698804 Toluene-4-sulfonate C06677 C7H8O3S -H(-) 100 185 171,1026964 15357,14861 -0,56710297 9-Oxononanoic acid C16322 C9H16O3 -H(-) 100 186 171,1392519 11809,78733 -0,312992485 Decanoic acid; p-Menthane-3,8-diol; Isoamyl isovalerate; Ethyl octanoate C01571; C02904; C12289; C12292 C10H20O2 -H(-) 100 187 172,0402169 3897,657422 0,21005019 2-Quinolinecarboxylic acid; 4-Quinolinecarboxylic acid; 1-Nitronaphthalene;... C06325; C06414; C14040; C19474 C10H7NO2 -H(-) 100 188 172,0981387 12959,84174 0,6146512 N-Acetyl-L-leucine; Swainsonine C02710; C10173 C8H15NO3 -H(-) 100 189 172,109928 2777,642259 0,75277561 Indospicine C08288 C7H15N3O2 -H(-) 100 190 173,0570934 7341,252876 0,45641923 N-Formimino-L-glutamate; Formylisoglutamine C00439; C16674 C6H10N2O4 -H(-) 100 191 173,0933021 39711,14935 0,76332015 N-Acetylornithine; N5-Ethyl-L-glutamine C00437; C01047 C7H14N2O3 -H(-) 100 192 173,104473 199836,9408 -0,6110476 L-Arginine; D-Arginine; Amino acid(Arg-) C00062; C00792; C02385 C6H14N4O2 -H(-) 100 193 174,0407679 7966,708121 0,46430141 N-Acetyl-L-aspartate; N-Formyl-L-glutamate; 2-Amino-3-oxoadipate C01042; C01045; C05520 C6H9NO5 -H(-) 100 194 174,05615 3972,675579 -0,054671265 Indole-3-acetate; NH2Mec; N-Acetylindoxyl; (Indol-3-yl)glycolaldehyde; 5-Hy... C00954; C01386; C02298; C03230; C05634; C06331; C06344; C06525; C11504 C10H9NO2 -H(-) 100 195 174,0773964 3741,925756 0,354138405 Calystegin B2 C10851 C7H13NO4 -H(-) 100 196 174,0884714 33126,74461 0,8135497 L-Citrulline C00327 C6H13N3O3 -H(-) 100 197 175,0248362 15908,03405 0,30756843 Ascorbate; D-Glucuronolactone; 2-Hydroxy-3-oxoadipate; L-xylo-Hexulonolacto... C00072; C02670; C03217; C03289; C03387; C04053; C04349; C04471; C06033; C06430; C06440; C1C6H8O6 -H(-) 100 198 175,0514365 4153,651477 -0,43704456 4-Hydroxyaminoquinoline N-oxide; Pemoline C04050; C07899 C9H8N2O2 -H(-) 100 199 175,0726033 7764,780501 0,55824327 D-Alanyl-D-serine C19719 C6H12N2O4 -H(-) 100 200 175,0879745 14023,69102 -0,2975225 Serotonin; N-Hydroxyl-tryptamine C00780; C17203 C10H12N2O -H(-) 100 201 177,0403061 4836,9932 0,15530248 D-Glucono-1,5-lactone; 2-Dehydro-3-deoxy-D-gluconate; 5-Dehydro-D-fructose;... C00198; C00204; C00273; C00691; C01040; C01115; C01216; C02669; C02692; C02779; C03107; C0C6H10O6 -H(-) 100 202 177,0669746 3764,260159 -0,28569856 Phenacemide C07428 C9H10N2O2 -H(-) 100 203 177,1034908 11866,76403 -0,25823846 (S)-6-Hydroxynicotine; (R)-6-Hydroxynicotine; Glycinexylidide; Pseudooxynic... C01056; C03043; C16569; C20361 C10H14N2O -H(-) 100 204 178,0389803 2193,118171 0,12938952 Isoxanthopterin C03975 C6H5N5O2 -H(-) 22 205 178,0509525 34211,03847 0,61057568 Hippurate; N-Acetylanthranilate; 2,5,6-Trihydroxy-5,6-dihydroquinoline; 3-S... C01586; C06332; C06339; C19569 C9H9NO3 -H(-) 100 206 178,0706587 3368,819454 0,49192289 D-Glucosamine; 1-Amino-1-deoxy-scyllo-inositol; D-Galactosamine; D-Mannosam... C00329; C01214; C02262; C03570; C06763; C08349; C12212; C17578 C6H13NO5 -H(-) 50 207 178,1240394 1513,722732 0,599808725 Mexiletine; Tecomine; dl-Methylephedrine hydrochloride; (+)-N-Methylpseudoe... C07220; C09988; C13639; C17903 C11H17NO; C11H17NO. -H(-); -H(-) 100 208 179,0375526 4508,189319 0,61438334 5-Methylthio-D-ribose C03089 C6H12O4S -H(-) 100 209 179,0563518 230869,4772 0,81034601 D-Glucose; D-Fructose; D-Galactose; myo-Inositol; D-Mannose; beta-D-Glucose... C00031; C00095; C00124; C00137; C00159; C00221; C00247; C00267; C00737; C00738; C00764; C0C6H12O6 -H(-) 100 210 179,1190891 20929,94242 -0,24976452 Rilmenidine C11120 C10H16N2O -H(-) 100 211 180,0666557 94654,42295 0,723582865 L-Tyrosine; Tyrosine; L-threo-3-Phenylserine; 3-Amino-3-(4-hydroxyphenyl)pr... C00082; C01536; C03290; C04368; C06420; C19579; C19712; C20807 C9H11NO3 -H(-) 100 212 180,0930319 1942,485694 0,113122851 Pyridostigmine C07410 C9H13N2O2 -H(-) 7 213 180,9408629 85467,42999 -0,7485517 Methylselenopyruvate C18904 C4H6O3Se -H(-) 25 214 180,9899648 2568,588506 0,43925379 2-Oxo-4-phosphonobutanoate C17941 C4H7O6P -H(-) 100 215 181,0269905 4314,805757 0,15582718 2,4-Dinitrotoluene; 2,6-Dinitrotoluene; Nitrofurylacrylamide; 3,5-Dinitroto... C11006; C11008; C14306; C19410; C19788 C7H6N2O4 -H(-) 44 216 181,0356808 4927,167455 0,733298245 7-Methyluric acid; 1-Methyluric acid C16355; C16359 C6H6N4O3 -H(-) 96 217 181,050867 10933,80598 0,62769416 3-(4-Hydroxyphenyl)lactate; (R)-3-(4-Hydroxyphenyl)lactate; 3-(2,3-Dihydrox... C03672; C03964; C04044; C05582; C05583; C10447; C10680; C12622 C9H10O4 -H(-) 100 218 181,0865154 4125,995073 0,30556306 5-Oxo-1,2-campholide; Iridotrial; 2-Oxo-delta3-4,5,5-trimethylcyclopentenyl... C02952; C06070; C07159; C10448; C17822; C17823; C17825; C19351; C20271 C10H14O3 -H(-) 100 219 181,973297 2896,870854 0,074852713 Se-Methyl-L-selenocysteine; Selenohomocysteine C05689; C05698 C4H9NO2Se -H(-) 25 220 182,0285859 1112,459923 0,004713519 p-Hydroxyphenylacetothiohydroximate C17239 C8H9NO2S -H(-) 100 221 182,0456323 10190,85205 0,34866406 4-Pyridoxate; 3-Carboxy-4-methoxy-N-methyl-2-pyridone; 3-Hydroxy-4-hydroxym... C00847; C04447; C04773; C11466; C12026 C8H9NO4 -H(-) 100 222 182,9931361 3615,146647 0,486734215 2-Pyrone-4,6-dicarboxylate; Chelidonic acid C03671; C08476 C7H4O6 -H(-) 100 223 183,0075762 3808,84029 -0,311822265 L-3,4-Dihydroxybutan-2-one 4-phosphate C15556 C4H9O6P -H(-) 74 224 183,0595631 4491,540045 -0,08969181 Isoflurophate C00202 C6H14FO3P -H(-) 25 225 183,1028389 5166,169516 0,308506835 5-exo-Hydroxy-1,2-campholide; 1,6,6-Trimethyl-2,7-dioxabicyclo[3.2.2]nonan-... C03843; C04718; C06066; C11405; C11419; C19079; C19084; C20324 C10H16O3 -H(-) 100 226 183,1389976 4323,493269 0,57035038 Citronellyl formate; 11-Undecanolactone; Undecylenic acid; 2-Ethylhexyl acr... C12295; C13823; C13910; C19420 C11H20O2 -H(-) 100 227 184,9859758 6558,043676 0,60651761 3-Phospho-D-glycerate; Glycerate 3-phosphate; 2-Phospho-D-glycerate C00197; C00597; C00631 C3H7O7P -H(-) 100 228 185,0576265 3293,528795 0,66711986 AMPA C13672 C7H10N2O4 -H(-) 100 229 185,0720701 26591,18061 -0,277390825 Deoxyvasicinone; Credazine C10659; C19116 C11H10N2O -H(-) 100 230 185,081361 6212,857363 -0,42859346 cis-2-Carboxycyclohexyl-acetic acid C14112 C9H14O4 -H(-) 100 231 185,1183676 8689,627601 0,41550705 10-Oxodecanoate; (3R)-6-Hydroxy-3-isopropenyl-heptanoate; (5R)-6-Hydroxy-5-... C02217; C11404; C11406; C11417; C11420; C13945; C17620; C20714 C10H18O3 -H(-) 100 232 185,1546831 5112,890156 -0,5252153 Undecanoic acid C17715 C11H22O2 -H(-) 100 233 186,1135514 4408,007703 0,71206421 8-Amino-7-oxononanoate; (E)-2-Butenyl-4-methyl-threonine C01092; C12029 C9H17NO3 -H(-) 100 234 187,0071966 41008,54218 0,36101007 4-Sulfobenzyl alcohol C06678 C7H8O4S -H(-) 100 235 187,0251502 7722,739776 0,65578371 (Z)-But-1-ene-1,2,4-tricarboxylate; (Z)-But-2-ene-1,2,3-tricarboxylate; (E)... C04002; C04225; C11514; C11515; C16579 C7H8O6 -H(-) 100 236 187,0413398 4633,925386 0,25995269 1-Hydroxy-2-naphthoate; Plumbagin; Ramentaceone; 3-Hydroxy-2-naphthoate C03203; C10387; C10398; C16212 C11H8O3 -H(-) 64 237 187,0624464 5981,378894 0,03785634 2-Oxosuberate C16589 C8H12O5 -H(-) 66 238 187,0866945 29244,58873 -0,56704751 Peganine; Antipyrine C10733; C13244 C11H12N2O -H(-) 100 239 187,0973518 14582,26066 0,054273483 Azelaic acid; Eucommiol C08261; C17878 C9H16O4 -H(-) 100 240 187,1087954 11875,74472 0,572519065 Glycyl-leucine; N6-Acetyl-L-lysine; 6-Acetamido-3-aminohexanoate; N2-Acetyl... C02155; C02727; C03846; C12989 C8H16N2O3 -H(-) 100 241 187,1190286 3677,780894 -0,0080259 Homoarginine; N(omega)-Methyl-L-arginine C01924; C03884 C7H16N4O2 -H(-) 98 242 187,1341795 5215,457023 0,63398755 10-Hydroxydecanoic acid; 6-Hydroxy-3,7-dimethyloctanoate C02774; C18067 C10H20O3 -H(-) 100 243 188,0024797 42294,88556 0,4032006 2-Pyridyl hydroxymethane sulfonic acid C11327 C6H7NO4S -H(-) 100 244 188,0299348 2718,860905 0,076764861 Quisqualic acid C08296 C5H7N3O5 -H(-) 57 245 188,0348581 4175,165912 0,15097585 4-Hydroxy-2-quinolinecarboxylic acid; N-Acetylisatin; 1-Nitronaphthalene-5,... C01717; C02172; C14800; C14802; C16715; C18621 C10H7NO3 -H(-) 100 246 188,0562959 7985,395588 0,41675717 N-Acetyl-L-glutamate; L-2-Amino-6-oxoheptanedioate; AminoDHQ C00624; C03871; C12109 C7H11NO5 -H(-) 100 247 188,0718273 17837,74583 0,783479275 Phensuximide; 6,7-Dimethoxyisoquinoline; 1,3-Dimethyl-6,8-isoquinolinediol;... C07437; C09348; C12345; C20635 C11H11NO2 -H(-) 100 248 188,0814638 4910,243044 0,3552869 N'-Nitrosoanatabine C19478 C10H11N3O -H(-) 47 249 188,0921747 5440,16679 0,382770495 Castanospermine; (2S)-2-{[1-(R)-Carboxyethyl]amino}pentanoate; Alexine; Aus... C02256; C06326; C10124; C10132; C11843 C8H15NO4 -H(-) 100 250 188,1034855 3993,622264 0,759800075 L-Homocitrulline C02427 C7H15N3O3 -H(-) 100 251 188,9512117 1279,420608 0,046960151 2,4-Dichlorobenzoate C06670 C7H4Cl2O2 -H(-) 6 252 188,9560155 2420,263282 0,019972935 Bromobenzene-2,3-dihydrodiol; Bromobenzene-3,4-dihydrodiol C14842; C14844 C6H7BrO2 -H(-) 25 253 188,9866199 247762,8748 0,24007189 3-Sulfocatechol; 4-Sulfocatechol C06336; C06674 C6H6O5S -H(-) 100 254 189,0018483 20507,23173 0,33484767 Oxalosuccinate C05379 C6H6O7 -H(-) 14 255 189,0294778 3943,521682 0,18440504 4-Nitroquinoline N-oxide C03474 C9H6N2O3 -H(-) 88 256 189,0408356 13136,55873 0,34395288 3-Dehydroquinate; 4-Hydroxy-4-methyl-2-oxoadipate; 4-Hydroxy-2-oxo-heptaned... C00944; C04049; C05601; C06201 C7H10O6 -H(-) 100 257 189,0584102 3426,922042 0,579466805 2-Oxo-7-methylthioheptanoic acid C17220 C8H14O3S -H(-) 100 258 189,0676986 8712,977602 -0,38146657 Indole-3-acetaldoxime N-oxide C17204 C10H10N2O2 -H(-) 100 259 189,0876061 9019,744667 0,59471953 LL-2,6-Diaminoheptanedioate; meso-2,6-Diaminoheptanedioate C00666; C00680 C7H14N2O4 -H(-) 100 260 189,1037221 7209,926112 -0,28850284 5-Methoxytryptamine; N-Methylserotonin; Cytisine; 2-Methyl-5-hydroxytryptamine C05659; C06212; C10763; C13665 C11H14N2O -H(-) 100 261 190,0613117 4317,88943 0,100221536 Carbendazim C10897 C9H9N3O2 -H(-) 100 262 190,0984922 3444,409442 -0,4901765 N'-Nitrosoanabasine C19477 C10H13N3O -H(-) 100 263 190,9681501 8302,280551 0,20384927 4,6-Dichloro-3-methylcatechol C18302 C7H6Cl2O2 -H(-) 6 264 190,991192 6044,401845 0,33411098 2-Chloro-1,4-naphthoquinone C03753 C10H5ClO2 -H(-) 25 265 191,0200299 582626,6998 0,35170829 Citrate; Isocitrate; (1R,2S)-1-Hydroxypropane-1,2,3-tricarboxylate; 5-Dehyd... C00158; C00311; C00451; C00679; C02780; C03600; C03921; C04575; C04617; C12649 C6H8O7; C6H8O7. -H(-); -H(-) 100 266 191,0571166 5284,295393 0,48993978 Quinate; 2D-5-O-Methyl-2,3,5/4,6-pentahydroxycyclohexanone; Valiolone C00296; C01295; C12113 C7H12O6 -H(-) 98 267 191,0827786 19218,81807 0,581309615 Acanthicifoline; 2,6-Dihydroxy-N-methylmyosmine C09907; C16151 C10H12N2O2 -H(-) 100 268 191,092878 3732,640965 0,31320826 D-Mycinose C11913 C8H16O5 -H(-) 100 269 191,1189804 10667,23139 -0,35168487 Tocainide C07142 C11H16N2O -H(-) 100 270 192,0666428 12100,31131 0,6129666 (3-Arylcarbonyl)-alanine; Phenylacetylglycine; 5,6-Dihydroxy-3-methyl-2-oxo... C03450; C05598; C06726; C09962; C10581; C16587; C16595 C10H11NO3 -H(-) 100 271 192,077701 5420,766261 -0,19486955 4-(Nitrosoamino)-1-(3-pyridinyl)-1-butanone C19564 C9H11N3O2 -H(-) 100 272 193,0352856 6972,063106 0,60912526 D-Glucuronate; D-Galacturonate; D-Tagaturonate; 3-Dehydro-L-gulonate; D-Fru... C00191; C00333; C00558; C00618; C00905; C01062; C02024; C03342; C06472; C06473; C06477; C0C6H10O7 -H(-) 100 273 193,0717522 4630,367251 0,5707742 5-O-Methyl-myo-inositol; Methyl beta-D-galactoside; 1-O-Methyl-myo-inositol... C03365; C03619; C03659; C03660; C03844; C05163; C06352; C06353; C08257 C7H14O6 -H(-) 100 274 193,0878809 3484,444967 0,084295508 Zingerone; Isobutylparaben C17497; C20342 C11H14O3 -H(-) 100 275 193,0980062 3544,234722 -0,45780438 6-Hydroxypseudooxynicotine; Pilocarpidine C01297; C17964 C10H14N2O2 -H(-) 100 276 194,0936216 4510,732222 -0,34822452 alpha-[3-(Nitrosoamino)propyl]-3-pyridinemethanol C19581 C9H13N3O2 -H(-) 100 277 195,0511182 106269,6554 0,625369545 D-Gluconic acid; D-Mannonate; L-Idonate; L-Gulonate; D-Altronate; D-Galacto... C00257; C00514; C00770; C00800; C00817; C00880; C03215; C15930 C6H12O7 -H(-) 100 278 195,0643935 9944,638588 0,6158323 2,3-Dihydroxy-p-cumate; Phlorisobutyrophenone; Acetosyringone; 2',6'-Dimeth... C06580; C07351; C10664; C10684; C10726; C12205; C16778; C17455 C10H12O4 -H(-) 24 279 195,1138155 5469,229909 -0,44313796 Fasoracetam C13311 C10H16N2O2 -H(-) 100 280 195,1388811 5267,759046 -0,067536231 Ethyl(E,Z)-decadienoate; (1S,2R,4S)-(-)-Bornyl acetate; Geranyl acetate; Li... C08486; C09837; C09861; C09863; C11338; C12300; C12301; C12302; C12306 C12H20O2 -H(-) 100 281 196,0722644 9319,795221 0,542095305 N-Acetyl-L-histidine; Methyl5-(but-3-en-1-yl)amino-1,3,4-oxadiazole-2-carbo... C02997; C12245; C19430 C8H11N3O3 -H(-) 100 282 196,9945262 7788,832983 -0,725940315 2-Oxopropyl-CoM C11497 C5H10O4S2 -H(-) 100 283 197,0093415 2679,457781 -0,194665885 3,4-Dihydroxyphthalate; 4,5-Dihydroxyphthalate C03223; C03233 C8H6O6 -H(-) 100 284 197,0317576 5031,341916 0,51763353 Nitrofurazone; 2,4-Dinitrophenylhydrazine C08042; C11283 C6H6N4O4 -H(-) 100 285 197,0439733 2663,350995 0,5505563 3-(3,4-Dihydroxyphenyl)lactate; 3-Methoxy-4-hydroxymandelate; Syringic acid C01207; C05584; C10833 C9H10O5 -H(-) 40 286 197,0721927 6954,926427 -0,16448833 N-Nitrosodiphenylamine; 4-(2-Pyrazinylethenyl)phenol; 4-Hydroxyazobenzene; ... C14742; C15042; C19433; C19479 C12H10N2O -H(-) 100 287 197,1548242 7456,721231 0,705292135 (-)-Menthyl acetate; Citronellyl acetate; Neomenthyl acetate; Decanoyl acet... C09870; C12298; C16825; C16947 C12H22O2 -H(-) 100 288 198,0883519 6900,38369 -0,29982084 gamma-Glutamyl-beta-aminopropiononitrile C06114 C8H13N3O3 -H(-) 100 289 199,0878777 31964,90282 -0,20517525 Harmalol; 4,4'-Diaminodiphenyl ether C06537; C14759 C12H12N2O -H(-) 100 290 199,1704133 73240,45849 0,69399917 Dodecanoic acid C02679 C12H24O2 -H(-) 100 291 199,969299 5098,885755 0,62357628 S-Sulfo-L-cysteine C05824 C3H7NO5S2 -H(-) 100 292 200,9865964 5755,568612 -0,55398458 4-Sulfobenzoate C02236 C7H6O5S -H(-) 100 293 201,0672734 10102,65811 -0,37828937 alpha,beta-Didehydrotryptophan; Vasicinone C06732; C10744 C11H10N2O2 -H(-) 100 294 201,0775892 6614,072754 -0,255524695 Diethyl 2-methyl-3-oxosuccinate; Metamitron C04067; C10930 C10H10N4O; C9H14O5 -H(-); -H(-) 100 295 201,0879937 6686,729595 0,67671058 Proclavaminic acid; Coprine C06658; C08271 C8H14N2O4 -H(-) 100 296 201,1134241 12341,44413 0,66015992 Sebacic acid; Diethyl adipate; Dimethyl suberate C08277; C14566; C17803 C10H18O4 -H(-) 100 297 201,1358689 6979,674481 -0,22725026 Arg-OEt; NG,NG-Dimethyl-L-arginine C01404; C03626 C8H18N4O2 -H(-) 100 298 202,0722447 3884,967845 0,4281608 N2-Acetyl-L-aminoadipate C12986 C8H13NO5 -H(-) 100 299 203,0200368 29816,14565 0,29789525 Oxaloglutarate C05533 C7H8O7 -H(-) 100 300 203,0332221 4551,250705 0,42869535 1,4-Dihydroxy-2-naphthoate; Spirodilactone; Droserone; 1,2-Dihydroxy-8-carb... C03657; C06986; C10335; C14093; C17018 C11H8O4 -H(-) 30 301 203,0827851 170751,0744 0,682624875 L-Tryptophan; D-Tryptophan; Tryptophan; Ethotoin; Idazoxan; Nirvanol C00078; C00525; C00806; C07839; C10968; C14916 C11H12N2O2 -H(-) 100 302 203,0928908 20906,54624 0,54782131 Diethyl (2R,3R)-2-methyl-3-hydroxysuccinate; Diethyl (2S,3R)-2-methyl-3-hyd... C04586; C04587 C9H16O5 -H(-) 100 303 203,1032511 16274,78691 0,66117144 N6-Acetyl-N6-hydroxy-L-lysine; N5-(L-1-Carboxyethyl)-L-ornithine C03955; C04210 C8H16N2O4 -H(-) 100 304 203,1186192 4117,109442 0,14560704 Bufotenine; Psilocin; Caulophylline C08299; C08312; C10760 C12H16N2O -H(-) 100 305 204,0522777 2024,16879 0,021992117 Lipoamide C00248 C8H15NOS2 -H(-) 100 306 204,0667489 26209,89105 0,750460925 Indolelactate; 5-Methoxyindoleacetate; Gentianamine; Swietenidin B C02043; C05660; C09961; C10741 C11H11NO3 -H(-) 100 307 205,0352575 8197,022164 0,46422172 (R)-2-Hydroxybutane-1,2,4-tricarboxylate; 2-Methylcitrate; (2S,3R)-3-Hydrox... C00725; C01251; C02225; C04593; C05662; C16241 C7H10O7; C8H14O2S2 -H(-); -H(-) 100 308 205,0877574 3804,507147 0,492514255 Benzyl 2-methyl-3-oxobutanoate; p-Methoxycinnamic acid ethyl ester; 3-Dimet... C04000; C10476; C12458; C14567 C12H14O3 -H(-) 100 309 205,0983382 4074,904446 -0,29528859 Phenylethylmalonamide; Pheneturide C07499; C12590 C11H14N2O2 -H(-) 100 310 205,1344654 5354,366047 -0,283569855 Oxotremorine; Isoproturon; Monoethylglycinexylidide C07485; C11005; C16561 C12H18N2O -H(-) 100 311 205,1597419 30349,55805 -0,39621262 alpha-Irone; (+)-trans-alpha-Irone; 4-Octylphenol; 4-tert-Octylphenol C09690; C11350; C14132; C14205 C14H22O -H(-) 100 312 206,0495882 5475,834929 -0,293283775 S-(2-Hydroxyethyl)-N-acetyl-L-cysteine C14876 C7H13NO4S -H(-) 100 313 206,0686111 1798,169379 0,063325543 Dihydrolipoamide C00579 C8H17NOS2 -H(-) 100 314 206,082424 8760,220707 0,61839056 N-Acetyl-L-phenylalanine; N-Acetyl-D-phenylalanine; Cantleyine; Rhexifoline... C03519; C05620; C09933; C09986; C20126 C11H13NO3 -H(-) 100 315 206,0932244 6725,002201 -0,26748785 5-(alpha-Phenylethyl)semioxamazide; 4-(N-Nitrosomethylamino)-1-(3-pyridyl)-... C15418; C16453 C10H13N3O2 -H(-) 100 316 207,0115896 3121,652758 0,53024679 1-Naphthalenesulfonic acid; 2-Naphthalenesulfonic acid C16201; C16202 C10H8O3S -H(-) 100 317 207,0301112 2861,975674 -0,50042254 Fraxetin; 3-[(1-Carboxyvinyl)oxy]benzoate C09265; C20772 C10H8O5 -H(-) 100 318 207,0775699 3909,376894 0,330589725 L-Kynurenine; Kynurenine; Formyl-5-hydroxykynurenamine C00328; C01718; C05647 C10H12N2O3 -H(-) 100 319 207,1390315 9189,538246 -0,669291525 4-Heptyloxyphenol C14236 C13H20O2 -H(-) 100 320 207,1502756 34332,10512 -0,270400555 Ammodendrine C10125 C12H20N2O -H(-) 100 321 208,1091133 9562,78198 -0,40859526 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol C19574 C10H15N3O2 -H(-) 100 322 209,0660697 4417,941482 0,69100696 Sedoheptulose; alpha-D-Mannoheptulopyranose; beta-D-Sedoheptulopyranose; Co... C02076; C08236; C08355; C19612 C7H14O7 -H(-) 100 323 209,081537 4400,091898 0,576008525 Phosphoagmatine; Sinapyl alcohol; Phlorisovalerophenone; Multifidol C02325; C02726; C07350; C10709 C11H14O4; C5H15N4O3P -H(-); -H(-) 100 324 209,0931535 4856,971227 -0,231525145 Aprobarbital; 2,6-Dihydroxypseudooxynicotine C07826; C15986 C10H14N2O3 -H(-) 100 325 209,1184098 4517,994703 0,61294508 (-)-Jasmonic acid; (+)-7-Isojasmonic acid C08491; C16317 C12H18O3 -H(-) 100 326 210,0569835 3639,474889 0,75781235 2-Nitrofluorene; 3-Amino-6H-dibenzo[b,d]pyran-6-one C10923; C14952 C13H9NO2 -H(-) 100 327 210,07638 2642,986894 0,66582957 Methyldopa anhydrous; Enicoflavine; 3-Hydroxy-5-methyl-L-tyrosine C07194; C09946; C20801 C10H13NO4 -H(-) 100 328 210,0884105 6818,82894 -0,27356362 Zalcitabine C07207 C9H13N3O3 -H(-) 100 329 211,0004026 3543,311925 0,58468652 2-Phosphinomethylmalate C17947 C5H9O7P -H(-) 100 330 211,0611982 29241,42033 -0,731936515 Danielone; n-Propyl gallate C10674; C11155 C10H12O5 -H(-) 100 331 211,0965129 6267,864763 -0,38368747 7-Deoxyloganetin C20790 C11H16O4 -H(-) 91 332 211,13403 4254,792998 0,193108565 Cucurbic acid; Putaminoxin; Traumatin; 12-Oxo-9(Z)-dodecenoic acid C08482; C08509; C16309; C16311 C12H20O3 -H(-) 100 333 211,1702609 4765,850719 0,72618216 cis-11-Methyl-2-dodecenoic acid C18206 C13H24O2 -H(-) 100 334 212,0299798 5970,255311 0,59774968 4-Hydroxylamino-2,6-dinitrotoluene; 2-Hydroxylamino-4,6-dinitrotoluene C16392; C16393 C7H7N3O5 -H(-) 61 335 212,0460601 2677,645284 0,41455582 Deazaflavin C01800 C11H7N3O2 -H(-) 100 336 212,9815248 3319,751608 0,2754083 2-Oxo-3-hydroxy-4-phosphobutanoate C06054 C4H7O8P -H(-) 100 337 213,0146004 8088,883753 0,61308956 3,5-Dinitroguaiacol C17101 C7H6N2O6 -H(-) 100 338 213,0504609 3140,965044 0,63140306 (S)-ACPA C13673 C8H10N2O5 -H(-) 70 339 213,1033562 6888,944029 -0,302312065 Harmaline C06536 C13H14N2O -H(-) 100 340 213,1494355 8793,277356 0,64105999 3-Oxododecanoic acid C02367 C12H22O3 -H(-) 100 341 213,1863369 11779,58667 0,27544324 CAI-1; Tridecanoic acid C16640; C17076 C13H26O2 -H(-) 100 342 213,9984216 17909,75411 0,653249055 4-Nitro-6-oxohepta-2,4-dienedioate C20367 C7H5NO7 -H(-) 100 343 214,049001 9621,001572 0,77134049 sn-Glycero-3-phosphoethanolamine C01233 C5H14NO6P -H(-) 100 344 214,0708476 3103,917796 0,54475012 Succinylproline C11711 C9H13NO5 -H(-) 68 345 214,1453202 1697,358717 0,732276765 Ethyl 3-(N-butylacetamido)propionate C18830 C11H21NO3 -H(-) 100 346 215,0193937 141249,9383 0,34149817 5-Carboxy-2-oxohept-3-enedioate; 5-Carboxymethyl-2-hydroxymuconate; 4-Carbo... C04052; C04186; C18345 C8H8O7 -H(-) 100 347 215,1654874 6526,292013 0,75067937 12-Hydroxydodecanoic acid C08317 C12H24O3 -H(-) 100 348 216,0989908 3875,2919 0,51509151 N-Acetyl-L-citrulline C15532 C8H15N3O4 -H(-) 100 349 216,1350173 3479,659077 -0,181828565 beta-Alanyl-L-lysine; gamma-L-Glutamylputrescine C05341; C15699 C9H19N3O3 -H(-) 100 350 217,083026 8482,780332 0,71472424 gamma-L-Glutamyl-D-alanine C03738 C8H14N2O5 -H(-) 100 351 217,0985131 7836,621384 0,118826295 N-Acetylserotonin; Abrine; Primidone; L-2-Methyltryptophan; (S)-Mephenytoin C00978; C02983; C07371; C16831; C20130 C12H14N2O2 -H(-) 100 352 217,1184267 7512,713989 0,3794408 D-Lysopine C04020 C9H18N2O4 -H(-) 100 353 218,0338834 71191,11633 0,415414335 4-Amino-2-methyl-5-phosphomethylpyrimidine C04556 C6H10N3O4P -H(-) 100 354 218,091705 5635,11994 0,016821141 N(omega)-Nitro-L-arginine C03417 C6H13N5O4 -H(-) 14 355 218,1035009 63457,17272 0,5617184 Pantothenate C00864 C9H17NO5 -H(-) 100 356 219,0222172 2606,710151 0,000427381 2,3-Dihydroxy-4'-chlorobiphenyl; 2-Chloro-4,4'-biphenyldiol C06586; C14191 C12H9ClO2 -H(-) 25 357 219,0351379 15534,7251 0,40328473 Thidiazuron C18812 C9H8N4OS -H(-) 100 358 219,0778323 4338,762655 0,130211825 5-Hydroxy-L-tryptophan; 5-Hydroxytryptophan; Jasminine; N-Hydroxy-L-tryptophan C00643; C01017; C09985; C19716 C11H12N2O3 -H(-) 100 359 220,0829153 2029,697888 0,39673805 N-Acetyl-D-glucosamine; N-Acetyl-D-mannosamine; N-Acetyl-D-galactosamine; N... C00140; C00645; C01132; C02711; C03136; C03878; C05021; C20328 C8H15NO6 -H(-) 100 360 220,1092684 5393,873558 -0,3094283 Formetanate C18668 C11H15N3O2 -H(-) 100 361 220,1463981 4464,818679 -0,406592445 Procarbazine hydrochloride; Procarbazine; Alchorneine; CGP 28014 C07376; C07402; C10566; C15477 C12H19N3O; C12H19N3O. -H(-); -H(-) 100 362 221,0450163 4110,586188 0,54490468 2-Succinylbenzoate; Leptodactylone; Sphagnum acid; 6-(2-Methoxyvinyl)benzo[... C02730; C09271; C10496; C12264; C14106; C14107; C17479; C17480 C11H10O5 -H(-) 100 363 221,0667097 5534,534527 0,69275439 6-Acetyl-D-glucose C02655 C8H14O7 -H(-) 100 364 221,0818133 2985,007764 0,5489392 Apiole; Dillapiole; Diethyl phthalate; Diglycidyl resorcinol ether; Conifer... C10429; C10449; C14175; C19228; C20225 C12H14O4 -H(-) 100 365 221,1182191 5255,4838 -0,63172978 Dehydrovomifoliol; (+/-)-6-Hydroxy-3-oxo-alpha-ionone C02533; C04223 C13H18O3 -H(-) 100 366 221,1546005 10879,68531 -0,010973397 Rishitin; Isokobusone; Kobusone C09715; C16977; C16983 C14H22O2 -H(-) 100 367 223,1336031 4777,558903 0,35909095 (6S,9R)-Vomifoliol; (+/-)-6-Hydroxy-3-oxo-alpha-ionol; Methyl jasmonate; (+... C01760; C04166; C11512; C16318 C13H20O3 -H(-) 100 368 224,056883 3016,592802 0,55065656 4-Amino-4-deoxychorismate; 2-Amino-2-deoxyisochorismate C11355; C18054 C10H11NO5 -H(-) 100 369 224,067704 5161,594546 0,71444398 Ancitabin hydrochloride C13112 C9H11N3O4. -H(-) 100 370 224,1038981 7432,702851 -0,47640365 1-(Methylnitrosoamino)-4-(3-pyridinyl)-1,4-butanediol; alpha-[3-[(Hydroxyme... C19577; C19580; C19603 C10H15N3O3 -H(-) 100 371 224,9364323 34494,51312 -0,76447302 2,5-Dichloro-4-oxohex-2-enedioate C12835 C6H4Cl2O5 -H(-) 6 372 225,0408487 2987,596329 0,186088285 Chorismate; Prephenate; Isochorismate C00251; C00254; C00885 C10H10O6 -H(-) 100 373 225,0765105 9546,739178 0,063827363 Genipin C09780 C11H14O5 -H(-) 100 374 225,0995665 25592,38401 0,212377265 Carnosine C00386 C9H14N4O3 -H(-) 100 375 225,1861179 50833,83997 0,88242376 Myristoleic acid C08322 C14H26O2 -H(-) 100 376 226,0887536 4793,688818 0,76852369 N-Acetoxy-4-aminobiphenyl; N-Hydroxy-4-acetylaminobiphenyl; Flindersine C03621; C04081; C10679 C14H13NO2 -H(-) 52 377 227,0440733 2613,332702 0,690016745 L-Serine-phosphoethanolamine C03872 C5H13N2O6P -H(-) 100 378 227,0674661 5050,376052 0,60249853 Deoxyuridine C00526 C9H12N2O5 -H(-) 100 379 227,0830384 9243,384311 -0,39280617 Ozagrel hydrochloride C13144 C13H12N2O2. -H(-) 100 380 227,1040114 9506,040254 0,65925911 (S)-ATPA C13733 C10H16N2O4 -H(-) 100 381 227,12798 7130,618488 0,55318546 Traumatic acid C16308 C12H20O4 -H(-) 100 382 227,2017419 548834,4479 0,85417029 Tetradecanoic acid C06424 C14H28O2 -H(-) 100 383 228,9933015 5275,404473 0,49868609 DCEBIO C13844 C9H8Cl2N2O -H(-) 6 384 229,1443515 5759,694683 0,66824144 Dodecanedioic acid; Diisopropyl adipate; Dibutyl succinate C02678; C14523; C19143 C12H22O4 -H(-) 100 385 231,0780791 3098,395567 0,629040185 Nalidixic acid; Phenobarbital; Oxabetrinil C05079; C07434; C18878 C12H12N2O3 -H(-) 100 386 232,9763009 1550,382857 0,491131245 Ferrous lactate C17382 C6H10FeO6 -H(-) 25 387 233,154587 4088,244909 0,09348996 Bakkenolide A; Confertifolin; Drimenin; Eremophilenolide; Helminthosporal; ... C09350; C09376; C09399; C09409; C09677; C09686; C09712; C09721; C09739; C09743; C16942; C1C15H22O2 -H(-) 100 388 235,1086361 2577,247988 -0,359625115 Carbetamide; Hexobarbitone C11075; C11723 C12H16N2O3 -H(-) 100 389 235,170269 8809,843575 0,67511147 Latia luciferin; Capsidiol; Helminthosporol; Hernandulcin; Lubimin; Sirenin... C02293; C09627; C09678; C09681; C09700; C09733; C16502; C16946; C17493; C17604 C15H24O2 -H(-) 100 390 237,1860535 23388,25222 0,85461399 Centarol; Daucol; Debneyol; Seiricardine A; Bisabolol oxide A; Bisabolol ox... C09632; C09652; C09653; C09722; C16773; C16774; C16920; C17427 C15H26O2 -H(-) 100 391 239,03564 3502,431184 0,66733855 Alizarin; Danthron; Anthrafravic acid C01474; C10312; C14267 C14H8O4 -H(-) 100 392 239,1150489 30415,77734 0,26022996 Homocarnosine; beta-Alanyl-N(pi)-methyl-L-histidine; N(alpha)-gamma-L-Gluta... C00884; C01262; C04138 C10H16N4O3 -H(-) 100 393 239,2015684 10056,66076 0,7867195 Cryptomeridiol C17676 C15H28O2 -H(-) 100 394 240,1604009 2465,781105 0,7531057 Valeroidine C10869 C13H23NO3 -H(-) 100 395 241,0594422 14812,84403 0,77028251 5-Phosphonooxy-L-lysine; 2-Deoxystreptamine phospahte; 2-Deoxystreptamine 4... C03366; C03828; C03980; C16743 C6H15N2O6P -H(-) 100 396 241,0833633 8903,164822 0,52227777 Thymidine; HC Yellow No. 4 C00214; C19431 C10H14N2O5 -H(-) 100 397 241,1345683 24668,65601 -0,22197191 Selagine C09897 C15H18N2O -H(-) 100 398 241,2175508 63323,32964 0,69722882 Pentadecanoic acid; 12-Methyltetradecanoic acid C16537; C16665 C15H30O2 -H(-) 100 399 242,0787384 13954,29873 0,81255153 Cytidine; Cytosine arabinoside; gamma-Glutamyl-beta-cyanoalanine C00475; C02961; C05711 C9H13N3O5 -H(-) 100 400 243,0623596 40659,38953 0,841872245 Uridine; Pseudouridine; Spongouridine C00299; C02067; C16745 C9H12N2O6 -H(-) 100 401 243,1138747 8296,108003 -0,33779222 Etomidate; Cyclo(L-Phe-L-Pro); 3,3'-Dimethoxybenzidine C07522; C11847; C19231 C14H16N2O2 -H(-) 100 402 243,1964469 8038,031538 0,85161024 2S-Hydroxytetradecanoic acid C13790 C14H28O3 -H(-) 100 403 245,0438369 10339,01109 0,62870458 Glycerophosphoglycerol C03274 C6H15O8P -H(-) 100 404 245,0931305 9225,898183 0,739738525 N-Acetyl-D-tryptophan; Mephobarbital C03137; C07829 C13H14N2O3 -H(-) 100 405 245,1144483 6212,047262 0,6451596 2,4-Bis(acetamido)-2,4,6-trideoxy-beta-L-altropyranose; 2,4-Diacetamido-2,4... C19972; C20424 C10H18N2O5 -H(-) 100 406 246,098083 4784,426848 0,549507855 Linamarin; Valinopine C01594; C19976 C10H17NO6 -H(-) 100 407 249,1495925 4524,338817 0,50231242 Gemfibrozil; Arbusculin A; Ipomeamarone; Piperdial; Warburganal; Xanthoxin;... C07020; C09295; C09689; C09711; C09748; C13453; C13456; C14716; C20403; C20405 C15H22O3 -H(-) 100 408 249,1858941 12760,13076 0,87382668 Methyl farnesoate C16503 C16H26O2 -H(-) 100 409 251,2019206 22094,99285 0,902172055 Hydnocarpic acid C16795 C16H28O2 -H(-) 100 410 253,0320159 4124,448028 0,77406561 L-Djenkolic acid C08275 C7H14N2O4S2 -H(-) 100 411 253,050837 17425,98881 0,61545035 5-L-Glutamyl-taurine; Hispidol; Chrysin; Primetin; Anhydroglycinol; Daidzei... C05844; C08644; C10028; C10121; C10200; C10208; C10291; C10315; C10327; C10329; C10402; C1C15H10O4; C7H14N2O6S -H(-); -H(-) 100 412 253,098073 6447,081857 -0,17471296 10-Hydroxycarbazepine C07493 C15H14N2O2 -H(-) 100 413 253,1195372 3356,478454 0,71588185 Midodrine C07890 C12H18N2O4 -H(-) 100 414 253,1810775 12763,44423 0,85914722 Kikkanol A; Kikkanol D; Kikkanol F; Chrysanthetriol; Prohydrojasmon C17603; C17606; C17608; C17610; C18538 C15H26O3 -H(-) 100 415 254,1502491 5596,353396 -0,181968965 L-Pyrrolysine C16138 C12H21N3O3 -H(-) 100 416 254,981793 44287,65894 0,25609064 Ascorbate 2-sulfate C02812 C6H8O9S -H(-) 100 417 255,0747488 5324,972176 -0,007302709 Nicotinate D-ribonucleoside C05841 C11H14NO6 -H(-) 100 418 255,1135723 7279,768788 0,001818514 Ancymidol; Albonoursin C18774; C20520 C15H16N2O2 -H(-) 100 419 257,1291454 28486,77633 -0,40340905 Cyclo[(Z)-alpha,beta-didehydrophenylalanyl-L-leucyl] C20521 C15H18N2O2 -H(-) 100 420 257,1757477 11720,04238 0,84599358 Dibutyl adipate; Diisobutyl adipate C14253; C14260 C14H26O4 -H(-) 100 421 258,1136591 11856,40697 -0,27628216 Norsanguinine; Norbelladine; Platydesmine C12253; C16701; C16721 C15H17NO3 -H(-) 100 422 258,8985168 15622,19969 -0,590987175 2,2-Bis(bromomethyl)propane-1,3-diol C19199 C5H10Br2O2 -H(-) 6 423 259,0125154 3520,055863 0,46702352 D-Galactose 6-sulfate; D-Glucose 6-sulfate C01067; C02827 C6H12O9S -H(-) 100 424 259,0234418 11247,1954 0,735080925 Oxydeprofos C18984 C7H17O4PS2 -H(-) 100 425 260,0548484 3895,694477 0,29513842 Oxolinic acid C11342 C13H11NO5 -H(-) 39 426 260,9958283 5265,427724 0,26152191 1-Hydroxy-2-methyl-2-butenyl 4-diphosphate C11811 C5H12O8P2 -H(-) 11 427 261,1343435 4729,886357 0,5120759 Triethylene glycol diglycidyl ether C19537 C12H22O6 -H(-) 100 428 263,1024107 3470,385424 0,59033656 Phenylacetylglutamine; Formyl-N-acetyl-5-methoxykynurenamine C04148; C05642 C13H16N2O4 -H(-) 61 429 263,1650764 4207,194119 0,84030467 Dehydrojuvabione; 5-Hydroxy-1-(4-hydroxyphenyl)-3-decanone C09657; C17747 C16H24O3 -H(-) 100 430 264,9520425 11145,94404 -0,14259978 3-Phospho-D-glyceroyl phosphate; 2,3-Bisphospho-D-glycerate; 2,3-Bisphospho... C00236; C01159; C03339 C3H8O10P2 -H(-) 100 431 265,0200809 3981,372463 0,59533435 2,2-Bis(4'-chlorophenyl)ethanol; 2-Chloro-beta-(4-chlorophenyl)phenethyl al... C06639; C14905; C19023 C14H12Cl2O -H(-) 6 432 265,1088705 26294,38241 0,32353981 Nevirapine; SB 200646 C07263; C11739 C15H14N4O -H(-) 100 433 265,1797729 5930,881415 0,74800831 Juvenile hormone II acid; Juvabione; Juvenile hormone III C04834; C09693; C09694 C16H26O3 -H(-) 81 434 265,2172052 6278,280155 0,86889946 Hydroprene C18862 C17H30O2 -H(-) 100 435 267,0732424 118932,7344 0,684543785 Inosine C00294 C10H12N4O5 -H(-) 100 436 267,2325788 43042,08326 0,902966795 omega-Cyclohexylundecanoic acid; 9E-Heptadecenoic acid C12100; C16536 C17H32O2 -H(-) 100 437 267,2686016 4019,370965 -0,129015 Octadecanal C01838 C18H36O -H(-) 100 438 268,0860356 4744,466055 0,811554255 5'-Deoxy-5'-fluoroadenosine C19766 C10H12FN5O3 -H(-) 25 439 269,0454771 13999,29518 0,64180368 Apigenin; 2'-Hydroxydaidzein; Genistein; Sulphuretin; Baicalein; Resokaemph... C01477; C02495; C06563; C08730; C10023; C10037; C10044; C10113; C10294; C10343; C10369; C1C15H10O5 -H(-) 100 440 269,1755417 4715,433385 0,700401755 (10S)-Juvenile hormone III acid diol C16506 C15H26O4 -H(-) 100 441 269,2121247 20638,49864 0,625471355 16-Oxo-palmitate C19614 C16H30O3 -H(-) 100 442 269,2486868 109317,3282 0,64019203 Methyl palmitate C16995 C17H34O2 -H(-) 100 443 271,0616166 11257,40901 -0,282197745 Naringenin; 3,6,9-Trihydroxypterocarpan; Licodione; 2'-Hydroxydihydrodaidze... C00509; C01263; C01592; C03567; C06561; C08578; C09047; C09614; C09751; C09826; C12087; C1C15H12O5 -H(-) 100 444 271,2274468 41413,34455 0,93278572 16-Hydroxypalmitate C18218 C16H32O3 -H(-) 100 445 272,0545375 6367,429814 0,54625526 Adefovir C11277 C8H12N5O4P -H(-) 100 446 274,0385735 2247,50426 0,43092838 L-Tyrosine methyl ester 4-sulfate C04201 C10H13NO6S -H(-) 100 447 274,1048053 11056,26819 0,80068278 (5-L-Glutamyl)-L-glutamine; N-Succinyl-L-citrulline C05283; C18048 C10H17N3O6 -H(-) 100 448 275,0055749 2592,847237 0,43073264 2-(2-Chloro-phenyl)-5-(5-methylthiophen-2-yl)-[1,3,4]oxadiazole C11570 C13H9ClN2OS -H(-) 25 449 275,0225113 5093,059445 0,70686656 GW 9662 C15627 C13H9ClN2O3 -H(-) 25 450 275,2012642 19220,77879 0,908375025 Stearidonic acid; Kinoprene C16300; C19042 C18H28O2 -H(-) 100 451 277,1123709 6253,36969 0,7193523 2-(7'-Methylthio)heptylmalic acid; 3-(7'-Methylthio)heptylmalic acid C17230; C17231 C12H22O5S -H(-) 100 452 277,1432494 5271,71996 0,26711984 2-Ethylhexyl phthalate; Dibutyl phthalate; Diisobutyl phthalate C03343; C14214; C15205 C16H22O4 -H(-) 65 453 277,2170353 469875,6973 0,93397802 (6Z,9Z,12Z)-Octadecatrienoic acid; (9Z,12Z,15Z)-Octadecatrienoic acid; Crep... C06426; C06427; C07289; C08315; C08364; C15201 C18H30O2 -H(-) 100 454 279,0567169 8125,130043 0,482708855 Sulfamonomethoxine; Sulfamethopyrazine C12540; C12616 C11H12N4O3S -H(-) 100 455 279,1608768 5806,171448 0,80689228 1-(3,4-Dihydroxyphenyl)-5-hydroxy-3-decanone; 3,4-Epoxy-6-methylcyclohexylm... C17748; C19417 C16H24O4 -H(-) 100 456 280,2639802 30605,64696 0,87577027 Dodemorph; Oleamide C18786; C19670 C18H35NO -H(-) 100 457 281,1404687 2243,583676 0,67858988 Hymenoxon; Qing Hau Sau; Dihydrophaseic acid C09482; C09538; C15971 C15H22O5 -H(-) 95 458 281,1760442 7370,818387 0,89592144 12-trans-Hydroxy juvenile hormone III C16508 C16H26O4 -H(-) 100 459 281,2357735 178192,8716 0,5407736 Anisotropine methylbromide C06830 C17H32NO2. -H(-) 100 460 281,2487499 4818276,357 0,920595525 (9Z)-Octadecenoic acid; (9E)-Octadecenoic acid; (6Z)-Octadecenoic acid; (11... C00712; C01712; C08363; C08367; C12103 C18H34O2 -H(-) 100 461 283,0253369 7715,350977 0,74137861 Rhein C10401 C15H8O6 -H(-) 100 462 283,1440172 3772,48457 0,51717019 Tropisetron C13666 C17H20N2O2 -H(-) 76 463 283,1911389 8716,17024 0,858250945 (10S)-Juvenile hormone III diol C16505 C16H28O4 -H(-) 100 464 283,2061917 7541,536733 0,33037846 Retinal; 11-cis-Retinal; Lynestrenol; 17,17-Dimethyl-18-norandrosta-4,13-di... C00376; C02110; C13037; C14655; C15016; C15170; C15262; C16681 C20H28O -H(-) 100 465 284,0322364 14390,09335 0,83151153 Riccionidin A C08728 C15H9O6 -H(-) 100 466 284,1249974 5798,971471 0,809327335 HC Blue No. 2 C19429 C12H19N3O5 -H(-) 100 467 285,0495376 10436,24027 0,842013865 5'-Phosphoribosylglycinamide C03838 C7H15N2O8P -H(-) 100 468 285,0766263 3335,042272 0,66252166 (-)-Vestitone; Dihydrobiochanin A; 2'-O-Methyllicodione; Isosakuranetin; Mo... C00786; C02675; C02922; C05334; C08844; C08974; C09044; C09282; C09833; C09920; C09975; C1C16H14O5 -H(-) 100 469 285,1600603 12409,97259 0,36297439 4-Dimethylallyl-L-abrine C20410 C17H22N2O2 -H(-) 100 470 285,2066441 9882,727661 0,833819865 2,3-Dihydroxycyclopentaneundecanoic acid; Hexadecanedioate C14987; C19615 C16H30O4 -H(-) 100 471 285,2218514 6772,974322 -0,12334779 Retinol; 11-cis-Retinol; Ferruginol; Kaur-16-en-18-al; Neoabietal; Levopima... C00473; C00899; C09092; C11873; C11885; C11886; C11887; C16682; C17276; C18220; C18222; C1C20H30O -H(-) 100 Page 43 of 46 Diabetes

472 285,2439708 2987,533217 0,81072107 3-Hydroxy-palmitic acid methyl ester; 2-Methoxyhexadecanoic acid C11849; C13947 C17H34O3 -H(-) 100 473 287,0190641 9106,592337 0,67679095 2-Dehydro-3-deoxy-D-arabino-heptonate 7-phosphate C04691 C7H13O10P -H(-) 31 474 287,0360421 6107,410108 -0,349078195 Terbufos C18693 C9H21O2PS3 -H(-) 100 475 290,0876568 2009,84829 0,72585779 2,7-Anhydro-alpha-N-acetylneuraminic acid; 2-Deoxy-2,3-dehydro-N-acetylneur... C04521; C04580; C08341 C11H17NO8 -H(-) 100 476 291,058057 58127,45498 0,902061045 Etrimfos C18985 C10H17N2O4PS -H(-) 100 477 291,1592081 16340,48076 0,28659776 Trichodermin; Gingerdione C09741; C10459 C17H24O4 -H(-) 100 478 291,1722484 6042,174127 0,312094315 Carteolol C06874 C16H24N2O3 -H(-) 100 479 291,2336564 2563,879061 0,73926336 16alpha-Hydroxysteroid; Hydroxysteroid; 16beta-Hydroxysteroid; 17beta-Hydro... C01090; C02159; C03050; C03051; C03176; C03852; C07632; C10800; C12525; C14975; C15288 C19H32O2 -H(-) 100 480 292,0867119 249328,3252 0,599556295 Triadimefon C11156 C14H16ClN3O2 -H(-) 25 481 293,0882576 47261,75624 0,608905225 Tuliposide B C08570 C11H18O9 -H(-) 100 482 293,1151874 6380,747904 0,84548968 Aspartame C11045 C14H18N2O5 -H(-) 100 483 293,2110436 12043,55384 0,824191095 (9Z)-(13S)-12,13-Epoxyoctadeca-9,11-dienoic acid; 8-[(1R,2R)-3-Oxo-2-{(Z)-p... C04594; C04780; C13798; C14765; C14766; C16316; C16326; C16342; C16346; C19613; C19827 C18H30O3 -H(-) 77 484 293,2486059 4109,216291 0,88113546 Sterculic acid C08366 C19H34O2 -H(-) 100 485 295,153174 4724,937376 0,548983455 Graphinone C09674 C16H24O5 -H(-) 23 486 295,19002 4813,685738 0,85190207 10-Deoxymethynolide C11993 C17H28O4 -H(-) 49 487 295,2276113 31939,55836 0,92028138 (9Z,12Z)-(8R)-Hydroxyoctadeca-9,12-dienoic acid; Vernolic acid; 13(S)-HODE;... C08318; C08368; C14762; C14767; C14825; C14826; C19617 C18H32O3 -H(-) 100 488 295,2639155 19441,29862 0,87285781 Oleic acid methyl ester; 17-Methyl-6Z-octadecenoic acid; Lactobacillic acid C03425; C13787; C13838 C19H36O2 -H(-) 100 489 297,0977311 2496,782662 0,72034955 Thalassemine; Picein C01961; C10720 C14H18O7; C8H19N4O6P -H(-); -H(-) 100 490 297,2432207 69649,25125 0,900426595 2-Oxooctadecanoic acid; Ricinoleic acid; (6R,7S)-6,7-Epoxyoctadecanoic acid... C00869; C08365; C13791; C19418; C19616 C18H34O3 -H(-) 100 491 297,2795322 23647,62443 0,640768975 Nonadecanoic acid; Tuberculostearic acid C16535; C16794 C19H38O2 -H(-) 100 492 299,2017325 4811,447678 0,79138738 Retinoate; 13-cis-Retinoic acid; Spruceanol; Dehydroabietic acid; 19-Norpro... C00777; C07058; C09188; C12078; C14489; C14652; C14684; C14925; C15263; C15307; C15353; C1C20H28O2 -H(-) 100 493 299,2591702 33582,77772 0,90778741 (R)-2-Hydroxystearate; (S)-2-Hydroxystearate; (R)-10-Hydroxystearate C03042; C03045; C03195 C18H36O3 -H(-) 100 494 300,0397268 10578,42383 0,60478461 N-Acetylglucosamine 4-sulfate; N-Acetyl-D-glucosamine 6-sulfate; N-Acetyl-D... C03953; C04132; C04255; C16265 C8H15NO9S -H(-) 100 495 300,1351926 3641,449582 -0,45971832 Febrifugine; Isofebrifugine C10677; C10698 C16H19N3O3 -H(-) 100 496 301,1334806 3978,665415 0,406701785 Nicofetamide C17729 C20H18N2O -H(-) 79 497 301,2036704 9151,368107 0,58734185 Emedastine C07785 C17H26N4O -H(-) 100 498 301,2170171 120253,3608 0,941447225 Abietate; (5Z,8Z,11Z,14Z,17Z)-Icosapentaenoic acid; Methyltestosterone; Iso... C06087; C06428; C07198; C09118; C09148; C09159; C11874; C11888; C11889; C12077; C12083; C1C20H30O2 -H(-) 100 499 302,1501649 3776,653857 0,015954284 N(6)-[(Indol-3-yl)acetyl]-L-lysine C04211 C16H21N3O3 -H(-) 100 500 302,9071334 9796,319769 0,17963263 Dichlorphenamide C07459 C6H6Cl2N2O4S2 -H(-) 6 501 303,2326794 383335,0034 0,93763095 Arachidonate; Acutilol A; 2-Ketoepimanool; Taxa-4(20),11(12)-dien-5alpha,13... C00219; C09057; C09124; C11897; C14493; C14605; C14956; C15176; C15252; C15367; C17920; C2 C20H32O2 -H(-) 100 502 304,0706511 3718,39691 0,533243 Phenylamil C13752 C12H12ClN7O -H(-) 17 503 305,2484148 109222,6632 0,927743465 (8Z,11Z,14Z)-Icosatrienoic acid; 2,7,11-Cembratrien-4,6-diol; Plaunotol; 2a... C03242; C09072; C13273; C14882; C15058; C15376; C15399; C16522 C20H34O2 -H(-) 100 504 306,0764868 5567,584677 0,69703734 Glutathione; Stealthin C C00051; C12392 C10H17N3O6S; C18H13NO4 -H(-); -H(-) 100 505 307,1570797 12403,89359 0,79615262 Inulicin; Cinnamodial C09483; C09638 C17H24O5 -H(-) 20 506 307,1914155 3437,874394 0,824032275 5-O-Methylembelin; Soraphen O C10373; C15818 C18H28O4 -H(-) 100 507 307,2639105 90134,0749 0,92008755 Sclareol; Icosadienoic acid C09183; C16525 C20H36O2 -H(-) 100 508 308,0775042 3420,180034 0,84863192 Isotan B; 7-Deoxypancratistatin C08494; C12255 C14H15NO7 -H(-) 100 509 308,0985829 6243,247472 0,700265795 N-Acetylneuraminate; O-Acetylneuraminic acid; N-Acetyl-alpha-neuraminate; N... C00270; C03525; C19909; C19910 C11H19NO9 -H(-) 100 510 309,1577165 6649,206293 -0,17481044 Sinapine C00933 C16H24NO5 -H(-) 100 511 309,2061202 7293,687555 0,81584144 13(S)-HPOT; (9Z,12Z,15Z)-(7S,8S)-Dihydroxyoctadeca-9,12,15-trienoic acid; D... C04785; C07357; C15753; C16321; C16341; C19936; C20704 C18H30O4 -H(-) 100 512 309,2217341 9547,578453 -0,022078363 14'-apo-beta-Carotenal; Desogestrel C06734; C07629 C22H30O -H(-) 100 513 309,2794185 193849,602 0,911512045 Prostanoic acid; Icosenoic acid C02064; C16526 C20H38O2 -H(-) 100 514 310,1229027 3762,904429 0,717465695 Diethatyl-ethyl C19051 C16H22ClNO3 -H(-) 14 515 311,201915 4845,839962 -0,19077294 16-Dehydroprogesterone; Pregna-4,9(11)-diene-3,20-dione; Levonorgestrel; No... C03207; C04084; C08149; C08153; C14487; C14646; C14677; C14892; C15167; C15388 C21H28O2 -H(-) 100 516 311,2223272 44235,99234 0,907496125 (9Z,11E)-(13S)-13-Hydroperoxyoctadeca-9,11-dienoic acid; (9Z,12Z)-(11S)-11-... C04717; C07338; C07354; C14827; C14831; C14832; C14834; C14836; C19618; C19937; C20186; C2 C18H32O4 -H(-) 100 517 311,2952948 77500,05179 0,42596896 Phytanate; Icosanoic acid C01607; C06425 C20H40O2 -H(-) 100 518 312,2545348 3130,554506 0,78030193 (+)-Prosopinine C10167 C18H35NO3 -H(-) 100 519 313,0394271 26153,65861 0,323124495 Clorazepate C06921 C16H11ClN2O3 -H(-) 25 520 313,0519905 131575,5523 0,7742593 Malaoxon C07498 C10H19O7PS -H(-) 100 521 313,1441729 3871,10394 0,79397953 Heliettin; 2,3-Dehydro-gibberellin A9 C09267; C11866 C19H22O4 -H(-) 100 522 313,2382093 18786,96754 0,893508345 (9Z)-(7S,8S)-Dihydroxyoctadecenoic acid; 9,10-DHOME; 12,13-DHOME; 9,10-Epox... C07355; C14828; C14829; C19620; C20702 C18H34O4 -H(-) 100 523 315,2320737 8202,490312 0,896483215 Pregnenolone; 5alpha-Pregnane-3,20-dione; 20alpha-Hydroxy-4-pregnen-3-one; ... C01953; C03681; C04042; C05479; C10839; C14475; C14962; C15012; C15108; C15156; C15199; C1C21H32O2 -H(-) 100 524 315,2534546 5121,819666 0,816237715 (9R,10R)-Dihydroxyoctadecanoic acid; (9S,10S)-9,10-Dihydroxyoctadecanoate; ... C08314; C15988; C19622 C18H36O4 -H(-) 100 525 316,0452237 2425,766706 0,88728219 7,8-Dihydroneopterin 2',3'-cyclic phosphate C20567 C9H12N5O6P -H(-) 100 526 316,0590969 4348,795863 0,6711939 Petunidin C08727 C16H13O7. -H(-) 100 527 317,1405801 4173,01155 0,38896671 Zearalenone C09981 C18H22O5 -H(-) 79 528 317,196696 3942,477822 0,829560905 (-)-Menthyl O-beta-D-glucoside; (+)-Neomenthyl O-beta-D-glucoside C03962; C04165 C16H30O6 -H(-) 100 529 317,2111218 10497,54089 0,73870808 Leukotriene A4; 4,5-Leukotriene A4; 15-OxoETE; Cyathin A3; Ineketone; ent-7... C00909; C02645; C04577; C09079; C09110; C11875; C13843; C14555; C14628; C14665; C14683; C1C20H30O3 -H(-) 88 530 318,9587162 11977,6438 0,6787419 Chromotropic acid C11323 C10H8O8S2 -H(-) 100 531 319,1213871 3852,879741 0,754819005 Enoxacin C06979 C15H17FN4O3 -H(-) 25 532 319,2279585 22431,51998 0,88985005 (15S)-15-Hydroxy-5,8,11-cis-13-trans-eicosatetraenoate; 5(S)-HETE; 20-HETE;... C04742; C04805; C14748; C14749; C14768; C14769; C14770; C14771; C14776; C14777; C14778; C1C20H32O3 -H(-) 100 533 321,1705868 3886,876448 0,765405685 alpha-Zearalanol; beta-Zearalanol C14752; C14753 C18H26O5 -H(-) 100 534 323,1049541 1972,093037 0,2405371 Mycocyclosin C20517 C18H16N2O4 -H(-) 69 535 323,1484078 4884,045444 -0,28658313 Valacyclovir C07184 C13H20N6O4. -H(-) 86 536 324,0723957 2385,129166 0,86210358 Pancratistatin C08535 C14H15NO8 -H(-) 100 537 324,0942748 2541,56347 0,83916086 N-Glycoloyl-neuraminate C03410 C11H19NO10 -H(-) 100 538 325,0318962 4661,237319 0,393933415 Gliotoxin C10595 C13H14N2O4S2 -H(-) 100 539 325,1035316 2021,785659 0,318850725 Humilixanthin; Dinobuton C08548; C18721 C14H18N2O7 -H(-) 100 540 325,2173565 7272,666535 0,69529939 Promegestone; 12alpha-Methylpregna-4,9(11)-diene-3,20-dione C14208; C15190 C22H30O2 -H(-) 100 541 327,2326036 1066137,487 0,942246945 (4Z,7Z,10Z,13Z,16Z,19Z)-Docosahexaenoic acid; 6alpha-Methylprogesterone; 2a... C06429; C14586; C15116; C15265; C15299 C22H32O2 -H(-) 100 542 329,0628815 18426,49811 0,87433827 Penicillin O C17405 C13H18N2O4S2 -H(-) 100 543 329,1034383 3184,909607 0,85928154 Samaderin A; 3',6'-Dihydroxy-2',4,4'-trimethoxy-chalcone; 2,3-Dihydro-6-hyd... C08781; C14894; C14997; C15019; C17413 C18H18O6 -H(-) 100 544 329,174975 5185,8032 0,832377105 Carnosol; Gibberellin A15; Dicyclohexyl phthalate; Methyl gibberellin A9 C09069; C14162; C14529; C20632 C20H26O4 -H(-) 100 545 329,2339903 29946,35074 0,89618218 9,12,13-TriHOME; 9,10,13-TriHOME; 9,10-Dihydroxy-12,13-epoxyoctadecanoate C14833; C14835; C14837 C18H34O5 -H(-) 100 546 329,2485967 171239,7413 0,92742774 Taxa-4(20),11(12)-dien-5alpha-yl acetate; Ethyl icosapentate; 17beta-Hydrox... C11896; C13364; C15413; C15421; C16184; C16513 C22H34O2 -H(-) 100 547 330,168975 3668,181948 0,50334525 Erythratidine; Bucharaine; Bucharidine; Salmefamol; O-Methyllycorenine; Tet... C09424; C10649; C10652; C11771; C12241; C18373 C19H25NO4 -H(-) 17 548 331,1286041 3238,111747 0,605351925 Zanamivir C08095 C12H20N4O7 -H(-) 7 549 331,1907399 6388,756624 0,86770517 Callicarpone; 7beta,12alpha-Dihydroxykaurenolide; Marrubiin; Premarrubiin; ... C09067; C09081; C09128; C09177; C11853; C11857; C11905; C15068; C15459; C18175 C20H28O4 -H(-) 100 550 331,2493806 9514,585967 0,90255082 9,10,18-Trihydroxystearate C19621 C18H36O5 -H(-) 100 551 331,2639279 59961,41577 0,91400513 5alpha-Androstan-17beta-ol propionate; 7,10,13,16-Docosatetraenoic acid C15373; C16527 C22H36O2 -H(-) 100 552 333,0586817 4048,97414 0,78090459 sn-Glycero-3-phospho-1-inositol; 2-(alpha-D-Galactosyl)-sn-glycerol 3-phosp... C01225; C04641; C04703; C10517 C9H19O11P -H(-) 100 553 333,2793281 7290,642442 0,853414655 13,16,19-Docosatrienoic acid C16534 C22H38O2 -H(-) 100 554 334,1257839 4541,21503 0,601888 N4-(Acetyl-beta-D-glucosaminyl)asparagine C04540 C12H21N3O8 -H(-) 100 555 335,133883 4510,653538 0,7789914 Steroid O-sulfate C02590 C18H24O4S -H(-) 36 556 335,1755686 9438,46609 0,396952405 Apovincamine; Catharanthine; Tabersonine C09035; C09107; C09244 C21H24N2O2 -H(-) 100 557 335,2951534 8254,736374 0,85042769 13,16-Docosadienoic acid C16533 C22H40O2 -H(-) 100 558 337,0343399 46489,2185 0,849595695 Versicolorin A C20583 C18H10O7 -H(-) 96 559 337,0683831 5647,962501 0,67329299 6-(2-Amino-2-carboxyethyl)-7,8-dioxo-1,2,3,4,7,8-hexahydroquinoline-2,4-dic... C15599 C14H14N2O8 -H(-) 100 560 337,1912899 75236,72051 0,396365495 1-Acetylaspidoalbidine; Aspidospermatine; Coronaridine; Epicainide C09019; C09041; C09139; C10940 C21H26N2O2 -H(-) 100 561 337,3109779 45383,42274 0,857079205 Erucic acid C08316 C22H42O2 -H(-) 100 562 338,0387625 6243,307289 0,787600845 1-(5-Phospho-D-ribosyl)-5-amino-4-imidazolecarboxylate; 5-Carboxyamino-1-(5... C04751; C15667 C9H14N3O9P -H(-) 100 563 339,3265937 17407,66965 0,46325171 Docosanoic acid C08281 C22H44O2 -H(-) 100 564 340,1919991 6395,510591 0,43815063 Propafenone C07381 C21H27NO3 -H(-) 100 565 341,1088887 8445,575145 0,49349859 Sucrose; Cellobiose; Maltose; Lactose; Isomaltose; alpha-Maltose; alpha,alp... C00089; C00185; C00208; C00243; C00252; C00897; C01083; C01235; C01518; C01711; C01725; C0C12H22O11 -H(-) 100 566 343,1222802 3797,607289 0,668430415 Melibiitol; Clusianose; Lactitol dihydrate C05399; C08254; C13542 C12H24O11; C12H24O11. -H(-); -H(-) 13 567 343,1914778 2822,40115 0,80569768 11-Dehydrocorticosterone; 21-Deoxycortisone; 3beta-Hydroxy-17-oxoandrost-5-... C05490; C14478; C15135; C15208 C21H28O4 -H(-) 100 568 345,1703544 2605,237369 0,860092525 Microhelenin C; Nobilin; Gibberellin A24; Gibberellin A44; Gibberellin A37;... C09509; C09518; C11861; C12308; C14161; C20633 C20H26O5 -H(-) 100 569 345,2065501 7831,054487 0,81243634 Corticosterone; 3-Oxo-hydroxysteroid; 21-Hydroxy-5beta-pregnane-3,11,20-tri... C02140; C02942; C05477; C05488; C05497; C06391; C15002; C15015; C15304; C15363; C15365 C21H30O4 -H(-) 100 570 345,2422165 7228,302673 0,877997665 Ginkgoic acid; Taxa-4(20),11(12)-dien-5alpha-acetoxy-10beta-ol; 3alpha,21-D... C10794; C11898; C14976 C22H34O3 -H(-) 63 571 346,0558894 27296,55365 0,82200253 AMP; dGMP; Adenosine 2'-phosphate; 3'-AMP; 7-alpha-D-Ribosyladenine 5'-phos... C00020; C00362; C00946; C01367; C04378; C19970 C10H14N5O7P -H(-) 100 572 347,0396397 1930,063383 0,81257129 IMP C00130 C10H13N4O8P -H(-) 100 573 347,1666521 3350,577772 0,69994891 Callytriol C C17005 C23H24O3 -H(-) 53 574 347,185026 2861,465587 0,78162891 Gibberellin A53; Ingenol; Gibberellin A14; Gibberellin A15 open lactone C06094; C09112; C11858; C11860 C20H28O5 -H(-) 56 575 347,2587005 4501,795354 0,88909879 6-Pentadecylsalicylic acid; 17beta-Hydroxy-2alpha-(methoxymethyl)-17-methyl... C10759; C14919 C22H36O3 -H(-) 100 576 348,0870958 1869,425255 0,802113115 S-(Formylmethyl)glutathione; 10-Hydroxydihydrosanguinarine C05247; C14871 C12H19N3O7S; C20H15NO5 -H(-); -H(-) 100 577 349,2013707 5680,666906 0,76644075 (5Z,13E)-11alpha-Hydroxy-9,15-dioxoprost-13-enoate; (5Z,13E)-9alpha-Hydroxy... C04707; C04758; C04835; C06439; C13802; C18171; C18176; C18848; C20214 C20H30O5 -H(-) 100 578 351,019808 809488,7126 0,8341499 Bisphenol A bis(chloroformate) C14346 C17H14Cl2O4 -H(-) 6 579 351,1041843 3386,713342 0,77148682 Benzylpenicilloic acid C16672 C16H20N2O5S -H(-) 15 580 353,2308795 5070,979145 0,846233665 3,3-Difluoro-5alpha-androstan-17beta-yl acetate C14477 C21H32F2O2 -H(-) 5 581 353,2477288 4062,578261 -0,45415592 Bufadienolide C16921 C24H34O2 -H(-) 100 582 354,0216804 19437,80127 0,799287795 Succinyl sulfathiazole C11745 C13H13N3O5S2 -H(-) 100 583 354,1712735 3962,934602 0,64014244 Tetrahydropalmatine; (-)-Argemonine; Glaucine; Xylopinine; N-Methylpavine C02890; C09341; C09446; C09671; C20770 C21H25NO4 -H(-) 100 584 355,2485048 3570,243059 0,57099807 Prostaglandin F1alpha C06475 C20H36O5 -H(-) 100 585 355,2641144 28064,68295 0,88154441 (4Z,7Z,10Z,13Z,16Z,19Z)-Docosahexaenoic acid ethyl ester C16185 C24H36O2 -H(-) 100 586 357,0645295 12060,22835 0,74512249 SC-1271 C10969 C18H15ClN2O4 -H(-) 25 587 357,2792529 14094,90725 0,847960205 Bufanolide C19660 C24H38O2 -H(-) 100 588 359,2951645 4656,480119 0,82103002 5beta-Cholanic acid C19642 C24H40O2 -H(-) 100 589 361,2018402 16364,65607 0,81866017 Cortisol; 18-Hydroxycorticosterone; 4,5alpha-Dihydrocortisone; 17alpha,21-D... C00735; C01124; C03588; C05469; C05473; C08837; C10695; C15034 C21H30O5 -H(-) 100 590 362,0503082 3299,364709 0,698181245 GMP; Guanosine 3'-phosphate; Precursor Z; 8-Oxo-dGMP C00144; C06193; C18239; C19968 C10H14N5O8P -H(-) 100 591 363,0173471 8665,306753 0,62658745 6-Thioinosine-5'-monophosphate C04646 C10H13N4O7PS -H(-) 100 592 363,2153475 25306,34248 0,78770703 Tetrahydrocortisone; 11beta,17alpha,21-Trihydroxy-5beta-pregnane-3,20-dione... C05470; C05471; C05474; C05489 C21H32O5 -H(-) 12 593 363,2327762 5216,578662 0,239700065 Quinestrol C07619 C25H32O2 -H(-) 100 594 365,3420142 31488,38604 0,80929896 (15Z)-Tetracosenoic acid; 10,13-Dimethyl-11-docosyne-10,13-diol C08323; C15398 C24H46O2 -H(-) 100 595 367,2115527 4480,760833 0,75222307 Prostaglandin G2; 6-Keto-prostaglandin E1; 11-Dehydro-thromboxane B2; Plate... C05956; C05962; C05964; C12202; C17653; C17655 C20H32O6 -H(-) 93 596 367,2236167 6000,76472 0,59766114 Perindopril; Perindopril erbumine C07706; C07707 C19H32N2O5; C19H32N2O5. -H(-); -H(-) 100 597 367,357321 21274,17219 0,387610315 Tetracosanoic acid C08320 C24H48O2 -H(-) 100 598 369,3003624 7680,659382 0,777634355 Di(2-ethylhexyl) adipate; Docosanedioate C14240; C19625 C22H42O4 -H(-) 100 599 371,1509495 6896,618329 0,22929861 Arctigenin; Fargesone A; Kadsurin A C10545; C10563; C10640 C21H24O6 -H(-) 100 600 371,2420512 3590,481788 0,81479892 8,8a-Deoxyoleandolide C11989 C20H36O6 -H(-) 26 601 371,2585555 2988,005026 0,790156245 3-Ethoxyandrosta-3,5-dien-17beta-ol propanoate C15057 C24H36O3 -H(-) 100 602 373,1473394 4776,859557 0,29671919 3-(Acetyloxy)-9-mercaptoandrosta-3,5-diene-11,17-dione C14992 C21H26O4S -H(-) 100 603 375,2910566 15584,42389 0,69833457 Lithocholic acid; Isolithocholate C03990; C17658 C24H40O3 -H(-) 100 604 377,1957755 8143,6464 0,474338725 6alpha-Hydroxycortisol; Nigakilactone A C15291; C17012 C21H30O6 -H(-) 76 605 377,2340686 6858,446643 0,84214532 Pleuromutilin; Cornudentanone; F4-Neuroprostane (4-series); F4-Neuroprostan... C09169; C10320; C13818; C13819 C22H34O5 -H(-) 100 606 377,26904 6757,634364 0,869736825 2-Arachidonoylglycerol; 1-Arachidonoylglycerol C13856; C13857 C23H38O4 -H(-) 100 607 378,0890443 2658,850197 0,63740671 Methicillin sodium C13973 C17H19N2O6S. -H(-) 100 608 378,2412512 19595,66828 0,725894125 Sphingosine 1-phosphate C06124 C18H38NO5P -H(-) 100 609 379,0822089 6314,559951 0,60608685 Diphyllin; Tetracenomycin F1 methylester C10559; C12373 C21H16O7 -H(-) 100 610 379,1670357 3590,216751 0,78723767 Vomicine C09255 C22H24N2O4 -H(-) 100 611 380,2568688 8465,902571 0,73763758 Sphinganine 1-phosphate C01120 C18H40NO5P -H(-) 100 612 381,1836271 12082,71401 0,629162285 Akuammine; Aricine; Cabucine; Lochnerinine C09027; C09037; C10904; C11812 C22H26N2O4 -H(-) 35 613 381,3157431 1945,247357 0,68108511 7-Dehydrodesmosterol; Cholesta-3,5-dien-7-one C05107; C15357 C27H42O -H(-) 100 614 383,3522775 3442,694788 0,74873 2-Hydroxytetracosanoic acid C17873 C24H48O3 -H(-) 100 615 385,1661742 6217,03848 0,71068501 Burseran; (+)-Eudesmin C10547; C10561 C22H26O6 -H(-) 100 616 385,2220297 14665,61081 0,82340276 Oleandolide C11990 C20H34O7 -H(-) 81 617 386,9977251 7859,657618 0,186006575 dUDP C01346 C9H14N2O11P2 -H(-) 13 618 389,2690487 7837,020236 0,76924253 Bis(2-ethylhexyl)phthalate; 3alpha,12alpha-Dihydroxy-5beta-chol-6-enoate; D... C03690; C11637; C14227; C14577; C15375 C24H38O4 -H(-) 100 619 391,2852491 38644,09437 0,821383805 Chenodeoxycholate; Deoxycholic acid; Ursodiol; Murideoxycholic acid; Hyodeo... C02528; C04483; C07880; C15515; C15517; C17646; C17660; C17661; C17662; C17664; C17687 C24H40O4 -H(-) 100 620 393,2052751 7482,935869 0,73266488 Bixin; Kazinol A C08582; C09760 C25H30O4 -H(-) 26 621 395,2211466 3457,262382 0,73607594 (9S,10S)-10-Hydroxy-9-(phosphonooxy)octadecanoate C15989 C18H37O7P -H(-) 100 622 397,1680075 10923,7232 0,45018342 L-365260 C15026 C24H22N4O2 -H(-) 97 623 397,3316406 7976,48552 0,66268867 Lauroyl peroxide C19438 C24H46O4 -H(-) 100 624 399,1926907 5540,720129 0,71922067 11-O-Demethyl-17-O-deacetylvindoline C04318 C22H28N2O5 -H(-) 100 625 401,3421215 2659,531794 0,61051729 7alpha-Hydroxycholesterol; Cholesterol-5beta,6beta-epoxide; 7alpha-Hydroxy-... C03594; C05418; C05451; C05500; C05502; C13550; C14151; C15519; C15610; C15882; C15992 C27H46O2 -H(-) 100 626 403,3572662 8478,039366 0,40508732 5alpha-Cholestan-5alpha,6beta-diol; 3alpha,7alpha-Dihydroxy-5beta-cholestane C05424; C05452 C27H48O2 -H(-) 100 627 405,1955625 12491,42342 Argentine C10753 C23H26N4O3 -H(-) 11 628 405,2040244 9820,509128 0,85163894 Lincomycin; Lincomycin hydrochloride C06812; C14002 C18H34N2O6S; C18H34N2O6S. -H(-); -H(-) 10 629 405,2639878 21564,56698 0,70290005 3alpha,7alpha-Dihydroxy-12-oxo-5beta-cholanate; 3alpha,12alpha-Dihydroxy-7-... C01292; C04643; C10298 C24H38O5 -H(-) 100 630 407,2190425 9834,687801 0,820361465 Palmitoylglycerone phosphate C01192 C19H37O7P -H(-) 57 631 407,2800436 162834,6774 0,82209671 Cholic acid; Bile salt; 3alpha,7alpha,12beta-Trihydroxy-5beta-cholanate; Ur... C00695; C01558; C04661; C17644; C17647; C17649; C17650; C17654; C17657; C17667; C17668; C1C24H40O5 -H(-) 100 632 409,2351029 33277,01605 0,88126245 1-Palmitoylglycerol 3-phosphate C04036 C19H39O7P -H(-) 100 633 409,2596384 4133,039313 0,882956295 Sterol 3-beta-D-glucoside C03641 C23H38O6 -H(-) 100 634 411,0089888 2066,519087 0,159835415 dIDP C01344 C10H14N4O10P2 -H(-) 14 635 413,3054263 3878,867764 0,843764785 Diosgenin; Yamogenin; 3-Methoxy-16-octylestra-1,3,5(10)-triene-16beta,17bet... C08898; C08918; C14994; C16509; C20839 C27H42O3 -H(-) 100 636 415,2456613 4746,774537 0,71339417 Alfentanil C08005 C21H32N6O3 -H(-) 100 637 415,320855 5584,260706 0,77808887 Calcitriol; Sarsasapogenin; Secalciferol; Paricalcitol; Smilagenin; Tigogen... C01673; C03963; C07712; C08127; C08913; C08914; C12919; C15633; C16493; C16819; C17331; C1C27H44O3 -H(-) 100 638 416,8888962 6694,652895 -0,29334775 6,6'-Dibromoindigotin C17084 C16H8Br2N2O2 -H(-) 6 639 417,1188894 6320,826968 0,863764675 Barbaloin; Isoliquiritin; Liquiritin; Isobarbaloin; Polygonimitin B C10305; C16978; C16989; C17778; C17809 C21H22O9 -H(-) 100 640 417,1548573 5816,732748 -0,61289191 Euparotin acetate; Liatrin; (+)-Syringaresinol C09435; C09493; C10889 C22H26O8 -H(-) 100 641 417,2093908 3859,787874 0,86306202 17beta-Hydroxy-4-mercaptoandrost-4-en-3-one 4-acetate 17-propionate C15180 C24H34O4S -H(-) 86 642 417,2658992 6091,382855 0,71506637 3alpha,12alpha-Dihydroxy-5beta-pregnan-20-one diacetate C15272 C25H38O5 -H(-) 65 643 418,1220085 1955,566524 0,909445375 Fenvalerate; Esfenvalerate C10988; C18147 C25H22ClNO3 -H(-) 25 644 419,3157984 2409,383987 0,87789083 6-Ethylchenodeoxycholic acid C15636 C26H44O4 -H(-) 100 645 421,1247212 7682,241411 0,37095684 Melithiazol A; Melithiazole E C15696; C15712 C20H26N2O4S2 -H(-) 54 646 421,185698 3295,796069 0,154964048 Valtratum; Isovaltrate; Picrasin F C09801; C16809; C17053 C22H30O8 -H(-) 88 647 421,2266431 2632,839787 0,78451693 1,4-Bis(2-ethylhexyl) sulfosuccinate C07874 C20H38O7S -H(-) 100 648 423,139282 32608,04895 0,64531046 Eprosartan C07467 C23H24N2O4S -H(-) 100 649 423,2756477 2460,720729 0,904616 alpha-Phocaecholic acid C17651 C24H40O6 -H(-) 100 650 425,0802198 11639,38386 0,570819615 S-Glutathionyl-L-cysteine C05526 C13H22N4O8S2 -H(-) 100 651 426,0219737 11838,00103 -0,003680966 ADP; Adenosine 3',5'-bisphosphate; dGDP; Adenosine 2',5'-bisphosphate C00008; C00054; C00361; C03850 C10H15N5O10P2 -H(-) 100 652 427,0054308 3050,49252 0,66789964 IDP; dXDP C00104; C01347 C10H14N4O11P2 -H(-) 100 653 427,3207582 7050,060456 0,90131146 Nandrolone decanoate C08154 C28H44O3 -H(-) 100 654 429,3006646 8004,164864 0,78287554 Nuatigenin; Convallamarogenin; Hecogenin; Ruscogenin; 2,22-Dideoxy-3-dehydr... C04715; C08891; C08902; C08909; C16498; C17337; C17891 C27H42O4 -H(-) 100 655 429,3730881 23349,46169 0,57818055 alpha-Tocopherol; 4beta-Hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3be... C02477; C04814 C29H50O2 -H(-) 100 656 431,170424 5098,642549 0,70034692 Salvinorin A C20196 C23H28O8 -H(-) 100 657 433,0512375 11780,20162 0,65373617 Sodium cloxacillin monohydrate C14010 C19H17ClN3O5S. -H(-) 25 658 433,1132216 3861,420492 0,856793615 Naringenin 7-O-beta-D-glucoside; Phlorizin chalcone; 2',4,4',6'-Tetrahydrox... C09099; C16406; C16407; C16492 C21H22O10 -H(-) 100 659 433,2356866 20538,95025 0,878186705 Oleoylglycerone phosphate C03630 C21H39O7P -H(-) 100 660 434,0252732 3292,312454 0,773715885 Glucoraphenin C08420 C12H21NO10S3 -H(-) 100 661 435,2513702 23692,08017 0,92970243 Stearoylglycerone phosphate C03805 C21H41O7P -H(-) 100 662 441,158285 2744,517055 0,64839739 Cortisol 21-sulfate C02822 C21H30O8S -H(-) 100 663 443,2566136 29013,26984 0,653288245 3-(O-Geranylgeranyl)-sn-glycerol 1-phosphate C04590 C23H41O6P -H(-) 100 664 445,077404 2581,489596 0,779763935 Baicalin C10025 C21H18O11 -H(-) 100 665 445,2957737 5231,081695 0,7743617 3-Dehydro-2-deoxyecdysone C16497 C27H42O5 -H(-) 100 666 445,330701 3742,298355 0,800268795 Stylisterol B; Di-n-decyl phthalate; Diisodecyl phthalate; 3-Dehydroteasterone C14158; C14505; C14578; C15792 C28H46O4 -H(-) 37 667 447,0930841 3429,162333 0,87951624 Quercitrin; Isoorientin; Luteolin 7-O-beta-D-glucoside; Carthamone; Fisetin... C01750; C01821; C03951; C08598; C10042; C10114; C12249; C12626; C16409; C17056 C21H20O11 -H(-) 100 668 447,3109351 4072,76572 0,84316915 Convallagenin A; Digitogenin; 2-Deoxyecdysone C08890; C08896; C16495 C27H44O5 -H(-) 100 669 447,3470839 2496,218233 0,855022695 Teasterone; Typhasterol C15791; C15793 C28H48O4 -H(-) 100 670 449,1855929 3365,268116 0,695795625 Geranylgeranyl diphosphate; ent-Copalyl diphosphate; trans,trans,cis-Gerany... C00353; C06089; C11356; C11901; C11902; C14127; C19815; C19836 C20H36O7P2; C21H30N4O5S -H(-); -H(-) 100 671 449,3263738 6122,722637 0,844523545 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestanoate C04722 C27H46O5 -H(-) 100 672 450,2629855 5063,418749 Terpendole G C20586 C28H37NO4 -H(-) 21 673 451,2390049 2558,795643 0,68824774 Diphenoxylate C07872 C30H32N2O2 -H(-) 100 674 451,342273 5013,089074 0,848931255 5alpha-Cyprinol C16890 C27H48O5 -H(-) 100 675 453,1121852 2647,624 0,31014785 Carfecillin C11752 C23H22N2O6S -H(-) 100 676 455,2177438 5021,350502 0,78142905 Vindoline C01626 C25H32N2O6 -H(-) 100 677 455,3159532 6584,522781 0,80499288 Callystatin A C16891 C29H44O4 -H(-) 100 678 459,2734669 4912,360798 0,51001632 Hydrocortisone caproate C13422 C27H40O6 -H(-) 31 679 461,1092138 902,592879 0,91330087 Isoscoparine; 6-Methoxyluteolin 7-rhamnoside; Swertiajaponin; Tectoridin; H... C05990; C10104; C10187; C10533; C17762 C22H22O11 -H(-) 100 680 463,305357 7416,089347 0,89186865 Ecdysone; Ponasterone A; 3-Epiecdysone C00477; C08835; C16496 C27H44O6 -H(-) 81 681 463,972686 4045,167157 0,5966506 Tartrazine C07574 C16H9N4O9S2. -H(-) 83 682 464,3027336 4975,053553 0,903092055 Glycocholate C01921 C26H43NO6 -H(-) 100 683 465,3039684 330347,5677 0,9295401 Cholesterol sulfate C18043 C27H46O4S -H(-) 100 684 466,3070314 95960,82607 0,93319994 Oxethazaine C12552 C28H41N3O3 -H(-) 100 685 467,235676 2030,254318 0,513073295 Gentamicin A C01917 C18H36N4O10 -H(-) 100 686 469,3318727 6842,96128 0,87882578 Glycyrrhetinate; 3alpha-Hydroxyglycyrrhetinate; Gypsogenin C02283; C03930; C08950 C30H46O4 -H(-) 100 687 471,3474784 6999,002345 0,89937788 Gratiogenin; Echinocystic acid; Alphitolic acid; Crataegolic acid; Siaresin... C08808; C08942; C16912; C16939; C17067; C17070; C17460 C30H48O4 -H(-) 100 688 473,3625727 3113,400799 0,82946831 Sapelin A; Bryodulcosigenin; Soyasapogenol A C08634; C08789; C17419 C30H50O4 -H(-) 94 689 474,2847993 9068,998701 0,70233059 Progeldanamycin C15823 C27H41NO6 -H(-) 63 690 475,1968361 2931,771852 0,73738235 2-Methoxyestrone 3-glucuronide C11132 C25H32O9 -H(-) 100 691 478,1978656 3527,810958 0,84868866 Nicardipine C07264 C26H29N3O6 -H(-) 100 692 479,2572339 4269,173986 0,84409094 Clocapramine dihydrochloride C12937 C28H37ClN4O. -H(-) 23 693 482,2939917 4214,067086 0,46558753 Taurolithocholate C02592 C26H45NO5S -H(-) 100 694 483,2306804 6376,211845 -0,320636945 Kanamycin A; Kanamycin C; Kanamycin sulfate C01822; C01823; C08046 C18H36N4O11; C18H36N4O11. -H(-); -H(-) 100 695 483,2733658 4246,740812 0,857922885 Stigmatellin Y C12150 C29H40O6 -H(-) 26 696 483,3113425 12314,2878 0,92576247 Propapyriogenin A2 C08971 C30H44O5 -H(-) 100 697 485,292767 4416,748605 0,89212471 Hydrocortisone cypionate C08176 C29H42O6 -H(-) 23 698 485,3263233 18517,64834 0,91498974 Quillaic acid; Alisol C; Glabric acid; Acerinol C08972; C17461; C17764; C17842 C30H46O5 -H(-) 100 699 491,1931621 5500,699608 0,52645296 Palmatoside G C17507 C25H32O10 -H(-) 100 700 493,2087794 5344,214343 0,511484505 Glaucarubinone; Soularubinone C08763; C08784 C25H34O10 -H(-) 100 701 493,3149931 3834,514272 0,8821305 Makisterone B; Makisterone A C08829; C16874 C28H46O7 -H(-) 18 702 498,2888496 67708,42187 0,86506203 Taurodeoxycholate; Taurochenodeoxycholate; Tauroursodeoxycholic acid C05463; C05465; C16868 C26H45NO6S -H(-) 100 703 499,3058183 19011,97745 0,85032952 11-Deoxocucurbitacin I C08807 C30H44O6 -H(-) 100 704 499,3783831 3178,141638 0,769376905 3beta-Hydroxylanostane-7,11-dione acetate C15379 C32H52O4 -H(-) 100 705 503,1612486 2914,564447 0,6845867 Raffinose; Panose; Galactomannan; Maltotriose; Isomaltotriose; 6-alpha-Malt... C00492; C00713; C00883; C01835; C02160; C03367; C03661; C03848; C05404; C06219; C08239; C0C18H32O16 -H(-) 100 706 503,2665879 2493,587706 0,85324734 Ceanothine B C10001 C29H36N4O4 -H(-) 100 707 505,9881417 4576,931078 -0,174921235 ATP; dGTP; 2-Hydroxy-dATP C00002; C00286; C19969 C10H16N5O13P3 -H(-) 100 708 514,1718085 1984,993551 0,249056755 13-Dihydrocarminomycin C12431 C26H29NO10 -H(-) 100 709 514,2847639 2784588,564 -0,538098905 Taurocholate; Taurohyocholate C05122; C15516 C26H45NO7S -H(-) 100 710 515,1943197 4036,140552 0,73854655 Harrisonin; Spicatin C08766; C09551 C27H32O10 -H(-) 18 711 515,264928 26037,30591 0,17428372 Ajugalactone C08810 C29H40O8 -H(-) 100 712 517,0973656 2051,558525 0,73997396 Apigenin 7-(6''-malonylglucoside); Malonylgenistin C10020; C16192 C24H22O13 -H(-) 54 713 517,3157146 5567,108253 0,797586115 Cucurbitacin F; Cucurbitacin O C08798; C08803 C30H46O7 -H(-) 58 714 517,373858 2721,169884 0,851336955 13-beta-D-Glucosyloxydocosanoate C04103 C28H54O8 -H(-) 100 715 521,3469618 2354,019849 0,84833044 1-Oleoylglycerophosphocholine C03916 C26H53NO7P -H(-) 32 716 521,9862019 3627,901497 0,47284633 GTP; 8-Oxo-dGTP C00044; C19967 C10H16N5O14P3 -H(-) 5 717 525,1143559 2483,878631 0,34782493 3-Hydroxy-L-tyrosyl-AMP C11462 C19H23N6O10P -H(-) 100 718 525,2529661 7635,452711 Nebramycin factor 4 C18000 C19H38N6O11 -H(-) 100 719 528,2633046 5254,974279 0,50902534 Glycochenodeoxycholate 7-sulfate C15559 C26H43NO8S -H(-) 100 720 529,4616561 11599,83109 -0,64660019 Epoxymurin-A C08484 C35H62O3 -H(-) 100 721 532,1300573 793,1316469 0,15215057 cyclo-Dopa-glucuronylglucoside C17752 C21H27NO15 -H(-) 100 722 534,0863587 775,9842882 0,777556565 Lipoyl-AMP C16238 C18H26N5O8PS2 -H(-) 11 723 554,2682737 18612,37661 Butirosin A; Butirosin B; Oxyapramycin C17585; C17586; C17997 C21H41N5O12 -H(-) 100 724 556,1359563 484,5737037 0,144641335 Lissamine rhodamine B C20348 C27H29N2O7S2. -H(-) 36 725 558,3085446 52585,39794 0,45238397 Auriculine C10280 C31H45NO8 -H(-) 59 726 577,3734556 7559,970242 0,82991773 Asparagoside A; Timosaponin A-I C08886; C17074 C33H54O8 -H(-) 84 727 579,3046183 19964,073 0,57579866 Hordatine B C08308 C29H40N8O5 -H(-) 100 728 591,260308 3521,859791 0,19262883 Pheophorbide a C18021 C35H36N4O5 -H(-) 100 729 595,3820669 3530,056738 0,89727819 Astaxanthin C08580 C40H52O4 -H(-) 5 730 602,274956 8282,100554 0,38189003 Irinotecan carboxylate C11365 C33H39N4O7 -H(-) 100 731 609,1819883 659,3267869 0,814259705 Hesperidin; Neohesperidin C09755; C09806 C28H34O15 -H(-) 100 732 627,344548 3789,639562 0,74626827 Kad 1229 C13326 (C19H24NO3)2. -H(-) 100 733 630,2483369 6006,351916 0,35023108 N1,N5,N10-Tricaffeoyl spermidine C18070 C34H37N3O9 -H(-) 7 734 641,2509393 2161,266941 0,625515165 Cannabisin E C17909 C36H38N2O9 -H(-) 100 735 650,1382864 256303,1018 0,586636965 Hemine C06767 C34H32ClFeN4O4 -H(-) 6 736 655,4206282 8224,714703 0,7631467 Enalkiren C07466 C35H56N6O6 -H(-) 27 737 663,3740088 1886,673695 0,813034745 Phytolaccoside B C08968 C36H56O11 -H(-) 100 738 684,4542791 1785,077197 0,77124977 Pepstatin C00773 C34H63N5O9 -H(-) 100 739 740,1981798 2768,805692 0,69930393 Pelargonidin 3-O-beta-D-glucoside 5-O-(6-coumaroyl-beta-D-glucoside) C16349 C36H37O17 -H(-) 10 740 741,4925795 5002,355166 0,5347895 Mycolactone C12151 C44H70O9 -H(-) 17 741 742,195263 1345,876373 0,24870605 Cyanidin 3-O-(6''-glucosyl-2''-xylosylgalactoside); Cyanidin 5-O-beta-D-glu... C08612; C20493 C32H39O20 -H(-) 100 742 742,4823754 14000,43666 0,295979605 Pilocereine C09609 C45H65N3O6 -H(-) 11 743 743,5812304 20128,96552 0,42938149 1-Hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphonocholine C13876 C42H83NO7P -H(-) 15 744 746,4828328 20826,59569 0,48043194 Spinetoram C18894 C42H69NO10 -H(-) 20 745 765,9885512 921,0414938 0,794616075 UDP-N-acetyl-D-galactosamine 4,6-bissulfate C04589 C17H27N3O23P2S2 -H(-) 100 746 790,2596082 2809,141168 0,672183185 UDP-3-O-(3-hydroxytetradecanoyl)-D-glucosamine C06022 C29H51N3O18P2 -H(-) 7 747 790,4762321 12353,45513 0,45260993 Immunomycin C12102 C43H69NO12 -H(-) 40 748 818,7894884 4180,577541 0,14993475 1D-myo-Inositol 1,5-bis(diphosphate) 2,3,4,6-tetrakisphosphate C20690 C6H20O30P8 -H(-) 6 749 865,5332477 8052,796799 0,84835863 Nanchangmycin C12047 C47H78O14. -H(-) 52 750 883,4684649 5414,370175 0,33775279 Deltonin; Gracillin C08894; C08901 C45H72O17 -H(-) 76 751 889,495454 2252,233067 0,39604041 Avermectin A2b; Avermectin B2a C11960; C11975 C48H74O15 -H(-) 100 752 895,3645183 2862,081663 0,527299315 Precorrin 6Y C06319 C44H56N4O16 -H(-) 6 753 914,5135232 2956,939011 0,46657072 Tylosin C01457 C46H77NO17 -H(-) 33 754 941,5093804 3838,153312 0,569692255 Carnosifloside III; Arvensoside A; Lemmatoxin; Oleanoglycotoxin-A; Soyasapo... C08791; C08923; C08958; C08963; C08983 C48H78O18 -H(-) 17 755 982,504076 4920,472402 0,576384875 Adrenorphin C16108 C44H69N15O9S -H(-) 100 Diabetes Page 44 of 46

Supplementary Dataset 3 contains the ion annotation data for liver db/db mice, with reported ion m/z, average intensity, annotation scores, names, IDs and formulas. ionIdx ionMz ionAverageInt ionQualTIC Top annotation name Top annotation ids Top annotation formula Top annotation ion Top annotation score 1 57,03424908 7350,541694 0,54624209 Acetone; Propanal; Allyl alcohol; (2R)-1,2-Epoxypropane; (S)-1,2-Epoxypropa... C00207; C00479; C02001; C11506; C11507; C15508 C3H6O -H(-) 100 2 59,01354243 35958,64274 0,930045275 Acetate; Glycolaldehyde C00033; C00266 C2H4O2 -H(-) 100 3 71,01374399 42751,22781 0,946068615 Acrylic acid; Methylglyoxal; Glycidaldehyde; Propiolactone; Malonaldehyde C00511; C00546; C19246; C19297; C19440 C3H4O2 -H(-) 100 4 73,02942362 30048,04709 0,90823567 Propanoate; (S)-Lactaldehyde; (R)-Lactaldehyde; 3-Hydroxypropanal; Hydroxya... C00163; C00424; C00937; C00969; C05235; C05999; C10920; C17530 C3H6O2 -H(-) 100 5 74,02471389 25456,55168 0,937936935 Glycine; Nitroethane; Acetohydroxamic acid; Methyl carbamate C00037; C01837; C06808; C19445 C2H5NO2 -H(-) 100 6 83,01318535 3837,264387 0,65586317 4-Hydroxy-2-butynal; 3-Butynoate; 2(5H)-Furanone; 2(3H)-Furanone C02648; C06144; C17601; C17602 C4H4O2 -H(-) 100 7 85,02945798 34157,68739 0,94557911 Diacetyl; gamma-Butyrolactone; 2-Butenoate; 2-Butyne-1,4-diol; Cyclopropane... C00741; C01770; C01771; C02497; C16267; C16835; C19201; C19309; C19443 C4H6O2 -H(-) 100 8 87,0086765 14545,29751 0,91651392 Pyruvate; 3-Oxopropanoate; 3-Hydroxypropenoate; Ethylene carbonate C00022; C00222; C12069; C20363 C3H4O3 -H(-) 100 9 88,0404763 10994,65643 0,858796865 L-Alanine; beta-Alanine; D-Alanine; Sarcosine; Alanine; Urethane; 2-Nitropr... C00041; C00099; C00133; C00213; C01401; C01537; C02116; C11488 C3H7NO2 -H(-) 100 10 89,02443515 121792,6382 0,871232185 Glycerone; (S)-Lactate; (R)-Lactate; D-Glyceraldehyde; 3-Hydroxypropanoate;... C00184; C00186; C00256; C00577; C01013; C01432; C02154; C02426 C3H6O3 -H(-) 100 11 93,03454858 53796,97862 -0,93665874 Phenol; Arene oxide; Phenol C00146; C01782; C15584 C6H6O -H(-) 100 12 94,02983887 9480,139594 -0,73638323 2-Hydroxypyridine C02502 C5H5NO -H(-) 100 13 94,98059437 3829353,253 -0,925159365 Methanesulfonic acid C11145 CH4SO3 -H(-) 100 14 95,013547 22420,41374 0,52387518 Protoanemonin; Furfural C07090; C14279 C5H4O2 -H(-) 100 15 96,00906445 4446,547692 -0,56064075 Maleimide C07272 C4H3NO2 -H(-) 100 16 97,0655645 10678,50917 -0,93105841 Cyclohexanone; (E)-2-Hexenal; 3-Hexenal C00414; C08497; C16310 C6H10O -H(-) 100 17 98,02455309 11355,4163 -0,769116375 Succinimide; Hymexazol C07273; C11103 C4H5NO2 -H(-) 100 18 101,0244125 79419,30154 -0,3343066 2-Oxobutanoate; Acetoacetate; Succinate semialdehyde; 2-Methyl-3-oxopropano... C00109; C00164; C00232; C00349; C06002 C4H6O3 -H(-) 100 19 101,0604536 11725,07704 -0,55601755 Pentanoate; 3-Methylbutanoic acid; 2-Methylbutyrate C00803; C08262; C18319 C5H10O2 -H(-) 100 20 101,0722127 15082,34273 0,80045101 N-Nitrosodiethylamine C14422 C4H10N2O -H(-) 100 21 102,056017 50199,01316 0,951748165 4-Aminobutanoate; N,N-Dimethylglycine; (R)-3-Amino-2-methylpropanoate; D-2-... C00334; C01026; C01205; C02261; C02356; C02721; C03284; C03665; C05145; C11109; C11735; C19514 C4H9NO2 -H(-) 100 22 103,040044 21837,01242 0,898103535 4-Hydroxybutanoic acid; (R)-3-Hydroxybutanoate; 3-Hydroxy-2-methylpropanoat... C00989; C01089; C01188; C01991; C03197; C05984; C06001; C14601 C4H8O3 -H(-) 100 23 104,0353735 15704,1617 0,866207455 L-Serine; Serine; D-Serine C00065; C00716; C00740 C3H7NO3 -H(-) 100 24 107,050008 6039,587348 -0,135298655 Benzyl alcohol; Anisole; 3-Cresol; 4-Cresol; o-Cresol; Aromatic primary alc... C00556; C01403; C01467; C01468; C01542; C03485 C7H8O -H(-) 100 25 108,0124462 5309,046105 0,85423207 Hypotaurine C00519 C2H7NO2S -H(-) 100 26 108,0207042 13201,44208 0,886075435 p-Benzosemiquinone; o-Benzosemiquinone C02389; C05060 C6H5O2 -H(-) 100 27 108,0455091 12142,40818 -0,76553175 2-Aminophenol; 4-Hydroxyaniline; Hydroxylaminobenzene; m-Aminophenol C01987; C02372; C02720; C05058 C6H7NO -H(-) 100 28 109,0294512 12641,40525 -0,55836007 Catechol; Hydroquinone; Resorcinol; Benzenediol; 5-Methyl-2-furaldehyde; Ca... C00090; C00530; C01751; C01785; C11115; C15571 C6H6O2 -H(-) 100 29 109,0408514 15834,62383 0,896817445 N-Acetylimidazole; Imidazole-4-acetaldehyde C02560; C05130 C5H6N2O -H(-) 100 30 110,0247839 13112,30503 0,77565923 2,5-Dihydroxypyridine; 3,4-Dihydroxypyridine; 2,6-Dihydroxypyridine; 3-Hydr... C01059; C02932; C03056; C03927; C05942 C5H5NO2 -H(-) 100 31 111,0089346 31672,38794 0,55383655 2-Furoate C01546 C5H4O3 -H(-) 100 32 111,0200749 44906,4914 0,90626356 Uracil; Maleic hydrazide C00106; C18474 C4H4N2O2 -H(-) 100 33 112,0515682 4115,458113 0,037526157 Creatinine; 3-(N-Nitrosomethylamino)propionitrile C00791; C19280 C4H7N3O -H(-) 100 34 113,0245091 185266,5089 0,95951897 2-Hydroxy-2,4-pentadienoate; cis-Acetylacrylate C00596; C07091 C5H6O3 -H(-) 100 35 114,0201752 4347,250427 0,81755805 Maleamate C01596 C4H5NO3 -H(-) 100 36 114,0560644 43888,73812 0,87542227 L-Proline; D-Proline; Proline; 3-Acetamidopropanal C00148; C00763; C16435; C18170 C5H9NO2 -H(-) 100 37 115,0037173 136268,7212 0,90475404 Fumarate; Maleic acid; Formylpyruvate C00122; C01384; C02150 C4H4O4 -H(-) 100 38 115,0401523 6459,163228 0,54947197 3-Methyl-2-oxobutanoic acid; 3-Oxopentanoic acid; 5-Oxopentanoate; 2-Oxopen... C00141; C02233; C03273; C06255 C5H8O3 -H(-) 100 39 115,0764425 5688,127753 0,249459035 Hexanoic acid; 4-Hydroxyhexan-3-one; trans-1,2-Cyclohexanediol; Isoamyl for... C01585; C02948; C03739; C12293; C12304; C12313 C6H12O2 -H(-) 100 40 116,0354337 3829,987976 0,78195408 L-Aspartate 4-semialdehyde; 2-Amino-3-oxobutanoate; L-2-Amino-3-oxobutanoic... C00441; C03214; C03508; C20250 C4H7NO3 -H(-) 100 41 116,0717828 114691,0872 0,867589235 L-Valine; 5-Aminopentanoate; Betaine; D-Norvaline; L-Norvaline; 2-Amino-2-m... C00183; C00431; C00719; C01799; C01826; C03571; C06417; C07457; C15987; C16436 C5H11NO2 -H(-) 100 42 117,0194555 305683,3579 0,9105182 Succinate; Methylmalonate; Methyl oxalate C00042; C02170; C10900 C4H6O4 -H(-) 100 43 117,0556349 5829,478177 0,7854172 5-Hydroxypentanoate; 3-Hydroxyisovalerate C02804; C20827 C5H10O3 -H(-) 100 44 118,0509336 19991,9813 0,884994925 L-Threonine; L-Homoserine; D-Threonine; 2-Methylserine; 4-Amino-3-hydroxybu... C00188; C00263; C00820; C02115; C03678; C05519; C11108; C12317 C4H9NO3 -H(-) 100 45 118,9807374 412352,7695 0,496234685 Mercaptopyruvate C00957 C3H4O3S -H(-) 100 46 119,0171003 7116,532281 -0,688117205 3-(Methylthio)propionic acid C08276 C4H8O2S -H(-) 100 47 119,0504295 21762,17407 0,675586105 Phenylacetaldehyde; Styrene oxide; 4-Hydroxystyrene; p-Tolualdehyde; Acetop... C00601; C02083; C05627; C06758; C07113; C07209; C07214; C20782 C8H8O -H(-) 100 48 121,0295328 454695,1072 -0,814960865 Benzoate; Aromatic acid; 4-Hydroxybenzaldehyde; 3-Hydroxybenzaldehyde; Sali... C00180; C00539; C00633; C03067; C06202; C15474 C7H6O2 -H(-) 100 49 121,040026 45849,57981 -0,21831027 Nicotinamide; Picolinamide; Isonicotineamide C00153; C01950; C02421 C6H6N2O -H(-) 100 50 122,0246897 10829,92824 -0,70220423 Nicotinate; Nitrobenzene; Isonicotinic acid; Picolinic acid C00253; C06813; C07446; C10164 C6H5NO2 -H(-) 100 51 126,0558238 4800,194923 -0,55570471 (S)-2,3,4,5-Tetrahydropyridine-2-carboxylate; delta1-Piperideine-2-carboxyl... C00450; C04092; C08268; C08292; C10149; C13694 C6H9NO2 -H(-) 100 52 127,0513951 162271,3112 0,94179976 5,6-Dihydrothymine; gamma-Amino-gamma-cyanobutanoate; alpha-Amino-gamma-cya... C00906; C05715; C05717 C5H8N2O2 -H(-) 100 53 127,0759594 5910,987169 0,067699684 Ethyl tiglate; Cyclohexane-1-carboxylate; Butyl acrylate; 1-Oxa-2-oxo-3-met... C08487; C09822; C10921; C10976; C11950; C13714; C13717 C7H12O2 -H(-) 100 54 128,0354487 292445,5247 0,918862435 4-Oxoproline; Pidolic acid; 5-Oxo-D-proline; L-1-Pyrroline-3-hydroxy-5-carb... C01877; C01879; C02237; C04281; C04282 C5H7NO3 -H(-) 100 55 129,0193867 15052,32643 0,894352885 2,5-Dioxopentanoate; Itaconate; Mesaconate; Acetylpyruvate; (E)-Glutaconate... C00433; C00490; C01732; C02132; C02214; C02226; C02800 C5H6O4 -H(-) 100 56 129,0556215 6927,217461 0,67948213 4-Methyl-2-oxopentanoate; (S)-3-Methyl-2-oxopentanoic acid; 2-Oxohexanoic a... C00233; C00671; C00902; C01012; C02122; C02129; C03241; C03465; C03467; C03500; C06008; C06102; C12314; C14530 C6H10O3 -H(-) 100 57 129,092149 6310,375997 0,047441416 Ethyl isovalerate; Isoamyl acetate; Heptanoic acid C12290; C12296; C17714 C7H14O2 -H(-) 100 58 130,0510409 10814,96183 0,864896985 5-Aminolevulinate; cis-4-Hydroxy-L-proline; N-Acetyl-beta-alanine; 5-Amino-... C00430; C01015; C01073; C01110; C01157; C01165; C03341; C03440; C03651; C03741; C05147; C19706 C5H9NO3 -H(-) 100 59 130,0873119 348830,5046 0,90722695 L-Leucine; L-Isoleucine; D-Leucine; L-Norleucine; 6-Aminohexanoate; (3R)-be... C00123; C00407; C01570; C01933; C02378; C02486; C06418; C08263; C16434; C16439; C16647 C6H13NO2 -H(-) 100 60 131,0349593 15617,21134 0,86402363 Glutarate; 2-Acetolactate; Deoxyribonolactone; 4-Hydroxy-2-oxopentanoate; 2... C00489; C00900; C02674; C03589; C04106; C04181; C06010; C11838 C5H8O4 -H(-) 100 61 131,0461255 17660,66073 0,91879487 L-Asparagine; N-Carbamoylsarcosine; D-Asparagine; Glycylglycine; 3-Ureidopr... C00152; C01043; C01905; C02037; C02642; C16438; C19258; C19301 C4H8N2O3 -H(-) 100 62 131,0826563 66767,52458 0,140937 L-Ornithine; D-Ornithine; Ornithine; (2R,4S)-2,4-Diaminopentanoate; D-Ornit... C00077; C00515; C01602; C03943; C11320 C5H12N2O2; C5H12N2O2. -H(-); -H(-) 100 63 132,030291 62899,76112 0,941057775 L-Aspartate; D-Aspartate; Aspartate; Iminodiacetate C00049; C00402; C16433; C19911 C4H7NO4 -H(-) 100 64 133,0142922 513141,4425 0,83617261 (S)-Malate; (R)-Malate; Malate; 3-Dehydro-L-threonate C00149; C00497; C00711; C03064 C4H6O5 -H(-) 100 65 133,0659189 4048,611311 0,714297 Indan-1-ol; Cinnamyl alcohol; Phenylacetone; Chavicol; Isochavicol C01710; C02394; C15512; C16930; C20464 C9H10O -H(-) 100 66 135,0311726 131515,2574 0,957651765 Hypoxanthine C00262 C5H4N4O -H(-) 100 67 135,0456362 38866,11442 0,81985849 Phenyl acetate; Toluate; 4-Hydroxyphenylacetaldehyde; Benzylformate; 3,4-Di... C00548; C01454; C03765; C05613; C06224; C07085; C07086; C07189; C07211; C07215; C10700; C10761; C14087; C15583; C20645 C8H8O2 -H(-) 100 68 136,0404465 8688,712952 0,40941884 Anthranilate; 4-Aminobenzoate; N-Methylnicotinate; 4-Nitrotoluene; 3-Nitrot... C00108; C00568; C01004; C14394; C19486; C19597 C7H7NO2 -H(-) 100 69 136,0507024 5319,188978 0,67058909 Isoniazid C07054 C6H7N3O -H(-) 100 70 138,023079 925294,7639 -0,992963705 3-Aminopropanesulfonate C03349 C3H9NO3S -H(-) 100 71 138,0557807 6509,094835 -0,4942925 Gabaculine C12110 C7H9NO2 -H(-) 100 72 139,9759002 7549,390767 0,090962783 Carbamoyl phosphate C00169 CH4NO5P -H(-) 100 73 141,019833 199749,8312 -0,987630965 2-Hydroxymuconate semialdehyde; cis,cis-Muconate; 2-Oxo-2,3-dihydrofuran-5-... C00682; C02480; C03586; C03647; C03743; C04105; C06603; C14516; C14610; C20448 C6H6O4 -H(-) 100 74 141,0669951 15349,13327 0,8818208 Ectoine C06231 C6H10N2O2 -H(-) 100 75 142,0508665 4855,003411 0,032605473 2-Hydroxymethylclavam C17357 C6H9NO3 -H(-) 100 76 143,0350591 61035,90929 0,8123897 2,3-Dimethylmaleate; Triacetate; Methylitaconate; 2-Methyleneglutarate; 2-H... C00922; C01757; C02295; C02930; C19821; C19822; C19826 C6H8O4 -H(-) 100 77 143,0461597 26013,38664 0,94620046 N-Nitrosoproline C19485 C5H8N2O3 -H(-) 100 78 143,107685 8769,208028 0,23105136 Octanoic acid; Valproic acid C06423; C07185 C8H16O2 -H(-) 100 79 144,0126031 3741,117757 0,800174595 3,4-Dehydrothiomorpholine-3-carboxylate C04445 C5H7NO2S -H(-) 100 80 144,0456156 11551,59265 0,077210352 3-Methyleneoxindole; Isocarbostyril; Quinolin-2-ol; 4-Hydroxyquinoline; 2(1... C02796; C06324; C06338; C06343; C06415; C08493; C19434 C9H7NO -H(-) 100 81 144,0667561 16844,64642 0,920148105 4-Acetamidobutanoate; 6-Amino-2-oxohexanoate; (S)-5-Amino-3-oxohexanoic aci... C02946; C03239; C03656; C04076; C05825 C6H11NO3 -H(-) 100 82 145,0140908 4959,872867 0,83247277 2-Oxoglutarate; Oxaloacetate 4-methyl ester; 5-Hydroxy-2,4-dioxopentanoate;... C00026; C03716; C05406; C06030; C06316 C5H6O5 -H(-) 100 83 145,06186 1295014,082 0,93785426 L-Glutamine; Glutamine; D-Glutamine; 3-Ureidoisobutyrate; Isoglutamine C00064; C00303; C00819; C05100; C16673 C5H10N2O3 -H(-) 100 84 145,0982449 172227,6798 0,11347004 L-Lysine; D-Lysine; (3S)-3,6-Diaminohexanoate; (3S,5S)-3,5-Diaminohexanoate... C00047; C00739; C01142; C01186; C05161; C16440; C20277 C6H14N2O2 -H(-) 100 85 146,0247499 215567,0026 -0,953035145 Indole-5,6-quinone; Isatin C05579; C11129 C8H5NO2 -H(-) 100 86 146,0459419 199733,9546 0,95626703 L-Glutamate; D-Glutamate; Glutamate; O-Acetyl-L-serine; L-threo-3-Methylasp... C00025; C00217; C00302; C00979; C03618; C03790; C05574; C05938; C05941; C12269 C5H9NO4 -H(-) 100 87 146,0650965 72913,97504 0,93898457 5-Methylthiopentanaldoxime C17245 C6H13NOS -H(-) 100 88 147,0292798 38216,47491 0,742280035 D-Arabinono-1,4-lactone; 2-Dehydro-3-deoxy-L-arabinonate; Citramalate; (R)-... C00652; C00684; C00815; C01087; C01114; C02266; C02612; C02614; C02630; C02753; C02994; C03196; C03826; C05405; C06029; C06031; C06C5H8O5 -H(-) 100 89 147,0663917 12384,73291 0,901274295 (R)-Mevalonate; (R)-Pantoate; (S)-Mevalonate; 3,6-Dideoxy-L-galactose; 2,3-... C00418; C00522; C02104; C03348; C04104; C06007; C06471 C6H12O4 -H(-) 100 90 148,043442 9840,664008 0,80524105 L-Methionine; D-Methionine; Methionine; Penicillamine C00073; C00855; C01733; C07418 C5H11NO2S -H(-) 100 91 148,9911206 123276,1338 0,551799715 Thiodiacetic acid C14872 C4H6O4S -H(-) 100 92 149,0461425 10962,7612 0,798294095 D-Ribose; D-Xylose; D-Arabinose; L-Arabinose; D-Ribulose; D-Xylulose; L-Xyl... C00121; C00181; C00216; C00259; C00309; C00310; C00312; C00476; C00508; C01394; C01488; C01508; C01510; C02096; C02204; C02205; C02C5H10O5 -H(-) 100 93 149,0607597 29386,58984 0,953716665 Tolylacetate; 4-Coumaryl alcohol; Phenylpropanoate; p-Hydroxypropiophenone;... C01963; C02646; C05629; C13342; C15513; C16706; C17883; C19291; C20697 C9H10O2 -H(-) 100 94 150,0561074 5329,235633 0,038672168 N-(Acetyloxy)benzenamine; N-Methylanthranilate; N-Methyl-4-aminobenzoate; (... C02709; C03005; C03522; C04350; C04353; C06804; C07301; C16571; C17755; C17756; C18623; C20634 C8H9NO2 -H(-) 100 95 151,0261405 340694,0649 0,940878395 Xanthine; Alloxanthine C00385; C07599 C5H4N4O2 -H(-) 100 96 151,0765404 24038,26394 -0,140995115 3-Isopropylcatechol C01014 C9H12O2 -H(-) 100 97 152,9957801 20451,36228 0,95470944 Propanoyl phosphate; Hydroxyacetone phosphate; Glycerol 1,2-cyclic phosphate C02876; C03505; C03947 C3H7O5P -H(-) 100 98 153,0555771 5152,162703 0,39179152 Vanillyl alcohol; 2,6-Dimethoxyphenol C06317; C10787 C8H10O3 -H(-) 100 99 154,0292354 4240,721402 0,7818678 N-Methylethanolamine phosphate; D-1-Aminopropan-2-ol O-phosphate; L-1-Amino... C01210; C04122; C04126 C3H10NO4P -H(-) 29 100 154,0623061 294902,2075 0,91257444 L-Histidine; Histidine; 3-(Pyrazol-1-yl)-L-alanine; D-Histidine C00135; C00768; C01162; C06419 C6H9N3O2 -H(-) 100 101 154,9751645 24244,55233 0,86256373 2-Phosphoglycolate C00988 C2H5O6P -H(-) 100 102 154,997424 6952,757158 0,60316402 Potassium 2,6-dihydroxytriazinecarboxylate C15997 C4H2N3O4. -H(-) 100 103 155,0463263 6328,414724 0,80073348 4-Imidazolone-5-propanoate; (S)-3-(Imidazol-5-yl)lactate; Imidazole lactate... C03680; C03817; C05568; C19481 C6H8N2O3 -H(-) 100 104 156,0667204 10927,76854 -0,357592805 Paramethadione; 2-Hydroxyethylclavam; Ethadione; 3-Methylcrotonylglycine C07411; C17361; C17724; C20828 C7H11NO3 -H(-) 100 105 157,0366837 10658,29803 0,906730265 Allantoin; (R)(-)-Allantoin; (S)-Allantoin C01551; C02348; C02350 C4H6N4O3 -H(-) 100 106 157,050684 4404,817769 -0,040698387 2-Isopropylmaleate; (1S,4S)-4-Hydroxy-3-oxocyclohexane-1-carboxylate; 5-D-(... C02631; C04670; C04815; C05126 C7H10O4 -H(-) 100 107 157,0868604 4934,866465 -0,21970914 Ethyl 3-oxohexanoate; 3-Oxovalproic acid; 2-n-Propyl-4-oxopentanoic acid C02975; C16652; C16655 C8H14O3 -H(-) 100 108 157,1233604 16308,26374 -0,14995099 Nonanoic acid C01601 C9H18O2 -H(-) 100 109 158,0608397 5855,784037 -0,42181358 Indole-3-acetaldehyde; 3-Methyl-quinolin-2-ol; Echinopsine; N-Hydroxy-1-ami... C00637; C06345; C10663; C14789 C10H9NO -H(-) 100 110 158,0824099 10790,93623 0,879320745 5-Acetamidopentanoate; (-)-Betonicine; 3-Hydroxystachydrine; Calystegin A3 C03087; C08269; C10151; C10850 C7H13NO3 -H(-) 100 111 159,0446967 3864,869083 0,68374306 Naphthalene-1,2-diol; 2-Formyl-1-indanone; 1-Formyl-2-indanone; 1,4-Dihydro... C03012; C07719; C07726; C14785; C16213 C10H8O2 -H(-) 100 112 159,066366 5492,592221 0,58163798 Pimelate; (1S,3R,4S)-3,4-Dihydroxycyclohexane-1-carboxylate; 2-Propylsuccin... C02656; C04687; C16657 C7H12O4 -H(-) 100 113 159,078437 3763,225227 0,847801895 D-Alanyl-D-alanine; N5-Methyl-L-glutamine; N(gamma)-Acetyldiaminobutyrate; ... C00993; C03153; C06442; C10996; C19929 C6H12N2O3 -H(-) 100 114 159,1141376 4568,319319 0,17960857 N6-Methyl-L-lysine C02728 C7H16N2O2 -H(-) 100 115 160,0402783 17135,8675 -0,73214838 4,8-Dihydroxyquinoline; 4,6-Dihydroxyquinoline; Quinoline-3,4-diol; Quinoli... C05637; C05639; C06330; C06342; C11503; C16716; C19837 C9H7NO2 -H(-) 100 116 160,0616508 11397,51187 0,89819956 L-2-Aminoadipate; N-Methyl-L-glutamate; O-Acetyl-L-homoserine; beta-Alanopi... C00956; C01046; C01077; C02207; C03210; C05016; C06234; C17581; C19694 C6H11NO4 -H(-) 100 117 161,0456863 99019,99235 0,896634255 Lichenin; (R)-3,3-Dimethylmalate; 3-Ethylmalate; 2-Hydroxyadipate; (R)-2-Et... C00478; C01088; C01989; C02360; C02488; C02991; C03652; C03761; C03827; C03979; C06158; C06159; C06474; C06478; C06485; C11592; C16C6H10O5 -H(-) 100 118 161,0811464 14434,17044 0,68244034 beta-Cymaropyranose; Oleandrose C08234; C08237 C7H14O4 -H(-) 100 119 163,0612158 8866,1323 0,778392945 L-Rhamnose; 2-Deoxy-D-glucose; L-Rhamnulose; 6-Deoxy-D-galactose; 6-Deoxy-L... C00507; C00586; C00861; C01018; C01019; C01684; C01721; C02095; C02338; C02431; C02476; C02522; C02781; C07326; C08258; C08259; C08C6H12O5 -H(-) 100 120 163,076619 13381,70139 -0,3767384 p-Cumate; Evodone; beta-Thujaplicin; gamma-Thujaplicin; Eugenol; Isoeugenol... C06578; C09858; C09904; C09905; C10453; C10469; C12303; C19229; C19729 C10H12O2 -H(-) 100 121 164,0213881 42000,15652 -0,922788945 4-Methylthiobutylthiohydroximate C17243 C5H11NOS2 -H(-) 100 122 164,0351945 6959,080736 -0,52435082 4-Pyridoxolactone; 4-Nitroacetophenone; 3,4-Dihydroxymandelonitrile; Formyl... C00971; C02803; C03757; C05653; C06052; C15769 C8H7NO3 -H(-) 100 123 164,0718616 129033,1101 0,94552487 L-Phenylalanine; Phenylalanine; D-Phenylalanine; Benzocaine; Tricaine; Meto... C00079; C02057; C02265; C07527; C18090; C18747; C19565; C19578; C20487; C20488 C9H11NO2 -H(-) 100 124 165,019176 624309,8507 -0,8035377 Phthalate; 4-Hydroxyphenylglyoxylate; Terephthalate; 3-Formylsalicylic acid... C01606; C03590; C06337; C14096; C14100 C8H6O4 -H(-) 100 125 165,0401741 28452,09546 0,888079015 D-Xylonate; L-Arabinonate; D-Arabinonate; D-Ribonate; L-Xylonate; L-Lyxonate C00502; C00545; C00878; C01685; C05411; C05412 C5H10O6 -H(-) 100 126 166,0507833 5286,92985 -0,340203135 Pyridoxal; D-4-Hydroxyphenylglycine; 3-Hydroxy-4-methylanthranilate; 3-Meth... C00250; C03493; C03986; C05831; C06051; C12323; C14170; C14171; C20821 C8H9NO3 -H(-) 100 127 167,021031 460781,1944 0,971260695 Urate C00366 C5H4N4O3 -H(-) 100 128 167,0708208 4501,61183 0,44425595 N-Trimethyl-2-aminoethylphosphonate C06459 C5H15NO3P -H(-) 100 129 167,0821519 4103,464108 0,57522291 Pyridoxamine; Cyclo(deltaAla-L-Val); 4-PIOL C00534; C11846; C13710 C8H12N2O2 -H(-) 100 130 168,0432246 52925,97895 0,816810575 Phosphodimethylethanolamine C13482 C4H12NO4P -H(-) 100 131 168,0663545 3194,162791 0,47420591 Pyridoxine; L-Noradrenaline C00314; C00547 C8H11NO3 -H(-) 100 132 168,0777041 6049,953688 0,799800215 N(pi)-Methyl-L-histidine; Nalpha-Methylhistidine C01152; C03298 C7H11N3O2 -H(-) 100 133 169,0625195 10842,26715 0,70971629 N-Nitrosoguvacoline C19482 C7H10N2O3 -H(-) 100 134 171,0063988 442967,0343 0,975566835 sn-Glycerol 3-phosphate; sn-Glycerol 1-phosphate; Glycerol 2-phosphate; DL-... C00093; C00623; C02979; C03189 C3H9O6P -H(-) 100 135 171,1026798 9298,809143 0,365459055 9-Oxononanoic acid C16322 C9H16O3 -H(-) 100 136 171,1390786 11962,7382 0,532107 Decanoic acid; p-Menthane-3,8-diol; Isoamyl isovalerate; Ethyl octanoate C01571; C02904; C12289; C12292 C10H20O2 -H(-) 100 137 172,0760233 6680,270776 0,50067881 1,3-Dimethyl-8-isoquinolinol; Pyroquilon C12346; C18487 C11H11NO -H(-) 100 138 172,0977907 18613,77361 0,918591145 N-Acetyl-L-leucine; Swainsonine C02710; C10173 C8H15NO3 -H(-) 100 139 173,0093706 18943,12143 0,930651035 cis-Aconitate; trans-Aconitate; Dehydroascorbate C00417; C02341; C05422 C6H6O6 -H(-) 100 140 173,0575684 5169,102414 0,86158398 N-Formimino-L-glutamate; Formylisoglutamine C00439; C16674 C6H10N2O4 -H(-) 100 141 173,0711148 4248,020894 -0,14748371 (Indol-3-yl)acetamide; Indole-3-acetaldehyde oxime; Edaravone C02693; C02937; C13008 C10H10N2O -H(-) 100 142 173,0819138 7638,671075 0,616308155 Suberic acid; Dimethyl adipate; 2-Propylglutaric acid; Dimethoxane C08278; C14570; C16658; C19402 C8H14O4 -H(-) 100 143 173,0933878 9600,412428 0,87381911 N-Acetylornithine; N5-Ethyl-L-glutamine C00437; C01047 C7H14N2O3 -H(-) 100 144 173,1041079 16840,29 -0,800231425 L-Arginine; D-Arginine; Amino acid(Arg-) C00062; C00792; C02385 C6H14N4O2 -H(-) 100 145 174,0172576 8229,358385 0,850162415 Monodehydroascorbate C01041 C6H7O6 -H(-) 100 146 174,0885015 3676,635247 0,88099706 L-Citrulline C00327 C6H13N3O3 -H(-) 100 147 175,0246597 2277968,453 0,941705555 Ascorbate; D-Glucuronolactone; 2-Hydroxy-3-oxoadipate; L-xylo-Hexulonolacto... C00072; C02670; C03217; C03289; C03387; C04053; C04349; C04471; C06033; C06430; C06440; C19806; C20364 C6H8O6 -H(-) 92 148 177,0201282 11196,88614 -0,19032757 7,8-Dihydroxycoumarin; 5,7-Dihydroxychromone; Esculetin; Caffeoquinone C03093; C09001; C09263; C16828 C9H6O4 -H(-) 100 149 177,0557805 6434,794515 0,746897545 Vermelone; Coniferyl aldehyde; 3-Acetyl-6-methoxybenzaldehyde; 1,2-Dihydrox... C01624; C02666; C10667; C14784; C20327; C20646 C10H10O3 -H(-) 100 150 177,0919481 5373,382819 -0,32845047 Methyleugenol; Methylisoeugenol; 4-t-Butylbenzoic acid; 1,1-Dimethylethyl b... C10454; C10478; C14535; C14709; C17663; C17665; C17666; C17782 C11H14O2 -H(-) 100 151 178,0509525 6822,235487 0,81047353 Hippurate; N-Acetylanthranilate; 2,5,6-Trihydroxy-5,6-dihydroquinoline; 3-S... C01586; C06332; C06339; C19569 C9H9NO3 -H(-) 100 152 179,0560828 301141,5035 0,957948175 D-Glucose; D-Fructose; D-Galactose; myo-Inositol; D-Mannose; beta-D-Glucose... C00031; C00095; C00124; C00137; C00159; C00221; C00247; C00267; C00737; C00738; C00764; C00795; C00936; C00962; C00984; C01452; C01C6H12O6 -H(-) 60 153 180,0663025 66916,25456 0,942438365 L-Tyrosine; Tyrosine; L-threo-3-Phenylserine; 3-Amino-3-(4-hydroxyphenyl)pr... C00082; C01536; C03290; C04368; C06420; C19579; C19712; C20807 C9H11NO3 -H(-) 100 154 181,0505734 17857,48204 0,92830336 3-(4-Hydroxyphenyl)lactate; (R)-3-(4-Hydroxyphenyl)lactate; 3-(2,3-Dihydrox... C03672; C03964; C04044; C05582; C05583; C10447; C10680; C12622 C9H10O4 -H(-) 100 155 181,0710782 35550,39081 0,26085904 Mannitol; D-Sorbitol; D-Iditol; L-Iditol; Galactitol; L-Glucitol C00392; C00794; C01489; C01507; C01697; C01722 C6H14O6 -H(-) 100 156 181,0851565 5953,474779 -0,60354388 Dacarbazine C06936 C6H10N6O -H(-) 100 157 182,0577965 4793,477865 0,80080414 4-Amino-2-hydroxylamino-6-nitrotoluene C16403 C7H9N3O3 -H(-) 100 158 182,9933176 35365,41488 0,223267215 2-Pyrone-4,6-dicarboxylate; Chelidonic acid C03671; C08476 C7H4O6 -H(-) 100 159 183,0062408 14165,2508 -0,14652707 L-3,4-Dihydroxybutan-2-one 4-phosphate C15556 C4H9O6P -H(-) 100 160 184,0015947 35089,42765 0,880531965 O-Phospho-L-serine; O-Phospho-D-serine C01005; C02532 C3H8NO6P -H(-) 100 161 184,1089174 8057,127435 0,90781176 Isocarbamid C19047 C8H15N3O2 -H(-) 100 162 184,9900348 13749,24962 0,68927914 4-Sulfobenzaldehyde C06679 C7H6O4S -H(-) 56 163 185,0567816 22332,27325 0,923901975 AMPA C13672 C7H10N2O4 -H(-) 100 164 185,1183415 4154,408315 0,29553773 10-Oxodecanoate; (3R)-6-Hydroxy-3-isopropenyl-heptanoate; (5R)-6-Hydroxy-5-... C02217; C11404; C11406; C11417; C11420; C13945; C17620; C20714 C10H18O3 -H(-) 100 165 185,1545352 6110,246277 0,48623961 Undecanoic acid C17715 C11H22O2 -H(-) 100 166 186,1133965 3025,333825 0,923334655 8-Amino-7-oxononanoate; (E)-2-Butenyl-4-methyl-threonine C01092; C12029 C9H17NO3 -H(-) 100 167 187,0972391 17851,56254 0,88805783 Azelaic acid; Eucommiol C08261; C17878 C9H16O4 -H(-) 100 168 187,1086095 14094,36127 0,92276549 Glycyl-leucine; N6-Acetyl-L-lysine; 6-Acetamido-3-aminohexanoate; N2-Acetyl... C02155; C02727; C03846; C12989 C8H16N2O3 -H(-) 100 169 188,0364372 4056,549218 0,67733252 4-Hydroxy-2-quinolinecarboxylic acid; N-Acetylisatin; 1-Nitronaphthalene-5,... C01717; C02172; C14800; C14802; C16715; C18621 C10H7NO3 -H(-) 82 170 188,0564514 46654,09597 0,932151675 N-Acetyl-L-glutamate; L-2-Amino-6-oxoheptanedioate; AminoDHQ C00624; C03871; C12109 C7H11NO5 -H(-) 100 171 188,0926723 6141,74507 0,846399815 Castanospermine; (2S)-2-{[1-(R)-Carboxyethyl]amino}pentanoate; Alexine; Aus... C02256; C06326; C10124; C10132; C11843 C8H15NO4 -H(-) 100 172 189,0403632 9267,513231 0,830821965 3-Dehydroquinate; 4-Hydroxy-4-methyl-2-oxoadipate; 4-Hydroxy-2-oxo-heptaned... C00944; C04049; C05601; C06201 C7H10O6 -H(-) 100 173 189,0587389 5532,935988 0,88029486 2-Oxo-7-methylthioheptanoic acid C17220 C8H14O3S -H(-) 100 174 189,0887747 3583,42667 0,863559395 LL-2,6-Diaminoheptanedioate; meso-2,6-Diaminoheptanedioate C00666; C00680 C7H14N2O4 -H(-) 100 175 190,0144726 10163,3697 -0,747175695 5,6-Indolequinone-2-carboxylic acid C17938 C9H5NO4 -H(-) 100 176 190,0533933 4163,041914 0,74154228 N-Acetylmethionine C02712 C7H13NO3S -H(-) 100 177 190,9737412 8555,051446 0,6529122 2-Chloromaleylacetate C06329 C6H5ClO5 -H(-) 11 178 191,0195997 124215,8391 0,6445089 Citrate; Isocitrate; (1R,2S)-1-Hydroxypropane-1,2,3-tricarboxylate; 5-Dehyd... C00158; C00311; C00451; C00679; C02780; C03600; C03921; C04575; C04617; C12649 C6H8O7; C6H8O7. -H(-); -H(-) 100 179 191,0562258 3356,425434 0,86115885 Quinate; 2D-5-O-Methyl-2,3,5/4,6-pentahydroxycyclohexanone; Valiolone C00296; C01295; C12113 C7H12O6 -H(-) 100 180 191,0837871 3846,286597 0,87209415 Acanthicifoline; 2,6-Dihydroxy-N-methylmyosmine C09907; C16151 C10H12N2O2 -H(-) 73 181 192,0670545 5821,385152 0,75939214 (3-Arylcarbonyl)-alanine; Phenylacetylglycine; 5,6-Dihydroxy-3-methyl-2-oxo... C03450; C05598; C06726; C09962; C10581; C16587; C16595 C10H11NO3 -H(-) 100 182 193,0350349 24293,91607 0,94906324 D-Glucuronate; D-Galacturonate; D-Tagaturonate; 3-Dehydro-L-gulonate; D-Fru... C00191; C00333; C00558; C00618; C00905; C01062; C02024; C03342; C06472; C06473; C06477; C08348; C08350; C15673; C16245 C6H10O7 -H(-) 100 183 193,050591 17054,22849 0,835277765 Scytalone; Ferulate; 6-Hydroxymellein; 2,4,8-Trihydroxy-1-tetralone; Isofer... C00779; C01494; C02379; C09974; C10470; C10477; C11233; C12204; C16982 C10H10O4 -H(-) 100 184 193,0868825 8486,342346 -0,373157305 Zingerone; Isobutylparaben C17497; C20342 C11H14O3 -H(-) 100 185 194,082323 4787,196235 -0,34859887 L-Tyrosine methyl ester; Metyrosine; Damascenine; alpha-Methyl-m-tyrosine; ... C03404; C07921; C10588; C11820; C16586; C18622; C20800 C10H13NO3 -H(-) 100 186 195,0508729 1135988,65 0,930516245 D-Gluconic acid; D-Mannonate; L-Idonate; L-Gulonate; D-Altronate; D-Galacto... C00257; C00514; C00770; C00800; C00817; C00880; C03215; C15930 C6H12O7 -H(-) 100 187 195,1387068 10603,64247 0,753909585 Ethyl(E,Z)-decadienoate; (1S,2R,4S)-(-)-Bornyl acetate; Geranyl acetate; Li... C08486; C09837; C09861; C09863; C11338; C12300; C12301; C12302; C12306 C12H20O2 -H(-) 100 188 196,0276548 7780,233337 0,90244052 Tauropine C01616 C5H11NO5S -H(-) 100 189 196,0386666 11766,46446 0,90998417 2-Amino-5-phosphopentanoic acid; FR 900098 C13734; C17942 C5H12NO5P -H(-) 100 190 196,0722253 13843,71913 0,915958735 N-Acetyl-L-histidine; Methyl5-(but-3-en-1-yl)amino-1,3,4-oxadiazole-2-carbo... C02997; C12245; C19430 C8H11N3O3 -H(-) 100 191 196,109036 992,6843749 0,86888224 Nitrilacarb C18954 C9H15N3O2 -H(-) 100 192 196,9939854 60353,93229 -0,956528185 2-Oxopropyl-CoM C11497 C5H10O4S2 -H(-) 100 193 197,0561638 32421,89133 0,967720685 L-Mimosine; Clavaminic acid C04771; C06660 C8H10N2O4 -H(-) 100 194 198,0173486 4856,29246 0,83912367 O-Phospho-L-homoserine; O-Phosphorylhomoserine; L-Threonine O-3-phosphate; ... C01102; C05702; C12147; C12215 C4H10NO6P -H(-) 100 195 198,0573576 4540,691084 0,83335721 Dictamnine; Isodictamnine; 5-Nitroacenaphthene; 4-Nitrobiphenyl C10660; C10697; C19269; C19473 C12H9NO2 -H(-) 61 196 198,0883457 8719,875475 0,90876004 gamma-Glutamyl-beta-aminopropiononitrile C06114 C8H13N3O3 -H(-) 100 197 199,0009566 34456,08968 -0,23997416 D-Erythrose 4-phosphate; D-Threose 4-phosphate; Erythrulose 1-phosphate; D-... C00279; C03109; C03394; C03604 C4H9O7P -H(-) 100 198 199,1703664 46460,53749 0,95383626 Dodecanoic acid C02679 C12H24O2 -H(-) 100 199 200,9863704 48022,38694 -0,729906675 4-Sulfobenzoate C02236 C7H6O5S -H(-) 100 200 201,0048277 12358,98391 -0,82463497 (1E,3E)-4-Hydroxybuta-1,3-diene-1,2,4-tricarboxylate; (1E)-4-Oxobut-1-ene-1... C04324; C04434; C05364 C7H6O7 -H(-) 100 201 201,0187805 6374,304138 -0,037588563 Bergaptol; Xanthotoxol; Isobergaptol; 6-Hydroxyangelicin C00758; C00841; C18084; C18085 C11H6O4 -H(-) 100 202 201,1131176 7653,595235 0,85475302 Sebacic acid; Diethyl adipate; Dimethyl suberate C08277; C14566; C17803 C10H18O4 -H(-) 100 203 202,0717342 3919,364953 0,75191462 N2-Acetyl-L-aminoadipate C12986 C8H13NO5 -H(-) 100 204 203,0704625 17300,53139 -0,29356733 3-Butylidene-7-hydroxyphthalide C09921 C12H12O3 -H(-) 100 205 203,0825122 38553,3568 0,92153382 L-Tryptophan; D-Tryptophan; Tryptophan; Ethotoin; Idazoxan; Nirvanol C00078; C00525; C00806; C07839; C10968; C14916 C11H12N2O2 -H(-) 100 206 203,1048671 4460,694272 0,84846592 N6-Acetyl-N6-hydroxy-L-lysine; N5-(L-1-Carboxyethyl)-L-ornithine C03955; C04210 C8H16N2O4 -H(-) 80 207 204,0303529 5332,969899 -0,54354095 Xanthurenic acid; 6-Hydroxykynurenate; 6-Hydroxykynurenic acid C02470; C05663; C08480 C10H7NO4 -H(-) 100 208 204,0675744 3861,511681 0,76965779 Indolelactate; 5-Methoxyindoleacetate; Gentianamine; Swietenidin B C02043; C05660; C09961; C10741 C11H11NO3 -H(-) 100 209 204,9581228 5647,436184 -0,439104885 Dichloran C11000 C6H4Cl2N2O2 -H(-) 6 210 204,9984236 6445,032762 0,387624205 3-Oxalomalate C01990 C6H6O8 -H(-) 100 211 205,0354445 4271,201569 0,62307167 (R)-2-Hydroxybutane-1,2,4-tricarboxylate; 2-Methylcitrate; (2S,3R)-3-Hydrox... C00725; C01251; C02225; C04593; C05662; C16241 C7H10O7; C8H14O2S2 -H(-); -H(-) 100 212 205,0858408 3976,865997 0,80833828 Benzyl 2-methyl-3-oxobutanoate; p-Methoxycinnamic acid ethyl ester; 3-Dimet... C04000; C10476; C12458; C14567 C12H14O3 -H(-) 76 213 205,1234638 6908,696771 0,39285608 Ibuprofen; Plastoquinol-1 C01588; C02185 C13H18O2 -H(-) 100 214 205,1596142 212803,862 0,91365662 alpha-Irone; (+)-trans-alpha-Irone; 4-Octylphenol; 4-tert-Octylphenol C09690; C11350; C14132; C14205 C14H22O -H(-) 100 215 206,0487522 9365,289944 0,450729935 S-(2-Hydroxyethyl)-N-acetyl-L-cysteine C14876 C7H13NO4S -H(-) 100 216 206,0821105 9191,637383 0,897088915 N-Acetyl-L-phenylalanine; N-Acetyl-D-phenylalanine; Cantleyine; Rhexifoline... C03519; C05620; C09933; C09986; C20126 C11H13NO3 -H(-) 100 217 207,0119764 3699,150041 0,8768912 1-Naphthalenesulfonic acid; 2-Naphthalenesulfonic acid C16201; C16202 C10H8O3S -H(-) 100 218 207,0660847 504910,089 -0,990000305 6-Methoxymellein; Sinapoyl aldehyde; Benzylsuccinate C02381; C05610; C09816 C11H12O4 -H(-) 81 219 207,1390026 19162,55446 0,096342597 4-Heptyloxyphenol C14236 C13H20O2 -H(-) 100 220 209,0450704 4993,851566 0,7678507 5-Hydroxyferulic acid methyl ester C05619 C10H10O5 -H(-) 100 221 209,0961412 3248,29254 0,87052125 Lactaroviolin; p-Methoxystilbene C09696; C14679 C15H14O -H(-) 94 222 210,0882445 40495,53773 0,94482753 Zalcitabine C07207 C9H13N3O3 -H(-) 100 223 211,0012961 25660,01088 0,9361743 2-Phosphinomethylmalate C17947 C5H9O7P -H(-) 100 224 211,0829918 4975,517463 0,88223386 Perseitol; Volemitol C08255; C08260 C7H16O7 -H(-) 100 225 211,1338228 12901,99894 0,89691612 Cucurbic acid; Putaminoxin; Traumatin; 12-Oxo-9(Z)-dodecenoic acid C08482; C08509; C16309; C16311 C12H20O3 -H(-) 100 226 212,9550645 7940,329597 0,59740591 4-Bromophenylacetate C03076 C8H7BrO2 -H(-) 25 227 213,1495622 4031,123305 0,81114191 3-Oxododecanoic acid C02367 C12H22O3 -H(-) 100 228 213,1859818 8177,010993 0,657627255 CAI-1; Tridecanoic acid C16640; C17076 C13H26O2 -H(-) 100 229 214,0486264 333718,0317 0,96311903 sn-Glycero-3-phosphoethanolamine C01233 C5H14NO6P -H(-) 100 230 214,1449496 1798,750305 0,92718467 Ethyl 3-(N-butylacetamido)propionate C18830 C11H21NO3 -H(-) 100 231 215,0328339 485826,191 0,791369675 2-C-Methyl-D-erythritol 4-phosphate C11434 C5H13O7P -H(-) 100 232 215,1042569 5357,613288 0,87330681 gamma-Glutamyl-gamma-aminobutyraldehyde C15700 C9H16N2O4 -H(-) 100 233 216,0990809 11268,49266 0,921529175 N-Acetyl-L-citrulline C15532 C8H15N3O4 -H(-) 100 234 216,1351268 5415,133338 0,861051975 beta-Alanyl-L-lysine; gamma-L-Glutamylputrescine C05341; C15699 C9H19N3O3 -H(-) 100 235 217,0829956 19299,7757 0,95898366 gamma-L-Glutamyl-D-alanine C03738 C8H14N2O5 -H(-) 100 236 217,1200011 8377,010613 0,835733025 D-Lysopine C04020 C9H18N2O4 -H(-) 100 237 217,1594691 4064,972507 0,70700026 alpha-Sinensal; beta-Sinensal; Solavetivone; alpha-Vetivone; beta-Vetivone;... C09729; C09730; C09737; C09744; C09745; C09938; C16779; C16966; C17494; C17501; C17914; C17954; C19677; C19939; C20262; C20308 C15H22O -H(-) 100 238 218,0329963 15751,35605 0,806961775 4-Amino-2-methyl-5-phosphomethylpyrimidine C04556 C6H10N3O4P -H(-) 100 239 218,0458304 10525,06171 -0,301433145 5-Hydroxyindolepyruvate; 8-Methoxykynurenate C05646; C05830 C11H9NO4 -H(-) 100 240 218,067258 4548,393558 0,837445885 O-Succinyl-L-homoserine; N-Acetyl-D-mannosaminolactone C01118; C03776 C8H13NO6 -H(-) 100 241 218,1034846 23556,46691 0,943115325 Pantothenate C00864 C9H17NO5 -H(-) 100 242 219,0505482 9834,681458 0,44319768 (R)-(Homo)2-citrate; (-)-threo-Iso(homo)2-citrate C16583; C16597 C8H12O7 -H(-) 100 243 219,0631168 5818,320835 -0,32990482 Carbamorph C18923 C8H16N2OS2 -H(-) 100 244 219,1029874 9171,90033 -0,18833137 Precocene II; Flossonol; 1,2-Dimethoxy-4-[2-(2-propenyloxy)ethenyl]-benzene C09018; C09928; C12263 C13H16O3 -H(-) 100 245 219,1753068 5878,660821 -0,070055221 2-trans,6-trans-Farnesal; alpha-Santalol; beta-Santalol; 4-n-Nonylphenol; B... C03461; C09719; C09720; C14550; C14693; C16908; C16945; C16974; C17462; C17915; C17953; C17955; C19676; C19711; C19938; C20229; C20C15H24O -H(-) 100 246 220,0826773 6444,569862 0,90389916 N-Acetyl-D-glucosamine; N-Acetyl-D-mannosamine; N-Acetyl-D-galactosamine; N... C00140; C00645; C01132; C02711; C03136; C03878; C05021; C20328 C8H15NO6 -H(-) 100 247 221,0666771 41061,62785 0,856291265 6-Acetyl-D-glucose C02655 C8H14O7 -H(-) 100 248 221,0927569 4270,993269 0,85936317 N5-Phenyl-L-glutamine C20843 C11H14N2O3 -H(-) 100 249 221,118422 8015,310377 -0,51622769 Dehydrovomifoliol; (+/-)-6-Hydroxy-3-oxo-alpha-ionone C02533; C04223 C13H18O3 -H(-) 100 250 221,154666 85590,55122 0,174555615 Rishitin; Isokobusone; Kobusone C09715; C16977; C16983 C14H22O2 -H(-) 100 251 223,0764113 4231,858938 0,77885443 Flavanone; Isoflavanone; (2S)-Flavanone; 2'-Hydroxychalcone; 4-Hydroxychalc... C00766; C01927; C02099; C09321; C14231; C14232; C16208 C15H12O2 -H(-) 100 252 223,1125985 2493,968391 0,91878867 3,4-Diphenyltetrahydrofuran; Navenone B C14277; C17020 C16H16O -H(-) 100 253 223,1338034 12817,57491 0,23701312 (6S,9R)-Vomifoliol; (+/-)-6-Hydroxy-3-oxo-alpha-ionol; Methyl jasmonate; (+... C01760; C04166; C11512; C16318 C13H20O3 -H(-) 100 254 224,0565909 5160,715203 0,094910383 4-Amino-4-deoxychorismate; 2-Amino-2-deoxyisochorismate C11355; C18054 C10H11NO5 -H(-) 100 255 225,0631541 8747,203464 0,874083905 5-Acetylamino-6-formylamino-3-methyluracil C16365 C8H10N4O4 -H(-) 100 256 225,1244199 7150,100742 -0,56715798 Pentobarbital; Amobarbital C07422; C07536 C11H18N2O3 -H(-) 100 257 225,1861359 7190,229228 0,8310954 Myristoleic acid C08322 C14H26O2 -H(-) 100 258 225,990196 4619,483609 0,719566435 3-Amino-4,7-dihydroxy-8-chlorocoumarin C12469 C9H6ClNO4 -H(-) 23 259 226,0115712 3993,391785 0,86651093 L-Glutamyl 5-phosphate; alpha-D-Glutamyl phosphate; L-Glutamyl 1-phosphate C03287; C03734; C05765 C5H10NO7P -H(-) 100 260 227,1027888 6060,151737 0,8080501 (S)-ATPA C13733 C10H16N2O4 -H(-) 100 261 227,1289602 4896,250166 0,83784372 Traumatic acid C16308 C12H20O4 -H(-) 100 262 227,2018361 135859,8498 0,97858381 Tetradecanoic acid C06424 C14H28O2 -H(-) 100 263 229,0118156 94896,73307 0,97481796 D-Ribose 5-phosphate; D-Ribulose 5-phosphate; D-Xylulose 5-phosphate; alpha... C00117; C00199; C00231; C00620; C01101; C01112; C03291; C03736; C03737; C03906; C06238; C06239; C06441; C06814; C18655 C5H11O8P; C6H15O3PS2 -H(-); -H(-) 100 264 229,1444702 4220,133976 0,80228719 Dodecanedioic acid; Diisopropyl adipate; Dibutyl succinate C02678; C14523; C19143 C12H22O4 -H(-) 100 265 230,1394732 1600,639503 0,9025833 O-Butanoylcarnitine; N(alpha)-t-Butoxycarbonyl-L-leucine C02862; C04301 C11H21NO4 -H(-) 100 266 231,0161259 4366,106717 0,83513874 CNQX C13668 C9H4N4O4 -H(-) 100 267 231,0295508 8240,930433 0,863217775 5-Hydroxyxanthotoxin C02951 C12H8O5 -H(-) 100 268 231,0446373 7336,730197 0,86154154 Pyrene-4,5-dione; Pyrene-1,6-dione; Pyrene-1,8-dione C18251; C18257; C18258 C16H8O2 -H(-) 100 269 231,0989075 6864,012797 0,900408445 Boc-Asn; N2-Succinyl-L-ornithine; N6-Acetyl-LL-2,6-diaminoheptanedioate; 4-... C01410; C03415; C04390; C15767 C9H16N2O5 -H(-) 100 270 233,1183819 4348,332737 -0,40431267 Strigolactone ABC-rings C18036 C14H18O3 -H(-) 100 271 233,1544727 64208,12375 -0,513789535 Bakkenolide A; Confertifolin; Drimenin; Eremophilenolide; Helminthosporal; ... C09350; C09376; C09399; C09409; C09677; C09686; C09712; C09721; C09739; C09743; C16942; C16949; C17090; C17489; C17491; C17492; C17C15H22O2 -H(-) 100 272 235,1089647 3772,360721 0,864124655 Carbetamide; Hexobarbitone C11075; C11723 C12H16N2O3 -H(-) 100 273 235,1341879 25976,17673 0,006552624 4-Heptyloxybenzoic acid; Heptyl p-hydroxybenzoate C14274; C14718 C14H20O3 -H(-) 100 274 237,1131233 5611,756436 0,62180632 3-[(3aS,4S,7aS)-7a-Methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoate C20199 C13H18O4 -H(-) 100 275 237,1863028 2333,735675 0,88353279 Centarol; Daucol; Debneyol; Seiricardine A; Bisabolol oxide A; Bisabolol ox... C09632; C09652; C09653; C09722; C16773; C16774; C16920; C17427 C15H26O2 -H(-) 100 276 237,22239 4052,716298 0,89853871 Hexadecenal; Bombykol C06123; C16873 C16H30O -H(-) 100 277 238,0508064 20514,48052 -0,784365445 Dianthalexin; Crinasiadine C08477; C10583 C14H9NO3 -H(-) 100 278 238,0949757 2773,313719 0,949835805 Dihydrobiopterin; 7,8-Dihydrobiopterin; 6-Lactoyl-5,6,7,8-tetrahydropterin;... C00268; C02953; C04244; C20263 C9H13N5O3 -H(-) 100 279 239,2015686 4087,117503 0,759351815 Cryptomeridiol C17676 C15H28O2 -H(-) 100 280 241,0726584 8795,200378 0,913229255 Lumichrome C01727 C12H10N4O2 -H(-) 100 281 241,2175363 37311,54178 0,90033111 Pentadecanoic acid; 12-Methyltetradecanoic acid C16537; C16665 C15H30O2 -H(-) 100 282 241,9781772 5791,731418 -0,307264475 N-(3,5-Dichlorophenyl)succinimide C10987 C10H7Cl2NO2 -H(-) 6 283 243,0361653 17942,72399 0,73037428 CGP 52608 C15629 C8H12N4OS2 -H(-) 27 284 243,0622404 154866,1128 0,9705171 Uridine; Pseudouridine; Spongouridine C00299; C02067; C16745 C9H12N2O6 -H(-) 100 285 243,1013442 7585,336297 0,917993965 Osthol; Encelin; Batatasin IV; 5-Hydroxybisphenol A; 1,2-Bis(4-hydroxypheny... C09280; C09404; C10247; C13626; C13629; C13631; C17425 C15H16O3 -H(-) 60 286 243,1716388 8764,577738 0,90433231 N-(6-Aminohexanoyl)-6-aminohexanoate; Leucyl-leucine C01255; C11332 C12H24N2O3 -H(-) 100 287 244,0839718 5240,780131 0,87619746 Debromohymenialdisine C19897 C11H11N5O2 -H(-) 100 288 244,9891363 18018,97293 -0,19707939 Thiometon C18665 C6H15O2PS3 -H(-) 100 289 245,0434796 308854,4627 0,96314651 Glycerophosphoglycerol C03274 C6H15O8P -H(-) 100 290 245,1149563 10039,73892 0,917595 2,4-Bis(acetamido)-2,4,6-trideoxy-beta-L-altropyranose; 2,4-Diacetamido-2,4... C19972; C20424 C10H18N2O5 -H(-) 100 291 245,1547401 5615,277649 -0,096309751 Geranylhydroquinone C10793 C16H22O2 -H(-) 100 292 246,0770036 5098,870921 0,16820395 N-(4-Coumaroyl)-L-homoserine lactone C20677 C13H13NO4 -H(-) 100 293 247,0479847 9862,738017 0,91784689 Pyridoxamine phosphate C00647 C8H13N2O5P -H(-) 100 294 248,0791164 4463,901398 0,82576561 S-Acetyldihydrolipoamide C01136 C10H19NO2S2 -H(-) 100 295 248,9869 7293,027357 0,72520134 4,4'-Dichlorobenzophenone C06643 C13H8Cl2O -H(-) 6 296 249,05528 11193,11841 0,89652881 gamma-L-Glutamyl-L-cysteine C00669 C8H14N2O5S -H(-) 100 297 249,1498694 9479,816603 0,51027656 Gemfibrozil; Arbusculin A; Ipomeamarone; Piperdial; Warburganal; Xanthoxin;... C07020; C09295; C09689; C09711; C09748; C13453; C13456; C14716; C20403; C20405 C15H22O3 -H(-) 100 298 249,1858545 3731,914086 0,71016037 Methyl farnesoate C16503 C16H26O2 -H(-) 100 299 250,1450406 108418,3103 -0,181186875 Furmecyclox C18912 C14H21NO3 -H(-) 100 300 251,0111754 6614,168654 0,838158575 2-Hydroxy-6-oxo-6-(4'-chlorophenyl)-hexa-2,4-dienoate C06587 C12H9ClO4 -H(-) 25 301 251,0785262 4148,522491 0,87233162 Nebularine; Deoxyinosine; N-D-Ribosylpurine C01736; C05512; C15586 C10H12N4O4 -H(-) 100 302 251,1042287 4585,286133 0,90080535 3-Hydroxyhexobarbital C03068 C12H16N2O4 -H(-) 100 303 251,2016662 6890,871565 0,81955677 Hydnocarpic acid C16795 C16H28O2 -H(-) 100 304 253,0498024 8690,06623 0,78958505 5-L-Glutamyl-taurine; Hispidol; Chrysin; Primetin; Anhydroglycinol; Daidzei... C05844; C08644; C10028; C10121; C10200; C10208; C10291; C10315; C10327; C10329; C10402; C12123; C14344 C15H10O4; C7H14N2O6S -H(-); -H(-) 100 305 253,0869171 4481,908203 0,917040705 Ketoprofen; Chalepensin; (R)-4-Methoxydalbergione; 4'-Methoxyflavanone C01716; C09165; C10505; C19895 C16H14O3 -H(-) 100 306 253,1816691 11651,94413 0,92186171 Kikkanol A; Kikkanol D; Kikkanol F; Chrysanthetriol; Prohydrojasmon C17603; C17606; C17608; C17610; C18538 C15H26O3 -H(-) 100 307 253,2176199 427297,0584 0,95645845 (9Z)-Hexadecenoic acid C08362 C16H30O2 -H(-) 100 308 254,9806383 78889,54774 0,804948835 Ascorbate 2-sulfate C02812 C6H8O9S -H(-) 100 309 255,0313071 11192,97681 0,9137643 Anthragallol; Purpurin C10297; C10395 C14H8O5 -H(-) 51 310 256,99331 25230,87137 0,14267533 Metobromuron C18793 C9H11BrN2O2 -H(-) 25 311 257,1759861 6686,606608 0,88867319 Dibutyl adipate; Diisobutyl adipate C14253; C14260 C14H26O4 -H(-) 100 312 258,039437 8542,015842 0,84349304 D-Glucosamine 6-phosphate; 1-Amino-1-deoxy-scyllo-inositol 4-phosphate; D-G... C00352; C01283; C03783; C06156; C06377; C12213; C12214 C6H14NO8P -H(-) 98 313 258,0532535 28152,58952 -0,834442315 p-Nitrophenyl-O-ethyl ethylphosphonate C13048 C10H14NO5P -H(-) 100 314 259,0226168 664293,1072 0,965801895 D-Fructose 6-phosphate; D-Glucose 6-phosphate; D-Glucose 1-phosphate; D-Man... C00085; C00092; C00103; C00275; C00446; C00636; C00663; C00668; C01002; C01094; C01097; C01113; C01171; C01172; C01177; C02888; C02C6H13O9P -H(-) 100 315 261,1498545 6080,360718 -0,070616394 3''-Hydroxy-geranylhydroquinone C18132 C16H22O3 -H(-) 100 316 263,1401496 4356,568936 0,89268577 Feruloylputrescine C10497 C14H20N2O3 -H(-) 100 317 263,1651288 12514,06673 -0,449767065 Dehydrojuvabione; 5-Hydroxy-1-(4-hydroxyphenyl)-3-decanone C09657; C17747 C16H24O3 -H(-) 100 318 263,9777373 5049,532623 0,651847245 Bropirimine C13127 C10H8BrN3O -H(-) 25 319 264,0612449 5095,250312 0,740044025 Isoniazid alpha-ketoglutaric acid C16625 C11H11N3O5 -H(-) 58 320 264,9506873 8139,84927 -0,110517475 3-Phospho-D-glyceroyl phosphate; 2,3-Bisphospho-D-glycerate; 2,3-Bisphospho... C00236; C01159; C03339 C3H8O10P2 -H(-) 62 321 265,0453627 5957,267748 0,78372383 Methoxybrassinin C08506 C12H14N2OS2 -H(-) 17 322 265,0627798 9563,078545 -0,303787785 6-Acetophenazine-1-carboxylic acid; Carbamazepine-o-quinone; Nigakinone C12120; C16606; C17879 C15H10N2O3 -H(-) 100 323 265,0837369 4484,466363 0,86462891 Dinex C19038 C12H14N2O5 -H(-) 100 324 265,2177951 3062,924301 0,88122243 Hydroprene C18862 C17H30O2 -H(-) 100 325 266,0894307 5863,180549 0,849047365 Adenosine; Deoxyguanosine; Vidarabine; Zidovudine C00212; C00330; C07195; C07210 C10H13N5O4; C10H13N5O4. -H(-); -H(-) 100 326 267,0735998 859687,7385 0,970619555 Inosine C00294 C10H12N4O5 -H(-) 59 327 267,233426 18520,90171 0,8726362 omega-Cyclohexylundecanoic acid; 9E-Heptadecenoic acid C12100; C16536 C17H32O2 -H(-) 100 328 267,269094 4947,261044 0,27925429 Octadecanal C01838 C18H36O -H(-) 100 329 268,0234191 6798,366618 0,61891925 N-Acetyl-L-glutamate 5-phosphate; Mephosfolan C04133; C19007 C7H12NO8P; C8H16NO3PS2 -H(-); -H(-) 100 330 269,0461772 6630,86379 0,88383335 Apigenin; 2'-Hydroxydaidzein; Genistein; Sulphuretin; Baicalein; Resokaemph... C01477; C02495; C06563; C08730; C10023; C10037; C10044; C10113; C10294; C10343; C10369; C10376; C10379; C10397; C14313; C14314; C15C15H10O5 -H(-) 100 331 269,0564085 7961,136814 0,843403875 4,4'-Dinitrostilbene C15296 C14H10N2O4 -H(-) 100 332 269,175887 5577,055264 0,879674405 (10S)-Juvenile hormone III acid diol C16506 C15H26O4 -H(-) 100 333 269,2124011 24171,3288 0,94393742 16-Oxo-palmitate C19614 C16H30O3 -H(-) 100 334 269,2489389 46282,80165 0,931455555 Methyl palmitate C16995 C17H34O2 -H(-) 100 335 271,2073162 4846,007521 0,900282385 3-Oxo-delta4-steroid; 3-Oxo-delta5-steroid; 3-Oxo-delta1-steroid C00619; C01034; C02941 C19H28O -H(-) 100 336 271,2282015 19868,10582 0,951325535 16-Hydroxypalmitate C18218 C16H32O3 -H(-) 100 337 273,0007197 8744,727763 0,919195 6-Phospho-2-dehydro-D-gluconate; 1-Phospho-alpha-D-galacturonate; D-Glucuro... C01218; C04037; C05385; C14899 C6H11O10P -H(-) 100 338 273,0383875 6795,885688 0,930960685 1-Deoxy-D-altro-heptulose 7-phosphate C04359 C7H15O9P -H(-) 100 339 273,0922715 60088,72686 0,951181025 2,3-Dihydrothienamycin C20820 C11H18N2O4S -H(-) 100 340 274,0940001 10695,89916 0,92937973 Cardiospermin; 1,6-Anhydro-N-acetyl-beta-muramate C08328; C19769 C11H17NO7 -H(-) 100 341 275,0175672 12675,45058 0,82591906 6-Phospho-D-gluconate; 2-Carboxy-D-arabinitol 1-phosphate C00345; C04234 C6H13O10P -H(-) 100 342 275,1251158 10279,14341 0,924993665 N6-(L-1,3-Dicarboxypropyl)-L-lysine C00449 C11H20N2O6 -H(-) 100 343 275,1653127 15811,38021 -0,194854895 Buddledin A; [6]-Shogaol; Sugeonyl acetate; Onchidal C09623; C10494; C17506; C20000 C17H24O3 -H(-) 100 344 275,2019821 7533,474372 0,78468597 Stearidonic acid; Kinoprene C16300; C19042 C18H28O2 -H(-) 100 345 277,1229726 5567,364899 0,777238485 Pantetheine C00831 C11H22N2O4S -H(-) 100 346 277,1451206 9826,607259 0,88330889 2-Ethylhexyl phthalate; Dibutyl phthalate; Diisobutyl phthalate C03343; C14214; C15205 C16H22O4 -H(-) 100 347 277,2176475 128503,127 0,961957635 (6Z,9Z,12Z)-Octadecatrienoic acid; (9Z,12Z,15Z)-Octadecatrienoic acid; Crep... C06426; C06427; C07289; C08315; C08364; C15201 C18H30O2 -H(-) 100 348 279,1612855 6710,029995 0,72988272 1-(3,4-Dihydroxyphenyl)-5-hydroxy-3-decanone; 3,4-Epoxy-6-methylcyclohexylm... C17748; C19417 C16H24O4 -H(-) 85 349 280,0617249 2944,698441 0,93334562 7-(Acetyloxy)-3-(3-pyridinyl)-2H-1-benzopyran-2-one C15048 C16H11NO4 -H(-) 100 350 281,0881087 6510,135573 0,8138555 Xylobiose; beta-L-Arabinofuranosyl-(1->2)-beta-L-arabinofuranose; alpha-1,5... C01630; C20568; C20570 C10H18O9 -H(-) 100 351 281,176814 5823,806 0,81264323 12-trans-Hydroxy juvenile hormone III C16508 C16H26O4 -H(-) 100 352 282,0385984 17019,93422 0,9013218 N2-Acetyl-L-aminoadipyl-delta-phosphate; Fosthiazate C12987; C18402 C8H14NO8P; C9H18NO3PS2 -H(-); -H(-) 100 353 282,0845236 15863,97428 0,92862013 Guanosine; Isoguanosine C00387; C08432 C10H13N5O5 -H(-) 100 354 283,068773 123390,1048 0,98695967 Xanthosine C01762 C10H12N4O6 -H(-) 100 355 284,1245554 5295,137004 0,91753703 HC Blue No. 2 C19429 C12H19N3O5 -H(-) 100 356 285,1259304 6685,016534 0,86047545 Schradan C19015 C8H24N4O3P2 -H(-) 100 357 285,2080448 9250,805583 0,93358457 2,3-Dihydroxycyclopentaneundecanoic acid; Hexadecanedioate C14987; C19615 C16H30O4 -H(-) 100 358 285,2226816 25657,9071 0,881637695 Retinol; 11-cis-Retinol; Ferruginol; Kaur-16-en-18-al; Neoabietal; Levopima... C00473; C00899; C09092; C11873; C11885; C11886; C11887; C16682; C17276; C18220; C18222; C19962; C20148 C20H30O -H(-) 100 359 285,2426479 4670,74078 0,81564999 3-Hydroxy-palmitic acid methyl ester; 2-Methoxyhexadecanoic acid C11849; C13947 C17H34O3 -H(-) 100 360 289,0331198 163872,6525 0,970211445 Sedoheptulose 7-phosphate; Sedoheptulose 1-phosphate; D-glycero-beta-D-mann... C05382; C06222; C07836; C07838; C19878; C19880; C19882 C7H15O10P -H(-) 100 361 289,1234752 9917,049164 0,94852501 trans-3,4-Dihydro-3,4-dihydroxy-7,12-dimethylbenz[a]anthracene; trans-5,6-D... C19490; C19607 C20H18O2 -H(-) 100 362 290,9675985 23150,81609 0,888133735 alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate C20440 C5H10O10P2 -H(-) 100 363 291,0567604 4426,305077 0,10254963 Etrimfos C18985 C10H17N2O4PS -H(-) 100 364 291,1604845 11645,216 0,76219577 Trichodermin; Gingerdione C09741; C10459 C17H24O4 -H(-) 100 365 293,2118765 4887,367706 0,86523849 (9Z)-(13S)-12,13-Epoxyoctadeca-9,11-dienoic acid; 8-[(1R,2R)-3-Oxo-2-{(Z)-p... C04594; C04780; C13798; C14765; C14766; C16316; C16326; C16342; C16346; C19613; C19827 C18H30O3 -H(-) 100 366 294,0553933 5898,178263 0,90513945 Acetylsulfamethoxazole C13061 C12H13N3O4S -H(-) 100 367 295,1334203 4968,203842 0,909991205 4-Prenylresveratrol C10285 C19H20O3 -H(-) 100 368 295,1557175 7539,737196 0,92566872 Graphinone C09674 C16H24O5 -H(-) 100 369 295,1917401 12738,48363 -0,085662004 10-Deoxymethynolide C11993 C17H28O4 -H(-) 100 370 295,228077 14541,3834 0,861786185 (9Z,12Z)-(8R)-Hydroxyoctadeca-9,12-dienoic acid; Vernolic acid; 13(S)-HODE;... C08318; C08368; C14762; C14767; C14825; C14826; C19617 C18H32O3 -H(-) 100 371 295,2644086 6092,396973 0,845438305 Oleic acid methyl ester; 17-Methyl-6Z-octadecenoic acid; Lactobacillic acid C03425; C13787; C13838 C19H36O2 -H(-) 100 372 297,1351612 6366,267571 0,89800957 Sesamex; Neoilludin A C19146; C19956 C15H22O6 -H(-) 100 373 297,2219407 23502,01175 0,76772499 3-Methyl-19-nor-17alpha-pregna-1,3,5(10)-trien-17-ol C15117 C21H30O -H(-) 100 374 297,2437702 41912,71398 0,955565305 2-Oxooctadecanoic acid; Ricinoleic acid; (6R,7S)-6,7-Epoxyoctadecanoic acid... C00869; C08365; C13791; C19418; C19616 C18H34O3 -H(-) 100 375 297,2799998 12561,84553 0,82313219 Nonadecanoic acid; Tuberculostearic acid C16535; C16794 C19H38O2 -H(-) 100 376 298,0696781 3110,659361 0,78917694 D-4'-Phosphopantothenate C03492 C9H18NO8P -H(-) 100 377 299,0639524 4038,747679 0,91258681 Urate-3-ribonucleoside C05513 C10H12N4O7 -H(-) 100 378 299,202092 6707,603292 0,57768595 Retinoate; 13-cis-Retinoic acid; Spruceanol; Dehydroabietic acid; 19-Norpro... C00777; C07058; C09188; C12078; C14489; C14652; C14684; C14925; C15263; C15307; C15353; C15493; C16683; C18195; C18196; C20428; C20C20H28O2 -H(-) 100 379 299,2595539 23120,3307 0,91728604 (R)-2-Hydroxystearate; (S)-2-Hydroxystearate; (R)-10-Hydroxystearate C03042; C03045; C03195 C18H36O3 -H(-) 100 380 300,0403644 38857,332 0,94310215 N-Acetylglucosamine 4-sulfate; N-Acetyl-D-glucosamine 6-sulfate; N-Acetyl-D... C03953; C04132; C04255; C16265 C8H15NO9S -H(-) 100 381 301,0573712 6620,669749 0,924759445 Nicarbazin C18389 C13H10N4O5. -H(-) 100 382 301,1666103 15190,23193 0,94605756 Tributyrin C13870 C15H26O6 -H(-) 100 383 301,2175959 231789,3041 0,96957695 Abietate; (5Z,8Z,11Z,14Z,17Z)-Icosapentaenoic acid; Methyltestosterone; Iso... C06087; C06428; C07198; C09118; C09148; C09159; C11874; C11888; C11889; C12077; C12083; C14255; C14490; C14588; C14890; C15003; C15C20H30O2 -H(-) 100 384 302,0991628 4588,777981 0,764588385 Fenamiphos; 11-Deoxytetrodotoxin C18659; C20026 C11H17N3O7; C13H22NO3PS -H(-); -H(-) 100 385 303,0507264 6594,224999 0,89185435 Taxifolin; Pentahydroxyflavanone; cis-Dihydroquercetin C01617; C05911; C12316 C15H12O7 -H(-) 100 386 303,1812987 6592,801704 0,68964818 CPX C13709 C16H24N4O2 -H(-) 57 387 303,2330606 397504,6686 0,845169845 Arachidonate; Acutilol A; 2-Ketoepimanool; Taxa-4(20),11(12)-dien-5alpha,13... C00219; C09057; C09124; C11897; C14493; C14605; C14956; C15176; C15252; C15367; C17920; C20329 C20H32O2 -H(-) 67 388 304,035762 6323,716132 0,887600125 3',5'-Cyclic CMP; 2',3'-Cyclic CMP C00941; C02354 C9H12N3O7P -H(-) 29 389 305,0295338 11184,15559 0,8808766 2-Protocatechoylphloroglucinolcarboxylate C04524 C14H10O8 -H(-) 100 390 305,1396988 2162,513039 0,927774015 Arnicolide A; Confertiflorin; Eupaformonin; Gaillardin; Isotenulin; Ligulat... C09299; C09374; C09431; C09455; C09487; C09494; C09497; C09499; C09522; C09536; C09557; C09587; C09602; C09603 C17H22O5 -H(-) 100 391 305,176431 4689,90173 0,9254871 Compactin diol lactone; Di-n-pentyl phthalate; Capsiate C14183; C14300; C20203 C18H26O4 -H(-) 100 392 305,2485151 86571,88417 0,847720445 (8Z,11Z,14Z)-Icosatrienoic acid; 2,7,11-Cembratrien-4,6-diol; Plaunotol; 2a... C03242; C09072; C13273; C14882; C15058; C15376; C15399; C16522 C20H34O2 -H(-) 100 393 307,1551186 9008,637004 0,916856915 Inulicin; Cinnamodial C09483; C09638 C17H24O5 -H(-) 100 394 307,1909006 9168,984843 0,913663895 5-O-Methylembelin; Soraphen O C10373; C15818 C18H28O4 -H(-) 100 395 307,2643944 26163,19008 0,93545392 Sclareol; Icosadienoic acid C09183; C16525 C20H36O2 -H(-) 100 396 309,0179221 7118,419183 0,89217401 Edifenphos C14436 C14H15O2PS2 -H(-) 100 397 309,0760569 43555,82517 0,95494035 6-Deoxyjacareubin C10059 C18H14O5 -H(-) 100 398 309,2225476 55534,8399 0,828910945 14'-apo-beta-Carotenal; Desogestrel C06734; C07629 C22H30O -H(-) 100 399 309,2804029 39532,70616 0,95536867 Prostanoic acid; Icosenoic acid C02064; C16526 C20H38O2 -H(-) 100 400 311,1064697 4236,814412 0,90248495 PS-6; Penicillin F C17371; C17402 C14H20N2O4S -H(-) 100 401 311,2237122 7796,302314 0,88638633 (9Z,11E)-(13S)-13-Hydroperoxyoctadeca-9,11-dienoic acid; (9Z,12Z)-(11S)-11-... C04717; C07338; C07354; C14827; C14831; C14832; C14834; C14836; C19618; C19937; C20186; C20703 C18H32O4 -H(-) 100 402 311,2954189 37704,5042 0,95270929 Phytanate; Icosanoic acid C01607; C06425 C20H40O2 -H(-) 100 403 313,0822595 4147,968363 0,91275001 Crotoxyphos C18971 C14H19O6P -H(-) 11 404 313,2386382 10347,51065 0,89025855 (9Z)-(7S,8S)-Dihydroxyoctadecenoic acid; 9,10-DHOME; 12,13-DHOME; 9,10-Epox... C07355; C14828; C14829; C19620; C20702 C18H34O4 -H(-) 100 405 315,2335737 5158,647339 0,90229005 Pregnenolone; 5alpha-Pregnane-3,20-dione; 20alpha-Hydroxy-4-pregnen-3-one; ... C01953; C03681; C04042; C05479; C10839; C14475; C14962; C15012; C15108; C15156; C15199; C15334; C15339; C20219 C21H32O2 -H(-) 100 406 315,2545538 6133,727926 0,90012848 (9R,10R)-Dihydroxyoctadecanoic acid; (9S,10S)-9,10-Dihydroxyoctadecanoate; ... C08314; C15988; C19622 C18H36O4 -H(-) 100 407 316,059482 15740,92773 0,45940676 Petunidin C08727 C16H13O7. -H(-) 100 408 316,1219347 5396,797299 0,91796494 Triticonazole C18815 C17H20ClN3O -H(-) 25 409 316,9205213 6556,815321 -0,450875935 Tiludronic acid C08141 C7H9ClO6P2S -H(-) 25 410 317,0580069 4128,41077 0,60218561 Prekinamycin C12393 C18H10N2O4 -H(-) 69 411 317,2131412 4823,897881 0,76905471 Leukotriene A4; 4,5-Leukotriene A4; 15-OxoETE; Cyathin A3; Ineketone; ent-7... C00909; C02645; C04577; C09079; C09110; C11875; C13843; C14555; C14628; C14665; C14683; C14732; C14807; C14891; C14929; C14945; C14C20H30O3 -H(-) 100 412 320,0737577 5448,965515 0,89138627 Sodium 2-O-L-rhamnopyranosyl-4-deoxy-alpha-L-threo-hex-4-eno-pyranosiduronate C08241 C12H17O10. -H(-) 81 413 320,0921365 26336,79717 0,954850615 gamma-L-Glutamyl-L-cysteinyl-beta-alanine; S-Methyl GSH C04544; C11347 C11H19N3O6S -H(-) 100 414 321,0624583 13414,36465 0,800784115 Leucodelphinidin C05909 C15H14O8 -H(-) 100 415 321,1314725 7128,906141 0,91935715 2'-Deamino-2'-hydroxy-6'-dehydroparomamine C20351 C12H22N2O8 -H(-) 81 416 321,2436257 5583,932492 0,72495958 2alpha-(Hydroxymethyl)-5alpha-androstane-3beta,17beta-diol; 17alpha-Methyl-... C14970; C15285 C20H34O3 -H(-) 100 417 322,9859526 13222,30653 0,71608275 6-Deoxy-6-sulfo-D-fructose 1-phosphate C20831 C6H13O11PS -H(-) 38 418 323,0285728 371469,5627 0,97515595 UMP; Pseudouridine 5'-phosphate; 3'-UMP; Uridine 2'-phosphate C00105; C01168; C01368; C03031 C9H13N2O9P -H(-) 100 419 323,1463025 6841,187073 0,76422751 Istamycin FU-10; 2'-Deamino-2'-hydroxyparomamine C17981; C20353 C12H24N2O8 -H(-) 100 420 323,168637 2376,116618 0,870679645 Piperonyl sulfoxide C19147 C18H28O3S -H(-) 100 421 324,0729323 4554,168976 0,91320133 Pancratistatin C08535 C14H15NO8 -H(-) 100 422 324,094177 25453,96292 0,964297865 N-Glycoloyl-neuraminate C03410 C11H19NO10 -H(-) 100 423 325,2175555 8879,159458 0,553631275 Promegestone; 12alpha-Methylpregna-4,9(11)-diene-3,20-dione C14208; C15190 C22H30O2 -H(-) 100 424 327,0502426 7880,876892 0,372143 (-)-Acanthocarpan; Aflatoxin G1; Aflatoxin M1; Aflatoxin Q1; Aflatoxin B1-e... C10198; C16755; C16756; C19585; C19586; C19595 C17H12O7 -H(-) 100 425 327,2331261 665222,0356 0,920599135 (4Z,7Z,10Z,13Z,16Z,19Z)-Docosahexaenoic acid; 6alpha-Methylprogesterone; 2a... C06429; C14586; C15116; C15265; C15299 C22H32O2 -H(-) 55 426 328,1101149 7845,879469 0,930753325 2,2'-(1-Phenyl-1H-1,2,4-triazole-3,5-diyl)bis-phenol C11569 C20H15N3O2 -H(-) 100 427 329,0305807 11551,5056 0,688844205 3',5'-Cyclic IMP C00943 C10H11N4O7P -H(-) 60 428 329,2482437 92820,00749 0,952203185 Taxa-4(20),11(12)-dien-5alpha-yl acetate; Ethyl icosapentate; 17beta-Hydrox... C11896; C13364; C15413; C15421; C16184; C16513 C22H34O2 -H(-) 100 429 330,0554358 50097,01839 0,85127622 Piroxicam C01608 C15H13N3O4S -H(-) 100 430 331,0441445 4933,259827 0,64707151 Purine mononucleotide; 2'-Deoxyinosine 5'-phosphate C05325; C06196 C10H13N4O7P -H(-) 100 431 331,1918512 3773,840312 0,873309255 Callicarpone; 7beta,12alpha-Dihydroxykaurenolide; Marrubiin; Premarrubiin; ... C09067; C09081; C09128; C09177; C11853; C11857; C11905; C15068; C15459; C18175 C20H28O4 -H(-) 100 432 331,26453 12771,04651 0,91688052 5alpha-Androstan-17beta-ol propionate; 7,10,13,16-Docosatetraenoic acid C15373; C16527 C22H36O2 -H(-) 100 433 333,0597131 87920,67101 0,965550005 sn-Glycero-3-phospho-1-inositol; 2-(alpha-D-Galactosyl)-sn-glycerol 3-phosp... C01225; C04641; C04703; C10517 C9H19O11P -H(-) 100 434 333,2051696 4706,879554 0,847527265 12-Keto-leukotriene B4; Prostaglandin A2; Prostaglandin B2; Prostaglandin C... C05949; C05953; C05954; C05955; C05957; C05958; C09125; C09150; C11876; C14504; C14815; C14913; C15159; C18173 C20H30O4 -H(-) 22 435 334,1260253 9351,656325 0,930713535 N4-(Acetyl-beta-D-glucosaminyl)asparagine C04540 C12H21N3O8 -H(-) 100 436 335,2231243 4508,248244 0,88649738 Prostaglandin B1; Leukotriene B4; (13E)-(15S)-15-Hydroxy-9-oxoprosta-10,13-... C00959; C02165; C04685; C04686; C04822; C04849; C05356; C05965; C05966; C09087; C09175; C14781; C14808; C14810; C14812; C14813; C14C20H32O4 -H(-) 100 437 337,0551773 10395,21462 0,92801225 1-(5'-Phosphoribosyl)-5-amino-4-imidazolecarboxamide C04677 C9H15N4O8P -H(-) 100 438 337,0777983 27556,52106 0,959079715 L-Ascorbic acid-2-glucoside C18339 C12H18O11 -H(-) 100 439 337,3110173 8580,949755 0,91558623 Erucic acid C08316 C22H42O2 -H(-) 100 440 338,988971 7304,55702 0,79768276 D-Fructose 1,6-bisphosphate; beta-D-Fructose 2,6-bisphosphate; 1D-myo-Inosi... C00354; C00665; C01220; C01231; C03693; C03785; C04062; C04063; C04064; C05378 C6H14O12P2 -H(-) 100 441 339,0577635 5196,921421 0,88370955 Pyridafenthion C18762 C14H17N2O4PS -H(-) 100 442 339,2907561 5328,21543 0,718264995 Glycidyl stearate C19427 C21H40O3 -H(-) 100 443 339,3268046 13548,55017 0,873430255 Docosanoic acid C08281 C22H44O2 -H(-) 100 444 341,1089906 45531,9455 0,762763915 Sucrose; Cellobiose; Maltose; Lactose; Isomaltose; alpha-Maltose; alpha,alp... C00089; C00185; C00208; C00243; C00252; C00897; C01083; C01235; C01518; C01711; C01725; C01728; C01742; C01970; C01971; C02048; C02C12H22O11 -H(-) 100 445 341,2118048 4180,91489 0,82525492 Megestrol; 6alpha-Methylpregn-4-ene-3,11,20-trione; 2alpha-Methylpregn-4-en... C07120; C14632; C15301; C15467 C22H30O3 -H(-) 100 446 343,1248935 3910,5399 0,84900451 Melibiitol; Clusianose; Lactitol dihydrate C05399; C08254; C13542 C12H24O11; C12H24O11. -H(-); -H(-) 100 447 343,1708118 10540,13452 0,84410149 alpha,alpha'-Diethyl-4,4'-bis(2-propynyloxy)stilbene C15066 C24H24O2 -H(-) 100 448 343,1917532 4040,960039 0,79818743 11-Dehydrocorticosterone; 21-Deoxycortisone; 3beta-Hydroxy-17-oxoandrost-5-... C05490; C14478; C15135; C15208 C21H28O4 -H(-) 100 449 343,227722 7613,215552 0,81334072 Medroxyprogesterone; Testosterone propionate; Medrysone; 16-Propyl-3-methox... C07119; C08158; C14643; C14934; C14954; C14964; C15001; C15064; C15273; C20855 C22H32O3 -H(-) 100 450 345,2078884 8507,452094 0,89757913 Corticosterone; 3-Oxo-hydroxysteroid; 21-Hydroxy-5beta-pregnane-3,11,20-tri... C02140; C02942; C05477; C05488; C05497; C06391; C15002; C15015; C15304; C15363; C15365 C21H30O4 -H(-) 100 451 345,2440967 6688,566572 0,761600495 Ginkgoic acid; Taxa-4(20),11(12)-dien-5alpha-acetoxy-10beta-ol; 3alpha,21-D... C10794; C11898; C14976 C22H34O3 -H(-) 100 452 346,055998 2336736,592 0,965188805 AMP; dGMP; Adenosine 2'-phosphate; 3'-AMP; 7-alpha-D-Ribosyladenine 5'-phos... C00020; C00362; C00946; C01367; C04378; C19970 C10H14N5O7P -H(-) 100 453 347,0398378 360698,1031 0,968640655 IMP C00130 C10H13N4O8P -H(-) 100 454 347,1348869 4962,794376 0,927520365 Leonuridine C17011 C15H24O9 -H(-) 100 455 347,1723132 3964,111209 0,90629143 Schizonepetoside E C17638 C16H28O8 -H(-) 76 456 347,222941 5002,414815 0,8762151 11beta,21-Dihydroxy-5beta-pregnane-3,20-dione; 3alpha,21-Dihydroxy-5beta-pr... C05475; C05478; C05487; C14598; C15685 C21H32O4 -H(-) 100 457 347,2596256 4467,713454 0,773709895 6-Pentadecylsalicylic acid; 17beta-Hydroxy-2alpha-(methoxymethyl)-17-methyl... C10759; C14919 C22H36O3 -H(-) 100 458 348,086925 169557,7198 0,79375389 S-(Formylmethyl)glutathione C14871 C12H19N3O7S -H(-) 100 459 349,2024353 6763,489889 0,92756504 (5Z,13E)-11alpha-Hydroxy-9,15-dioxoprost-13-enoate; (5Z,13E)-9alpha-Hydroxy... C04707; C04758; C04835; C06439; C13802; C18171; C18176; C18848; C20214 C20H30O5 -H(-) 100 460 349,2378097 5476,817674 0,915447505 Tetrahydrocorticosterone; 3alpha,20alpha,21-Trihydroxy-5beta-pregnan-11-one... C05476; C05483; C14594; C15368; C15403; C17496 C21H34O4 -H(-) 100 461 350,1068392 3835,181956 0,951956425 N-Acetyl-4-O-acetylneuraminate; N-Acetyl-7-O-acetylneuraminate; N-Acetyl-9-... C04015; C04016; C04017 C13H21NO10 -H(-) 10 462 351,0566978 37805,37288 0,86757034 4-(4-Deoxy-beta-D-gluc-4-enuronosyl)-D-galacturonate; 4-(4-Deoxy-alpha-D-gl... C04733; C06118 C12H16O12 -H(-) 100 463 355,0327451 5232,841251 0,87663502 Y 23684 C14838 C18H13ClN2O2S -H(-) 13 464 355,178233 3754,002655 0,85715294 1alpha,5alpha-Dimercaptoandrostane-3alpha,17beta-diol C14960 C19H32O2S2 -H(-) 80 465 355,2490749 4070,572442 0,85772282 Prostaglandin F1alpha C06475 C20H36O5 -H(-) 100 466 355,2642307 8416,339315 0,8960076 (4Z,7Z,10Z,13Z,16Z,19Z)-Docosahexaenoic acid ethyl ester C16185 C24H36O2 -H(-) 100 467 356,0923898 6306,735826 0,91010529 Deacetoxycephalosporin C C06565 C14H19N3O6S -H(-) 100 468 357,0627425 6339,778632 0,947658475 Versiconal C20507 C18H14O8 -H(-) 78 469 357,0892859 27092,42871 0,951800855 Pantetheine 4'-phosphate C01134 C11H23N2O7PS -H(-) 100 470 357,1495296 2872,176749 0,91728604 Cilastatin C01675 C16H26N2O5S -H(-) 100 471 357,2807124 11430,32932 0,700866845 Bufanolide C19660 C24H38O2 -H(-) 100 472 358,1074997 15980,02455 0,94430822 Isopenicillin N; Penicillin N; Crinasiatine C05557; C06564; C10584 C14H21N3O6S; C22H17NO4 -H(-); -H(-) 100 473 361,2018519 37721,53515 0,953122075 Cortisol; 18-Hydroxycorticosterone; 4,5alpha-Dihydrocortisone; 17alpha,21-D... C00735; C01124; C03588; C05469; C05473; C08837; C10695; C15034 C21H30O5 -H(-) 100 474 361,2374677 5838,361718 0,87222046 Di-n-heptyl phthalate; 10beta,14beta-Dihydroxytaxa-4(20),11-dien-5alpha-yl ... C14575; C20151 C22H34O4 -H(-) 100 475 362,0509834 163456,1112 0,95246151 GMP; Guanosine 3'-phosphate; Precursor Z; 8-Oxo-dGMP C00144; C06193; C18239; C19968 C10H14N5O8P -H(-) 100 476 362,1029422 4854,23172 0,82851043 Dihydrochelirubine; 6-Oxochelerythrine C05194; C12225 C21H17NO5 -H(-) 100 477 363,0183204 3981,467099 0,93506384 6-Thioinosine-5'-monophosphate C04646 C10H13N4O7PS -H(-) 57 478 363,2178036 8598,68731 0,94942838 Tetrahydrocortisone; 11beta,17alpha,21-Trihydroxy-5beta-pregnane-3,20-dione... C05470; C05471; C05474; C05489 C21H32O5 -H(-) 100 479 365,0510771 4752,374722 0,90378267 1-(5'-Phosphoribosyl)-5-formamido-4-imidazolecarboxamide C04734 C10H15N4O9P -H(-) 100 480 365,1971479 4508,799452 0,90569788 20-COOH-Leukotriene B4; Chaparrolide; Bis(2-butoxyethyl)phthalate C05950; C08758; C15438 C20H30O6 -H(-) 100 481 365,2335221 16891,96387 0,956042945 Urocortisol; Cortolone C05472; C05481 C21H34O5 -H(-) 100 482 365,3426066 9493,458476 0,89889139 (15Z)-Tetracosenoic acid; 10,13-Dimethyl-11-docosyne-10,13-diol C08323; C15398 C24H46O2 -H(-) 100 483 367,2126964 4440,189623 0,90592885 Prostaglandin G2; 6-Keto-prostaglandin E1; 11-Dehydro-thromboxane B2; Plate... C05956; C05962; C05964; C12202; C17653; C17655 C20H32O6 -H(-) 100 484 367,3580475 12897,72432 0,75556886 Tetracosanoic acid C08320 C24H48O2 -H(-) 100 485 369,0000386 9566,198574 0,768226505 Sedoheptulose 1,7-bisphosphate; D-glycero-beta-D-manno-Heptose 1,7-bisphosp... C00447; C11472; C19879 C7H16O13P2 -H(-) 100 486 369,0810979 6245,837185 0,89951664 Fraxin C09266 C16H18O10 -H(-) 36 487 369,2268891 5041,976844 0,8941364 6-Keto-prostaglandin F1alpha; Thromboxane B2 C05961; C05963 C20H34O6 -H(-) 54 488 369,3007375 18720,97754 -0,159365395 Di(2-ethylhexyl) adipate; Docosanedioate C14240; C19625 C22H42O4 -H(-) 100 489 371,2442655 7706,442288 0,928953945 8,8a-Deoxyoleandolide C11989 C20H36O6 -H(-) 100 490 373,1511546 2867,920017 0,90585262 Deoxyloganin; 8-Epideoxyloganin C06071; C11648 C17H26O9 -H(-) 100 491 373,164898 4144,957594 0,83627445 Phantomolin; Hexahydrocurcumin; Biondinin A C09527; C17826; C17848 C21H26O6 -H(-) 100 492 375,1313582 3688,005347 0,88483506 Riboflavin C00255 C17H20N4O6 -H(-) 100 Page 45 of 46 Diabetes

493 375,1815904 3903,25219 0,87590826 Rhipocephalin; Picrasin B C09714; C17050 C21H28O6 -H(-) 100 494 375,1993944 6865,872952 0,50915733 17beta-Hydroxy-7alpha-mercaptoandrost-4-en-3-one 7-propionate C14973 C22H32O3S -H(-) 100 495 375,2911006 14153,92065 0,78614691 Lithocholic acid; Isolithocholate C03990; C17658 C24H40O3 -H(-) 100 496 376,119626 4115,141819 0,929971965 6-(2-Hydroxyethyl)-5,6-dihydrosanguinarine C12198 C22H19NO5 -H(-) 100 497 377,1406356 4707,489027 0,90252864 Isouvaretin; Uvaretin C09759; C09978 C23H22O5 -H(-) 72 498 377,1966534 18564,67231 0,892363105 6alpha-Hydroxycortisol; Nigakilactone A C15291; C17012 C21H30O6 -H(-) 100 499 377,234262 3221,871141 0,851728855 Pleuromutilin; Cornudentanone; F4-Neuroprostane (4-series); F4-Neuroprostan... C09169; C10320; C13818; C13819 C22H34O5 -H(-) 100 500 378,0903112 13615,76727 0,90167481 Methicillin sodium C13973 C17H19N2O6S. -H(-) 72 501 379,082709 25215,17106 0,883829385 Diphyllin; Tetracenomycin F1 methylester C10559; C12373 C21H16O7 -H(-) 100 502 383,2222863 5172,147549 0,85306704 Megestrol acetate; Ethynodiol diacetate; Estradiol dipropionate; Estra-1,3,... C08151; C12724; C13077; C15350; C17058; C18535; C19643 C24H32O4 -H(-) 100 503 384,1197598 27882,63154 0,94688669 Nocardicin G C17355 C19H19N3O6 -H(-) 100 504 385,165325 16366,10799 0,8073082 Burseran; (+)-Eudesmin C10547; C10561 C22H26O6 -H(-) 100 505 385,2229803 23557,18371 0,95130706 Oleandolide C11990 C20H34O7 -H(-) 100 506 387,1172316 9640,433187 0,915743915 Fructoselysine 6-phosphate C16489 C12H25N2O10P -H(-) 100 507 387,2023926 11657,16437 0,93855572 Rehmaionoside C C17452 C19H32O8 -H(-) 100 508 389,2170182 3417,96307 0,93288362 Rehmaionoside A; Rehmaionoside B C17450; C17451 C19H34O8 -H(-) 91 509 390,1624024 2584,773766 0,8918139 Linopirdine C13780 C26H21N3O -H(-) 71 510 390,1701184 3108,257687 0,90650976 S-Hexyl-glutathione; Flavoxate C02886; C07809 C16H29N3O6S; C24H25NO4 -H(-); -H(-) 100 511 391,2850564 3471,087485 0,94028193 Chenodeoxycholate; Deoxycholic acid; Ursodiol; Murideoxycholic acid; Hyodeo... C02528; C04483; C07880; C15515; C15517; C17646; C17660; C17661; C17662; C17664; C17687 C24H40O4 -H(-) 100 512 392,1131102 3809,841821 0,84688544 Dihydromacarpine C05316 C22H19NO6 -H(-) 100 513 393,0432117 4545,01629 0,86573419 Epithienamycin F C17399 C13H18N2O8S2 -H(-) 100 514 393,2640381 5961,59238 0,89115104 Tylactone C12000 C23H38O5 -H(-) 100 515 398,2000959 2518,885648 0,923021285 Quinacrine C07339 C23H30ClN3O -H(-) 25 516 399,0701773 3754,443509 0,84472123 4-Demethylpremithramycinone; Versiconal hemiacetal acetate C12382; C20505 C20H16O9 -H(-) 21 517 399,0987054 4859,07133 0,884111165 S-Acetylphosphopantetheine C03725 C13H25N2O8PS -H(-) 100 518 401,3421985 3974,238027 0,68706283 7alpha-Hydroxycholesterol; Cholesterol-5beta,6beta-epoxide; 7alpha-Hydroxy-... C03594; C05418; C05451; C05500; C05502; C13550; C14151; C15519; C15610; C15882; C15992 C27H46O2 -H(-) 100 519 402,0101279 6627,676988 0,86073029 CDP C00112 C9H15N3O11P2 -H(-) 100 520 402,9946538 56289,59766 0,921312125 UDP C00015 C9H14N2O12P2 -H(-) 100 521 404,1698182 4018,305203 0,91260761 Cytomycin C01567 C17H23N7O5 -H(-) 96 522 407,2209001 5486,601179 0,89735508 Palmitoylglycerone phosphate C01192 C19H37O7P -H(-) 100 523 407,2802072 48741,87471 0,97744751 Cholic acid; Bile salt; 3alpha,7alpha,12beta-Trihydroxy-5beta-cholanate; Ur... C00695; C01558; C04661; C17644; C17647; C17649; C17650; C17654; C17657; C17667; C17668; C17726; C17727; C17737 C24H40O5 -H(-) 100 524 409,094095 5851,776174 0,833765 Nicosulfuron C10949 C15H18N6O6S -H(-) 100 525 409,2356639 41556,89762 0,97818777 1-Palmitoylglycerol 3-phosphate C04036 C19H39O7P -H(-) 100 526 409,311319 4681,054701 0,135558315 beta-Tocotrienol; gamma-Tocotrienol; 6-Geranylgeranyl-2,3-dimethylbenzene-1... C14154; C14155; C20738 C28H42O2 -H(-) 100 527 411,1091418 6851,875604 0,944761485 Podophyllotoxone; Aklavinone; Mollicellin C C10875; C12424; C20046 C22H20O8 -H(-) 100 528 411,2400261 3938,353902 0,915033875 Grayanotoxin I C09103 C22H36O7 -H(-) 73 529 413,0343041 3954,506236 0,732540015 Chlorimuron-ethyl C10943 C15H15ClN4O6S -H(-) 11 530 413,1979846 4689,196937 0,84588808 Magnoshinin; Eplerenone; Estra-1,3,5(10)-triene-3,6alpha,17beta-triol triac... C10658; C12512; C15382; C15440 C24H30O6 -H(-) 96 531 413,2177617 3129,607615 0,9374364 Tentoxin C08441 C22H30N4O4 -H(-) 35 532 417,1192093 4851,700534 0,9235664 Barbaloin; Isoliquiritin; Liquiritin; Isobarbaloin; Polygonimitin B C10305; C16978; C16989; C17778; C17809 C21H22O9 -H(-) 100 533 421,0749254 26019,63071 0,86599335 alpha,alpha'-Trehalose 6-phosphate; Sucrose 6'-phosphate; Maltose 6'-phosph... C00689; C02591; C02995; C04534; C05396; C16688; C18050; C20237 C12H23O14P -H(-) 100 534 421,226115 15280,17119 0,923528045 1,4-Bis(2-ethylhexyl) sulfosuccinate C07874 C20H38O7S -H(-) 100 535 423,1388818 4415,082218 0,83155972 Eprosartan C07467 C23H24N2O4S -H(-) 100 536 423,2749397 3939,679704 0,9121415 alpha-Phocaecholic acid C17651 C24H40O6 -H(-) 100 537 426,0216878 931815,1276 0,883077235 ADP; Adenosine 3',5'-bisphosphate; dGDP; Adenosine 2',5'-bisphosphate C00008; C00054; C00361; C03850 C10H15N5O10P2 -H(-) 92 538 427,3217867 3620,670098 0,848918315 Nandrolone decanoate C08154 C28H44O3 -H(-) 100 539 429,3736345 97805,19949 0,968233855 alpha-Tocopherol; 4beta-Hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3be... C02477; C04814 C29H50O2 -H(-) 100 540 433,0871011 11529,90091 0,855039595 (L-Seryl)adenylate C05820 C13H19N6O9P -H(-) 100 541 433,1136296 5049,19829 0,940053525 Naringenin 7-O-beta-D-glucoside; Phlorizin chalcone; 2',4,4',6'-Tetrahydrox... C09099; C16406; C16407; C16492 C21H22O10 -H(-) 100 542 433,2245008 39745,29879 0,9571836 Glutathionylspermidine C05730 C17H34N6O5S -H(-) 100 543 435,2232205 5837,944489 0,93787026 HC-toxin C15676 C21H32N4O6 -H(-) 33 544 435,2514199 25770,17768 0,96128014 Stearoylglycerone phosphate C03805 C21H41O7P -H(-) 100 545 442,0157827 62134,76709 0,908409565 GDP; 8-Oxo-dGDP C00035; C20176 C10H15N5O11P2 -H(-) 64 546 443,2799188 10714,70934 0,94413584 Fusaproliferin C20591 C27H40O5 -H(-) 100 547 445,0526769 54194,03147 0,93742353 CDP-ethanolamine C00570 C11H20N4O11P2 -H(-) 100 548 445,0764458 5937,037069 0,73103273 Baicalin C10025 C21H18O11 -H(-) 74 549 445,1868329 4852,841363 0,78859973 Yangambin; Estrone glucuronide C10894; C11133 C24H30O8 -H(-) 100 550 447,1296171 9312,700148 0,9318611 Sakuranin C17391 C22H24O10 -H(-) 100 551 447,3112252 4044,499705 0,90518427 Convallagenin A; Digitogenin; 2-Deoxyecdysone C08890; C08896; C16495 C27H44O5 -H(-) 100 552 448,3066219 2588,011573 0,615571085 Glycodeoxycholate; Glycochenodeoxycholate C05464; C05466 C26H43NO5 -H(-) 100 553 449,3269616 3699,606622 0,951417835 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestanoate C04722 C27H46O5 -H(-) 100 554 451,2242744 4637,593987 0,80728579 Hoechst 33342 C11189 C27H28N6O -H(-) 100 555 453,2516093 4899,371874 0,899015095 Rhodojaponin IV C09180 C24H38O8 -H(-) 14 556 455,0967803 9990,823995 0,92033336 FMN C00061 C17H21N4O9P -H(-) 100 557 455,219122 4555,295905 0,910306485 Vindoline C01626 C25H32N2O6 -H(-) 100 558 455,3160594 4310,27898 0,89362383 Callystatin A C16891 C29H44O4 -H(-) 100 559 459,1653863 3973,072971 0,878290625 6-Acetylpicropolin C09055 C24H28O9 -H(-) 100 560 459,27519 10132,25941 0,9454968 Hydrocortisone caproate C13422 C27H40O6 -H(-) 100 561 461,2520696 3843,184065 0,86329794 10-Desacetyltaxuyunnanin C C15538 C26H38O7 -H(-) 10 562 461,2909294 12751,30736 0,95398653 3-Dehydroecdysone; Podecdysone B C02513; C08832 C27H42O6 -H(-) 100 563 462,0662626 9273,159437 0,76491177 N6-(1,2-Dicarboxyethyl)-AMP C03794 C14H18N5O11P -H(-) 100 564 463,2862193 14578,90858 0,96620518 Pristimerin C08633 C30H40O4 -H(-) 100 565 463,3053749 11714,46939 0,95159447 Ecdysone; Ponasterone A; 3-Epiecdysone C00477; C08835; C16496 C27H44O6 -H(-) 79 566 464,3022367 8170,843733 0,96889922 Glycocholate C01921 C26H43NO6 -H(-) 100 567 465,3039065 215910,6392 0,949044855 Cholesterol sulfate C18043 C27H46O4S -H(-) 100 568 466,3069794 63371,76845 0,95096007 Oxethazaine C12552 C28H41N3O3 -H(-) 100 569 467,1926532 7850,22249 0,93742609 Paucin C09525 C23H32O10 -H(-) 100 570 475,1980267 4093,606181 0,90391636 2-Methoxyestrone 3-glucuronide C11132 C25H32O9 -H(-) 100 571 475,2341173 4342,935093 0,87858829 all-trans-Retinoyl-beta-glucuronide C11061 C26H36O8 -H(-) 100 572 476,2478569 5188,906684 0,9248637 Epothilone C C15694 C26H39NO5S -H(-) 100 573 477,0442714 8009,877889 0,890215725 Fucofuroeckol B C10226 C24H14O11 -H(-) 18 574 481,2812797 12767,66277 0,96582425 Fusicoccin H C09093 C26H42O8 -H(-) 100 575 482,2953249 8628,994419 0,92902803 Taurolithocholate C02592 C26H45NO5S -H(-) 100 576 482,9614351 12811,72084 0,83619148 UTP C00075 C9H15N2O15P3 -H(-) 100 577 483,2732243 10027,69774 0,9391208 Stigmatellin Y C12150 C29H40O6 -H(-) 21 578 483,3122988 14508,08531 0,95108593 Propapyriogenin A2 C08971 C30H44O5 -H(-) 100 579 485,3267243 6828,946971 0,92720211 Quillaic acid; Alisol C; Glabric acid; Acerinol C08972; C17461; C17764; C17842 C30H46O5 -H(-) 100 580 487,0999549 13142,16644 0,73010817 CDP-choline C00307 C14H26N4O11P2 -H(-) 100 581 487,2373825 3129,202872 0,94854033 Jamaicamide B C18213 C27H37ClN2O4 -H(-) 25 582 487,3420792 6337,844092 0,81044686 Asiatic acid; Cimigenol; Dahurinol; Euscaphic acid C08617; C17538; C17841; C17890 C30H48O5 -H(-) 100 583 490,2810636 10329,24446 0,948384435 Glutathionylspermine C16562 C20H41N7O5S -H(-) 100 584 492,2420822 4123,805573 0,92753941 Epothilone A C12153 C26H39NO6S -H(-) 100 585 493,9893032 6726,854092 0,831435385 7,8-Dihydroneopterin 3'-triphosphate C04895 C9H16N5O13P3 -H(-) 100 586 495,119204 3362,511568 0,88726294 1-Nitro-7-hydroxy-8-glutathionyl-7,8-dihydronaphthalene; 1-Nitro-7-glutathi... C14803; C14804; C14805; C14806 C20H24N4O9S -H(-) 100 587 495,2963653 3917,030467 0,90459234 Polypodine B; 20,26-Dihydroxyecdysone C08834; C16500 C27H44O8 -H(-) 100 588 498,2899754 866773,0139 0,946098355 Taurodeoxycholate; Taurochenodeoxycholate; Tauroursodeoxycholic acid C05463; C05465; C16868 C26H45NO6S -H(-) 40 589 503,0770767 3928,368479 0,865033745 Hypericin C07606 C30H16O8 -H(-) 100 590 503,1617852 44042,77664 0,62924054 Raffinose; Panose; Galactomannan; Maltotriose; Isomaltotriose; 6-alpha-Malt... C00492; C00713; C00883; C01835; C02160; C03367; C03661; C03848; C05404; C06219; C08239; C08243; C08251 C18H32O16 -H(-) 100 591 505,2820062 3897,64526 0,865063575 Mucronine A C10009 C29H38N4O4 -H(-) 100 592 505,9882446 141778,3675 0,66920009 ATP; dGTP; 2-Hydroxy-dATP C00002; C00286; C19969 C10H16N5O13P3 -H(-) 61 593 506,9715558 8599,384447 0,85458988 ITP; dXTP C00081; C01348 C10H15N4O14P3 -H(-) 100 594 508,2911914 9453,017639 0,941723765 Acetylbrowniine; Tricornine; Germine C08654; C08715; C10807 C27H43NO8 -H(-) 100 595 509,258542 5383,339586 0,94095823 Nebramycin 5' C18001 C19H38N6O10 -H(-) 100 596 521,348118 3188,145104 0,88119876 1-Oleoylglycerophosphocholine C03916 C26H53NO7P -H(-) 100 597 521,9829797 12438,80095 0,767106835 GTP; 8-Oxo-dGTP C00044; C19967 C10H16N5O14P3 -H(-) 100 598 522,2607846 5732,545841 0,89569175 Calcimycin C11309 C29H37N3O6 -H(-) 100 599 528,2637138 8627,621602 0,925929665 Glycochenodeoxycholate 7-sulfate C15559 C26H43NO8S -H(-) 100 600 529,0621862 12634,70609 0,92516172 dTDP-4-oxo-2,6-dideoxy-L-glucose; dTDP-3-oxo-4,6-dideoxy-D-glucose; dTDP-4-... C06622; C11909; C11922; C11927; C11928; C11932; C18029 C16H24N2O14P2 -H(-) 100 601 529,305621 9215,873128 0,931315005 Kukoamine A; Kukoamine B; Kukoamine C; Kukoamine D C17615; C17616; C17617; C17618 C28H42N4O6 -H(-) 10 602 531,2999589 32517,50841 0,974470765 5beta-Cyprinolsulfate C05468 C27H48O8S -H(-) 100 603 535,0372019 8645,33589 0,886532785 UDP-D-xylose; UDP-L-arabinose; UDP-apiose; UDP-L-arabinofuranose C00190; C00935; C01623; C18094 C14H22N2O16P2 -H(-) 100 604 540,0530026 351492,2307 0,883444605 Cyclic ADP-ribose C13050 C15H21N5O13P2 -H(-) 100 605 545,1720048 43234,90232 0,881563425 alpha-1,5-L-Arabinotetraose C20572 C20H34O17 -H(-) 100 606 546,0883279 3961,964371 0,95208049 dTDP-4-amino-4,6-dideoxy-D-glucose; dTDP-4-amino-4,6-dideoxy-D-galactose; d... C04268; C04346; C11925; C17087; C19947 C16H27N3O14P2 -H(-) 71 607 547,2946136 5925,551914 0,92502624 5beta-Scymnol sulfate C16261 C27H48O9S -H(-) 100 608 553,2829164 5311,86321 0,93033546 Integerressine C10006 C33H38N4O4 -H(-) 100 609 558,0636312 146185,8183 0,843048455 ADP-ribose; ADP-D-ribose; Phosphoribosyl-AMP C00301; C01882; C02741 C15H23N5O14P2 -H(-) 100 610 563,067912 14212,87462 0,948707015 dTDP-glucose; dTDP-galactose C00842; C02097 C16H26N2O16P2 -H(-) 100 611 565,0479903 203301,9323 0,874435275 UDP-glucose; UDP-alpha-D-galactose; UDP-alpha-D-galactofuranose C00029; C00052; C03733 C15H24N2O17P2 -H(-) 100 612 565,4412584 3833,437592 0,73319602 Anhydrorhodovibrin C15877 C41H58O -H(-) 100 613 567,2984976 5224,165799 0,94270158 Protoporphyrinogen IX; Adouetine Y; Crenatine A C01079; C09994; C10002 C34H40N4O4 -H(-) 100 614 577,3743436 7959,024536 0,765756875 Asparagoside A; Timosaponin A-I C08886; C17074 C33H54O8 -H(-) 100 615 581,2767714 2897,269538 0,91709429 Aralionine A C09999 C34H38N4O5 -H(-) 100 616 581,4342958 4075,94417 0,62170154 Hydroxyspirilloxanthin; Spheroidenone; R.g.-Keto I; Thiothece-474 C15879; C15903; C16277; C16279 C41H58O2 -H(-) 17 617 583,255662 2879,78469 0,921868175 Bilirubin; (3Z)-Phytochromobilin; 15,16-Dihydrobiliverdin C00486; C05913; C11630 C33H36N4O6 -H(-) 100 618 585,3052854 4893,242635 0,92701405 5-Oxoavermectin ''2b'' aglycone C11954 C33H46O9 -H(-) 38 619 593,1933672 9765,188989 0,90981936 Cannabisin A C17905 C34H30N2O8 -H(-) 100 620 593,3332291 2928,59169 0,94222182 13-Deoxytedanolide C16861 C32H50O10 -H(-) 100 621 595,0405969 5771,729933 0,084171765 ADP-5-ethyl-4-methylthiazole-2-carboxylate C20784 C17H22N6O12P2S -H(-) 64 622 595,3785873 9731,611206 0,94112393 Astaxanthin C08580 C40H52O4 -H(-) 100 623 597,2356026 2343,925942 0,63419047 5-Oxo-delta-bilirubin; 15-Oxo-beta-bilirubin C20666; C20667 C33H34N4O7 -H(-) 100 624 604,1053274 4354,644518 0,751095775 Pelargonidin 3-O-3'',6''-O-dimalonylglucoside C16288 C27H25O16 -H(-) 34 625 606,0735041 215624,342 0,85918027 UDP-N-acetyl-alpha-D-glucosamine; UDP-N-acetyl-D-galactosamine; UDP-N-acety... C00043; C00203; C01170 C17H27N3O17P2 -H(-) 100 626 608,2879408 2661,614022 0,936175135 Ergocristine C09164 C35H39N5O5 -H(-) 100 627 613,3903583 5305,339667 0,93042535 3-((3-Cholamidopropyl)dimethylammonium)-1-propanesulfonate C11321 C32H58N2O7S -H(-) 80 628 618,0848198 6510,284288 0,82068396 ADP-D-glycero-beta-D-manno-heptose; ADP-L-glycero-beta-D-manno-heptose C06397; C06398 C17H27N5O16P2 -H(-) 100 629 620,0191194 22907,53558 0,88462019 ADP-ribose 1'',2''-phosphate; 2'-Phospho-cyclic ADP-ribose C19851; C20742 C15H22N5O16P3 -H(-) 96 630 623,3134954 4517,927945 0,90838975 Dauricine C09419 C38H44N2O6 -H(-) 100 631 629,1343714 18574,72758 0,85524169 CMP-N-glycoloylneuraminate C03691 C20H31N4O17P -H(-) 100 632 655,4210819 9950,453193 0,775559515 Enalkiren C07466 C35H56N6O6 -H(-) 15 633 664,1172857 144683,9526 0,802512435 NADH; alpha-NADH C00004; C20744 C21H29N7O14P2 -H(-) 100 634 665,2136335 181007,2063 0,571579215 Glycogen; Stachyose; Cellotetraose; Maltotetraose; Isolychnose; 1,3-alpha-D... C00182; C01613; C02013; C02052; C03989; C04861; C08242; C08248 C24H42O21 -H(-) 100 635 686,1416415 20194,75313 0,90271583 Dephospho-CoA C00882 C21H35N7O13P2S -H(-) 100 636 694,1780839 1805,217768 0,841745225 Dexylosylbenanomicin A C06787 C34H33NO15 -H(-) 100 637 732,3020589 2181,110406 0,864819855 3'-N-Debenzoyl-2'-deoxytaxol C16523 C40H47NO12 -H(-) 100 638 744,0838619 25292,89499 0,82672581 NADPH; alpha-NADPH C00005; C20745 C21H30N7O17P3 -H(-) 100 639 766,1068609 54497,58702 0,939581035 CoA C00010 C21H36N7O16P3S -H(-) 92 640 785,5524696 10706,51745 0,962319795 1-Hexadecylthio-1-deoxy-2-hexadecylphosphono-sn-glycero-3-phosphocholine C04862 C40H86NO7P2S -H(-) 100 641 807,4001997 11709,09045 0,938773095 Leurosine C09219 C46H56N4O9 -H(-) 6 642 808,1184275 22859,03107 0,84795946 Acetyl-CoA C00024 C23H38N7O17P3S -H(-) 100 643 812,4431193 7567,278985 0,9432652 Troleandomycin; Leucomycin A4 C12753; C14057 C41H67NO15 -H(-) 100 644 822,1320261 8438,872477 0,853661 Propanoyl-CoA C00100 C24H40N7O17P3S -H(-) 16 645 827,2671396 29839,79274 0,6263248 Amylopectin; Cellopentaose; Verbascose C00317; C06218; C08252 C30H52O26 -H(-) 100 646 835,4322217 14762,21251 0,9559069 Acanthifolicin C20006 C44H68O13S -H(-) 50 647 836,1489232 6895,597575 0,888743905 Butanoyl-CoA; 2-Methylpropanoyl-CoA C00136; C00630 C25H42N7O17P3S -H(-) 100 648 837,4409762 10032,2299 0,91793042 Pulvomycin C12070 C47H66O13 -H(-) 18 649 850,1651878 5355,09239 0,85199398 Pentanoyl-CoA; 2-Methylbutanoyl-CoA; 3-Methylbutanoyl-CoA; (S)-2-Methylbuta... C00888; C01033; C02939; C15980 C26H44N7O17P3S -H(-) 100 650 917,5583675 16202,54072 0,92704618 Megalomicin B C11986 C46H82N2O16 -H(-) 100 651 951,4953207 6267,551561 0,86871517 Microcystin RA C19996 C46H68N10O12 -H(-) 100 652 955,4899718 8930,015767 0,540642645 Chikusetsusaponin V C17543 C48H76O19 -H(-) 100 653 982,5050995 14856,4574 -0,032506023 Adrenorphin C16108 C44H69N15O9S -H(-) 100 Diabetes Page 46 of 46

Supplementary Dataset 4 contains the ion annotation data for plasma db/db mice, with reported ion m/z, average intensity, annotation scores, names, IDs and formulas. ionIdx ionMz ionAverageInt ionQualTIC Top annotation name Top annotation ids Top annotation formula Top annotation ion Top annotation score 1 71,01354771 4255,606045 -0,23180883 Acrylic acid; Methylglyoxal; Glycidaldehyde; Propiolactone; Malonaldehyde C00511; C00546; C19246; C19297; C19440 C3H4O2 -H(-) 100 2 85,02925385 5324,844008 -0,300163435 Diacetyl; gamma-Butyrolactone; 2-Butenoate; 2-Butyne-1,4-diol; Cyclopropane... C00741; C01770; C01771; C02497; C16267; C16835; C19201; C19309; C19443 C4H6O2 -H(-) 100 3 86,02478866 3743,111766 0,071035132 Dehydroalanine; 2-Oxazolidinone; Aminoacrylate C02218; C06695; C20253 C3H5NO2 -H(-) 100 4 88,04030484 4450,973155 -0,170203 L-Alanine; beta-Alanine; D-Alanine; Sarcosine; Alanine; Urethane; 2-Nitropr... C00041; C00099; C00133; C00213; C01401; C01537; C02116; C11488 C3H7NO2 -H(-) 100 5 89,0242261 78439,96859 0,3826804 Glycerone; (S)-Lactate; (R)-Lactate; D-Glyceraldehyde; 3-Hydroxypropanoate;... C00184; C00186; C00256; C00577; C01013; C01432; C02154; C02426 C3H6O3 -H(-) 100 6 93,03438983 56727,12305 -0,310708615 Phenol; Arene oxide; Phenol C00146; C01782; C15584 C6H6O -H(-) 100 7 94,02971405 17067,08747 -0,403507115 2-Hydroxypyridine C02502 C5H5NO -H(-) 100 8 94,98043403 1662525,92 -0,387054205 Methanesulfonic acid C11145 CH4SO3 -H(-) 100 9 95,01356263 6812,384684 -0,278787535 Protoanemonin; Furfural C07090; C14279 C5H4O2 -H(-) 100 10 96,00888651 60250,71647 -0,540070505 Maleimide C07272 C4H3NO2 -H(-) 100 11 97,02855924 14692,39486 -0,245168635 Furfuryl alcohol; Tulipalin A C20441; C20578 C5H6O2 -H(-) 100 12 98,02446061 47055,52778 -0,433482185 Succinimide; Hymexazol C07273; C11103 C4H5NO2 -H(-) 100 13 100,0402018 3676,76835 -0,017484886 1-Aminocyclopropane-1-carboxylate; Homoserine lactone; Diacetylmonoxime; L-... C01234; C02926; C07509; C08267; C11106; C17234; C19456; C19777 C4H7NO2 -H(-) 100 14 101,0242072 19234,82294 -0,252359555 2-Oxobutanoate; Acetoacetate; Succinate semialdehyde; 2-Methyl-3-oxopropano... C00109; C00164; C00232; C00349; C06002 C4H6O3 -H(-) 100 15 101,0605688 7361,400024 -0,377044645 Pentanoate; 3-Methylbutanoic acid; 2-Methylbutyrate C00803; C08262; C18319 C5H10O2 -H(-) 100 16 102,0559885 4826,929701 0,041994728 4-Aminobutanoate; N,N-Dimethylglycine; (R)-3-Amino-2-methylpropanoate; D-2-... C00334; C01026; C01205; C02261; C02356; C02721; C03284; C03665; C05145; C11109; C11735; C19514 C4H9NO2 -H(-) 100 17 103,0400298 10468,13723 0,37227261 4-Hydroxybutanoic acid; (R)-3-Hydroxybutanoate; 3-Hydroxy-2-methylpropanoat... C00989; C01089; C01188; C01991; C03197; C05984; C06001; C14601 C4H8O3 -H(-) 100 18 104,0353638 5178,84947 0,085911758 L-Serine; Serine; D-Serine C00065; C00716; C00740 C3H7NO3 -H(-) 100 19 107,0501331 7835,549323 -0,20266092 Benzyl alcohol; Anisole; 3-Cresol; 4-Cresol; o-Cresol; Aromatic primary alc... C00556; C01403; C01467; C01468; C01542; C03485 C7H8O -H(-) 100 20 108,0213381 5292,323469 -0,29355082 p-Benzosemiquinone; o-Benzosemiquinone C02389; C05060 C6H5O2 -H(-) 100 21 108,0454807 10572,99986 -0,38702877 2-Aminophenol; 4-Hydroxyaniline; Hydroxylaminobenzene; m-Aminophenol C01987; C02372; C02720; C05058 C6H7NO -H(-) 100 22 108,9961315 6498,218289 -0,26568478 Methyl methanesulfonate C19181 C2H6O3S -H(-) 100 23 109,0296853 18071,92631 -0,3731432 Catechol; Hydroquinone; Resorcinol; Benzenediol; 5-Methyl-2-furaldehyde; Ca... C00090; C00530; C01751; C01785; C11115; C15571 C6H6O2 -H(-) 100 24 109,0407148 71123,40723 -0,55652845 N-Acetylimidazole; Imidazole-4-acetaldehyde C02560; C05130 C5H6N2O -H(-) 100 25 110,0246861 17300,35387 -0,41364127 2,5-Dihydroxypyridine; 3,4-Dihydroxypyridine; 2,6-Dihydroxypyridine; 3-Hydr... C01059; C02932; C03056; C03927; C05942 C5H5NO2 -H(-) 100 26 110,0358044 8844,449226 -0,43119645 Cytosine C00380 C4H5N3O -H(-) 100 27 111,0088057 24733,34486 -0,381093785 2-Furoate C01546 C5H4O3 -H(-) 100 28 111,0199278 14347,81353 -0,35705291 Uracil; Maleic hydrazide C00106; C18474 C4H4N2O2 -H(-) 100 29 112,0403324 18876,30762 -0,42074987 1-Pyrroline-2-carboxylate; (S)-1-Pyrroline-5-carboxylate; delta-1-Pyrroline... C03564; C03912; C04322; C07275 C5H7NO2 -H(-) 100 30 112,0515132 15547,24113 -0,484909875 Creatinine; 3-(N-Nitrosomethylamino)propionitrile C00791; C19280 C4H7N3O -H(-) 100 31 113,0244408 28240,73427 -0,310074895 2-Hydroxy-2,4-pentadienoate; cis-Acetylacrylate C00596; C07091 C5H6O3 -H(-) 100 32 113,0355342 37562,57259 -0,495393995 5,6-Dihydrouracil; 3-Cyano-L-alanine; N-Methylhydantoin; 2,5-Dioxopiperazin... C00429; C02512; C02565; C02777; C08311 C4H6N2O2 -H(-) 100 33 114,056042 27278,53126 -0,074694656 L-Proline; D-Proline; Proline; 3-Acetamidopropanal C00148; C00763; C16435; C18170 C5H9NO2 -H(-) 100 34 115,0036409 3989,290534 0,18391283 Fumarate; Maleic acid; Formylpyruvate C00122; C01384; C02150 C4H4O4 -H(-) 100 35 115,0763385 3518,066527 -0,24931122 Hexanoic acid; 4-Hydroxyhexan-3-one; trans-1,2-Cyclohexanediol; Isoamyl for... C01585; C02948; C03739; C12293; C12304; C12313 C6H12O2 -H(-) 100 36 116,0716596 35304,19702 -0,294469565 L-Valine; 5-Aminopentanoate; Betaine; D-Norvaline; L-Norvaline; 2-Amino-2-m... C00183; C00431; C00719; C01799; C01826; C03571; C06417; C07457; C15987; C16436 C5H11NO2 -H(-) 100 37 117,019509 6841,50217 0,11568131 Succinate; Methylmalonate; Methyl oxalate C00042; C02170; C10900 C4H6O4 -H(-) 100 38 117,034448 7586,325263 -0,480716605 Benzofuran C14512 C8H6O -H(-) 100 39 118,0505802 10073,65053 -0,060102776 L-Threonine; L-Homoserine; D-Threonine; 2-Methylserine; 4-Amino-3-hydroxybu... C00188; C00263; C00820; C02115; C03678; C05519; C11108; C12317 C4H9NO3 -H(-) 100 40 118,9805869 50165,08963 -0,688570025 Mercaptopyruvate C00957 C3H4O3S -H(-) 100 41 119,0500809 26189,02264 -0,51559907 Phenylacetaldehyde; Styrene oxide; 4-Hydroxystyrene; p-Tolualdehyde; Acetop... C00601; C02083; C05627; C06758; C07113; C07209; C07214; C20782 C8H8O -H(-) 100 42 120,0455598 5498,80309 -0,4122453 Benzamide C09815 C7H7NO -H(-) 100 43 121,0294595 138341,7573 -0,35627453 Benzoate; Aromatic acid; 4-Hydroxybenzaldehyde; 3-Hydroxybenzaldehyde; Sali... C00180; C00539; C00633; C03067; C06202; C15474 C7H6O2 -H(-) 100 44 121,0403528 29494,84451 -0,55473366 Nicotinamide; Picolinamide; Isonicotineamide C00153; C01950; C02421 C6H6N2O -H(-) 100 45 122,0245223 9161,803168 -0,37383643 Nicotinate; Nitrobenzene; Isonicotinic acid; Picolinic acid C00253; C06813; C07446; C10164 C6H5NO2 -H(-) 100 46 123,0564078 146296,2521 -0,540333805 1-(1-Oxopropyl)-1H-imidazole; Methylimidazole acetaldehyde C03007; C05827 C6H8N2O -H(-) 100 47 124,0076624 248460,2986 0,76997924 Taurine C00245 C2H7NO3S -H(-) 100 48 124,0401262 19587,77538 -0,45796226 N-Ethylmaleimide; N-Furfurylformamide; 3-Hydroxyaminophenol; Aminohydroquin... C02441; C02854; C14602; C14604; C16671; C18351 C6H7NO2 -H(-) 100 49 124,0513555 10905,40133 -0,45015761 5-Methylcytosine C02376 C5H7N3O -H(-) 100 50 125,0243126 17926,84257 -0,409696105 1,2,3-Trihydroxybenzene; Phloroglucinol; Triacetate lactone; Benzene-1,2,4-... C01108; C02183; C02752; C02814; C11101; C11918; C20718 C6H6O3 -H(-) 100 51 125,0353824 24611,6649 -0,425362615 Thymine; Imidazole-4-acetate C00178; C02835 C5H6N2O2 -H(-) 100 52 126,0558664 5137,183848 -0,3859735 (S)-2,3,4,5-Tetrahydropyridine-2-carboxylate; delta1-Piperideine-2-carboxyl... C00450; C04092; C08268; C08292; C10149; C13694 C6H9NO2 -H(-) 100 53 127,0511818 136301,6758 -0,579705865 5,6-Dihydrothymine; gamma-Amino-gamma-cyanobutanoate; alpha-Amino-gamma-cya... C00906; C05715; C05717 C5H8N2O2 -H(-) 100 54 128,0351253 87555,63411 -0,347659145 4-Oxoproline; Pidolic acid; 5-Oxo-D-proline; L-1-Pyrroline-3-hydroxy-5-carb... C01877; C01879; C02237; C04281; C04282 C5H7NO3 -H(-) 100 55 129,0191953 4750,734026 0,01129399 2,5-Dioxopentanoate; Itaconate; Mesaconate; Acetylpyruvate; (E)-Glutaconate... C00433; C00490; C01732; C02132; C02214; C02226; C02800 C5H6O4 -H(-) 100 56 129,0555993 6867,944533 0,30203167 4-Methyl-2-oxopentanoate; (S)-3-Methyl-2-oxopentanoic acid; 2-Oxohexanoic a... C00233; C00671; C00902; C01012; C02122; C02129; C03241; C03465; C03467; C03500; C06008; C06102; C12314C6H10O3 -H(-) 100 57 129,1031582 5558,739254 -0,471649885 N-Acetylputrescine; N-Nitrosodi-n-propylamine C02714; C19279 C6H14N2O -H(-) 100 58 130,0509374 9318,695089 -0,155752435 5-Aminolevulinate; cis-4-Hydroxy-L-proline; N-Acetyl-beta-alanine; 5-Amino-... C00430; C01015; C01073; C01110; C01157; C01165; C03341; C03440; C03651; C03741; C05147; C19706 C5H9NO3 -H(-) 100 59 130,087179 83559,39654 -0,351116285 L-Leucine; L-Isoleucine; D-Leucine; L-Norleucine; 6-Aminohexanoate; (3R)-be... C00123; C00407; C01570; C01933; C02378; C02486; C06418; C08263; C16434; C16439; C16647 C6H13NO2 -H(-) 100 60 131,0471022 6533,195767 -0,14845978 L-Asparagine; N-Carbamoylsarcosine; D-Asparagine; Glycylglycine; 3-Ureidopr... C00152; C01043; C01905; C02037; C02642; C16438; C19258; C19301 C4H8N2O3 -H(-) 100 61 131,0716799 6572,324009 -0,094007013 D-2-Hydroxyisocaproate; Ethyl (R)-3-hydroxybutanoate; 6-Hydroxyhexanoic aci... C03264; C03499; C06103; C07834 C6H12O3 -H(-) 100 62 131,0824478 52161,69613 -0,527174385 L-Ornithine; D-Ornithine; Ornithine; (2R,4S)-2,4-Diaminopentanoate; D-Ornit... C00077; C00515; C01602; C03943; C11320 C5H12N2O2; C5H12N2O2. -H(-); -H(-) 100 63 132,0303813 5754,550123 0,180828675 L-Aspartate; D-Aspartate; Aspartate; Iminodiacetate C00049; C00402; C16433; C19911 C4H7NO4 -H(-) 100 64 132,0452598 7559,707038 -0,37637478 Mandelonitrile; Hydroxyindole; (S)-Mandelonitrile; 4-Hydroxyphenylacetonitr... C00561; C02040; C02615; C03766; C05658; C12312 C8H7NO -H(-) 100 65 133,0143031 16172,53593 -0,019630862 (S)-Malate; (R)-Malate; Malate; 3-Dehydro-L-threonate C00149; C00497; C00711; C03064 C4H6O5 -H(-) 100 66 133,0512645 6314,584462 -0,359363855 Deoxyribose; 2-Deoxy-L-arabinose; 2,3-Dihydroxy-3-methylbutanoate; (R)-2,3-... C01801; C02783; C04039; C04272; C06257; C08347 C5H10O4 -H(-) 100 67 134,0607971 7422,505473 -0,388284 2-Phenylacetamide; Acetanilide; N-Benzylformamide; (Z)-Phenylacetaldehyde o... C02505; C07565; C15561; C16075; C19714 C8H9NO -H(-) 100 68 135,0311219 20574,90485 0,166298405 Hypoxanthine C00262 C5H4N4O -H(-) 100 69 136,0402498 15213,49896 -0,39695996 Anthranilate; 4-Aminobenzoate; N-Methylnicotinate; 4-Nitrotoluene; 3-Nitrot... C00108; C00568; C01004; C14394; C19486; C19597 C7H7NO2 -H(-) 100 70 136,0513417 10228,89901 -0,47795707 Isoniazid C07054 C6H7N3O -H(-) 100 71 137,0717568 234851,1564 -0,60504666 4-Hydroxymethylphenylhydrazine; 1-Methyl-1,6-dihydropyridine-2-carbaldoxime... C03994; C11765; C19218 C7H10N2O -H(-) 100 72 138,022976 379963,3247 -0,39622925 3-Aminopropanesulfonate C03349 C3H9NO3S -H(-) 100 73 138,0557297 14868,16569 -0,439101335 Gabaculine C12110 C7H9NO2 -H(-) 100 74 140,0715144 4182,152412 -0,414115115 Ethosuximide; Hypoglycin; Arecaidine; Guvacoline C07505; C08287; C10128; C16821 C7H11NO2 -H(-) 100 75 140,082869 7994,509433 -0,50150156 L-Histidinol C00860 C6H11N3O -H(-) 100 76 141,0197013 65009,7627 -0,308772315 2-Hydroxymuconate semialdehyde; cis,cis-Muconate; 2-Oxo-2,3-dihydrofuran-5-... C00682; C02480; C03586; C03647; C03743; C04105; C06603; C14516; C14610; C20448 C6H6O4 -H(-) 100 77 141,0667386 40029,98703 -0,45911437 Ectoine C06231 C6H10N2O2 -H(-) 100 78 143,0353379 17296,1786 -0,37439023 2,3-Dimethylmaleate; Triacetate; Methylitaconate; 2-Methyleneglutarate; 2-H... C00922; C01757; C02295; C02930; C19821; C19822; C19826 C6H8O4 -H(-) 100 79 143,0825526 19176,54751 0,070667811 4-Amino-1-piperidinecarboxylic acid C16837 C6H12N2O2 -H(-) 100 80 144,0452368 151970,7639 -0,474347425 3-Methyleneoxindole; Isocarbostyril; Quinolin-2-ol; 4-Hydroxyquinoline; 2(1... C02796; C06324; C06338; C06343; C06415; C08493; C19434 C9H7NO -H(-) 100 81 145,0143857 4113,656219 0,17063975 2-Oxoglutarate; Oxaloacetate 4-methyl ester; 5-Hydroxy-2,4-dioxopentanoate;... C00026; C03716; C05406; C06030; C06316 C5H6O5 -H(-) 100 82 145,061687 163581,0021 0,34820281 L-Glutamine; Glutamine; D-Glutamine; 3-Ureidoisobutyrate; Isoglutamine C00064; C00303; C00819; C05100; C16673 C5H10N2O3 -H(-) 100 83 145,0981598 173149,4949 -0,648582455 L-Lysine; D-Lysine; (3S)-3,6-Diaminohexanoate; (3S,5S)-3,5-Diaminohexanoate... C00047; C00739; C01142; C01186; C05161; C16440; C20277 C6H14N2O2 -H(-) 100 84 146,0246222 123509,6672 -0,4221676 Indole-5,6-quinone; Isatin C05579; C11129 C8H5NO2 -H(-) 100 85 146,0458257 19329,14547 0,192940595 L-Glutamate; D-Glutamate; Glutamate; O-Acetyl-L-serine; L-threo-3-Methylasp... C00025; C00217; C00302; C00979; C03618; C03790; C05574; C05938; C05941; C12269 C5H9NO4 -H(-) 100 86 147,0450367 7999,894328 -0,339761065 trans-Cinnamate; Dihydrocoumarin; 4-Hydroxycinnamyl aldehyde; 3-Hydroxy-1-i... C00423; C02274; C05608; C07720; C07728; C10438; C17268 C9H8O2 -H(-) 100 87 148,0411929 11816,92164 -0,32995151 4-Hydroxymandelonitrile; 2,3-Dihydroxyindole; 2-Formylaminobenzaldehyde; (S... C00650; C02775; C03574; C03742; C05578; C09957; C11130 C8H7NO2 -H(-) 100 88 148,0628169 4907,924154 -0,45345445 N,N-Dihydroxy-L-valine C20314 C5H11NO4 -H(-) 62 89 148,9908822 28475,36211 -0,524637315 Thiodiacetic acid C14872 C4H6O4S -H(-) 100 90 149,0461736 7908,72914 -0,310709805 D-Ribose; D-Xylose; D-Arabinose; L-Arabinose; D-Ribulose; D-Xylulose; L-Xyl... C00121; C00181; C00216; C00259; C00309; C00310; C00312; C00476; C00508; C01394; C01488; C01508; C01510C5H10O5 -H(-) 100 91 149,0717867 80396,17296 -0,61127651 N-Methylanthranilamide; N,N-Dimethyl-4-nitrosoaniline C17512; C19680 C8H10N2O -H(-) 100 92 150,0559374 35304,37733 -0,484850185 N-(Acetyloxy)benzenamine; N-Methylanthranilate; N-Methyl-4-aminobenzoate; (... C02709; C03005; C03522; C04350; C04353; C06804; C07301; C16571; C17755; C17756; C18623; C20634 C8H9NO2 -H(-) 100 93 151,0261073 28022,47709 0,741600215 Xanthine; Alloxanthine C00385; C07599 C5H4N4O2 -H(-) 100 94 151,0512955 37500,16721 -0,51271078 N1-Methyl-2-pyridone-5-carboxamide; N1-Methyl-4-pyridone-5-carboxamide; 2-A... C05842; C05843; C16398; C18320 C7H8N2O2 -H(-) 100 95 151,0875419 291842,1699 -0,60394022 4-(Hydroxylamino)-N,N-dimethylaniline C19681 C8H12N2O -H(-) 100 96 152,0351264 6546,478505 -0,36327812 3-Hydroxyanthranilate; 3-Hydroxy-2-methylpyridine-5-carboxylate; 4-Aminosal... C00632; C01270; C02518; C06669; C07555; C11343; C12107; C12115; C16235; C19270 C7H7NO3 -H(-) 100 97 152,0463198 14647,21014 -0,443392485 1,2-Diamino-4-nitrobenzene; 1,4-Diamino-2-nitrobenzene C19384; C19385 C6H7N3O2 -H(-) 100 98 152,0716917 11675,95139 -0,48756304 Dopamine; Octopamine; Vanillylamine C03758; C04227; C16666 C8H11NO2 -H(-) 100 99 152,9954866 6857,781894 0,67468309 Propanoyl phosphate; Hydroxyacetone phosphate; Glycerol 1,2-cyclic phosphate C02876; C03505; C03947 C3H7O5P -H(-) 100 100 153,0194367 4099,798652 0,583766165 2,3-Dihydroxybenzoate; 3,4-Dihydroxybenzoate; 2,5-Dihydroxybenzoate; Patulin C00196; C00230; C00628; C16748 C7H6O4 -H(-) 100 101 153,0304234 11096,37617 -0,430210485 Imidazol-5-yl-pyruvate; 3-Imidazole-2-oxopropanoate; 2-Amino-4-nitrophenol;... C03277; C03762; C19321; C19322; C19323 C6H6N2O3 -H(-) 100 102 154,0516016 11340,76745 -0,40070841 (3S,5S)-Carbapenam-3-carboxylic acid; (5S,6S)-6-Amino-5-hydroxycyclohexane-... C17367; C19830; C19831 C7H9NO3 -H(-) 100 103 154,0623467 53997,90663 -0,12400176 L-Histidine; Histidine; 3-(Pyrazol-1-yl)-L-alanine; D-Histidine C00135; C00768; C01162; C06419 C6H9N3O2 -H(-) 100 104 155,0464221 5040,235284 -0,35540971 4-Imidazolone-5-propanoate; (S)-3-(Imidazol-5-yl)lactate; Imidazole lactate... C03680; C03817; C05568; C19481 C6H8N2O3 -H(-) 100 105 156,0667235 6066,386237 -0,35108553 Paramethadione; 2-Hydroxyethylclavam; Ethadione; 3-Methylcrotonylglycine C07411; C17361; C17724; C20828 C7H11NO3 -H(-) 100 106 157,0366456 11188,58498 0,26627532 Allantoin; (R)(-)-Allantoin; (S)-Allantoin C01551; C02348; C02350 C4H6N4O3 -H(-) 100 107 157,0619117 5777,572184 -0,35831837 4-Methylene-L-glutamine; 5-Hydroxyectoine C01109; C16432 C6H10N2O3 -H(-) 100 108 157,1233533 5341,881395 -0,18751867 Nonanoic acid C01601 C9H18O2 -H(-) 100 109 158,0460234 4695,243513 -0,044584706 4-Methylene-L-glutamate; N-Methyl-2-oxoglutaramate C00651; C03623 C6H9NO4 -H(-) 100 110 158,0608375 9920,86695 -0,427149355 Indole-3-acetaldehyde; 3-Methyl-quinolin-2-ol; Echinopsine; N-Hydroxy-1-ami... C00637; C06345; C10663; C14789 C10H9NO -H(-) 100 111 158,082141 5447,919688 -0,24404673 5-Acetamidopentanoate; (-)-Betonicine; 3-Hydroxystachydrine; Calystegin A3 C03087; C08269; C10151; C10850 C7H13NO3 -H(-) 100 112 158,0934855 8459,159519 -0,620978055 delta-Guanidinovaleric acid C13688 C6H13N3O2 -H(-) 100 113 159,0663182 4083,280663 -0,327685225 Pimelate; (1S,3R,4S)-3,4-Dihydroxycyclohexane-1-carboxylate; 2-Propylsuccin... C02656; C04687; C16657 C7H12O4 -H(-) 100 114 159,1136649 11250,85271 -0,562213185 N6-Methyl-L-lysine C02728 C7H16N2O2 -H(-) 100 115 160,0402191 25758,81159 -0,358190505 4,8-Dihydroxyquinoline; 4,6-Dihydroxyquinoline; Quinoline-3,4-diol; Quinoli... C05637; C05639; C06330; C06342; C11503; C16716; C19837 C9H7NO2 -H(-) 100 116 161,0458701 33911,90305 -0,36760904 Lichenin; (R)-3,3-Dimethylmalate; 3-Ethylmalate; 2-Hydroxyadipate; (R)-2-Et... C00478; C01088; C01989; C02360; C02488; C02991; C03652; C03761; C03827; C03979; C06158; C06159; C06474C6H10O5 -H(-) 100 117 161,0719269 26433,39246 -0,577878295 1-Ethyl-2-benzimidazolinone C13840 C9H10N2O -H(-) 100 118 162,0560349 25787,48218 -0,449421015 3-Methyldioxyindole; 4-Oxo-1-(3-pyridyl)-1-butanone C05834; C19567 C9H9NO2 -H(-) 100 119 163,0510684 25273,03988 -0,496248555 Ricinine C01526 C8H8N2O2 -H(-) 100 120 163,0612523 14469,98319 -0,45825431 L-Rhamnose; 2-Deoxy-D-glucose; L-Rhamnulose; 6-Deoxy-D-galactose; 6-Deoxy-L... C00507; C00586; C00861; C01018; C01019; C01684; C01721; C02095; C02338; C02431; C02476; C02522; C02781C6H12O5 -H(-) 100 121 163,0876901 79180,46804 -0,609326275 Fenuron C11224 C9H12N2O -H(-) 100 122 164,0470361 10864,38501 -0,372570275 N-Methyl-N,4-dinitrosoaniline C19452 C7H7N3O2 -H(-) 100 123 164,0716097 54658,01552 -0,253466085 L-Phenylalanine; Phenylalanine; D-Phenylalanine; Benzocaine; Tricaine; Meto... C00079; C02057; C02265; C07527; C18090; C18747; C19565; C19578; C20487; C20488 C9H11NO2 -H(-) 100 124 165,0188635 86801,68636 -0,244695065 Phthalate; 4-Hydroxyphenylglyoxylate; Terephthalate; 3-Formylsalicylic acid... C01606; C03590; C06337; C14096; C14100 C8H6O4 -H(-) 100 125 165,0403772 6268,13657 -0,26504344 D-Xylonate; L-Arabinonate; D-Arabinonate; D-Ribonate; L-Xylonate; L-Lyxonate C00502; C00545; C00878; C01685; C05411; C05412 C5H10O6 -H(-) 100 126 166,0508723 16652,04791 -0,441634075 Pyridoxal; D-4-Hydroxyphenylglycine; 3-Hydroxy-4-methylanthranilate; 3-Meth... C00250; C03493; C03986; C05831; C06051; C12323; C14170; C14171; C20821 C8H9NO3 -H(-) 100 127 166,0620673 34047,94998 -0,50157383 2,4-Diamino-6-nitrotoluene; 2,6-Diamino-4-nitrotoluene C16396; C16397 C7H9N3O2 -H(-) 100 128 166,9984186 3474,421305 0,269070155 2-Oxo-3-(5-oxofuran-2-ylidene)propanoate C20366 C7H4O5 -H(-) 100 129 167,0208508 70158,24653 0,63214001 Urate C00366 C5H4N4O3 -H(-) 100 130 167,0456979 48579,0574 -0,56844288 5-Nitro-ortho-anisidine C19469 C7H8N2O3 -H(-) 100 131 167,0822702 57909,74788 -0,570279625 Pyridoxamine; Cyclo(deltaAla-L-Val); 4-PIOL C00534; C11846; C13710 C8H12N2O2 -H(-) 100 132 168,0656935 8549,763543 -0,41364792 Pyridoxine; L-Noradrenaline C00314; C00547 C8H11NO3 -H(-) 100 133 168,0778141 15960,03358 -0,56508154 N(pi)-Methyl-L-histidine; Nalpha-Methylhistidine C01152; C03298 C7H11N3O2 -H(-) 100 134 169,0621575 6568,405714 -0,41782044 N-Nitrosoguvacoline C19482 C7H10N2O3 -H(-) 100 135 169,0981937 29288,44702 -0,55295652 Levetiracetam C07841 C8H14N2O2 -H(-) 100 136 170,0577071 11789,02333 -0,557555885 Metronidazole C07203 C6H9N3O3 -H(-) 100 137 170,0820699 4830,391327 -0,379033345 Crotanecine; N-Butyryl-L-homoserine lactone C10284; C11837 C8H13NO3 -H(-) 100 138 171,0067313 7650,866306 -0,006865639 sn-Glycerol 3-phosphate; sn-Glycerol 1-phosphate; Glycerol 2-phosphate; DL-... C00093; C00623; C02979; C03189 C3H9O6P -H(-) 100 139 172,0400374 5024,437398 -0,34846479 2-Quinolinecarboxylic acid; 4-Quinolinecarboxylic acid; 1-Nitronaphthalene;... C06325; C06414; C14040; C19474 C10H7NO2 -H(-) 100 140 172,0763261 8355,642178 -0,4547345 1,3-Dimethyl-8-isoquinolinol; Pyroquilon C12346; C18487 C11H11NO -H(-) 100 141 172,0975578 7399,476495 -0,096466288 N-Acetyl-L-leucine; Swainsonine C02710; C10173 C8H15NO3 -H(-) 100 142 172,1087007 5763,26966 -0,499985695 Indospicine C08288 C7H15N3O2 -H(-) 100 143 173,0068011 14098,39617 0,06856085 Phenylmethanesulfonyl fluoride C06747 C7H7FO2S -H(-) 25 144 173,0720109 20060,45018 -0,535307375 (Indol-3-yl)acetamide; Indole-3-acetaldehyde oxime; Edaravone C02693; C02937; C13008 C10H10N2O -H(-) 100 145 173,0822396 7259,741903 -0,45878544 Suberic acid; Dimethyl adipate; 2-Propylglutaric acid; Dimethoxane C08278; C14570; C16658; C19402 C8H14O4 -H(-) 100 146 173,0932108 14134,44366 -0,032356512 N-Acetylornithine; N5-Ethyl-L-glutamine C00437; C01047 C7H14N2O3 -H(-) 100 147 173,104349 45561,31003 -0,551005095 L-Arginine; D-Arginine; Amino acid(Arg-) C00062; C00792; C02385 C6H14N4O2 -H(-) 100 148 174,055243 13694,53316 -0,444221435 Indole-3-acetate; NH2Mec; N-Acetylindoxyl; (Indol-3-yl)glycolaldehyde; 5-Hy... C00954; C01386; C02298; C03230; C05634; C06331; C06344; C06525; C11504 C10H9NO2 -H(-) 100 149 174,088334 9725,854913 0,089825612 L-Citrulline C00327 C6H13N3O3 -H(-) 100 150 175,0245872 36812,52927 0,7103903 Ascorbate; D-Glucuronolactone; 2-Hydroxy-3-oxoadipate; L-xylo-Hexulonolacto... C00072; C02670; C03217; C03289; C03387; C04053; C04349; C04471; C06033; C06430; C06440; C19806; C20364C6H8O6 -H(-) 100 151 175,0874267 33538,51723 -0,605818035 Serotonin; N-Hydroxyl-tryptamine C00780; C17203 C10H12N2O -H(-) 100 152 176,0827091 14273,79625 -0,51038301 N'-Nitrosonornicotine C16452 C9H11N3O -H(-) 100 153 177,0203023 6071,626841 -0,389243705 7,8-Dihydroxycoumarin; 5,7-Dihydroxychromone; Esculetin; Caffeoquinone C03093; C09001; C09263; C16828 C9H6O4 -H(-) 100 154 177,0414529 10487,82469 -0,40006712 D-Glucono-1,5-lactone; 2-Dehydro-3-deoxy-D-gluconate; 5-Dehydro-D-fructose;... C00198; C00204; C00273; C00691; C01040; C01115; C01216; C02669; C02692; C02779; C03107; C03269; C03383C6H10O6 -H(-) 100 155 177,0669611 20403,4153 -0,50826022 Phenacemide C07428 C9H10N2O2 -H(-) 100 156 177,1029924 96690,20047 -0,604384955 (S)-6-Hydroxynicotine; (R)-6-Hydroxynicotine; Glycinexylidide; Pseudooxynic... C01056; C03043; C16569; C20361 C10H14N2O -H(-) 100 157 178,0508041 12201,23011 -0,11465812 Hippurate; N-Acetylanthranilate; 2,5,6-Trihydroxy-5,6-dihydroquinoline; 3-S... C01586; C06332; C06339; C19569 C9H9NO3 -H(-) 100 158 178,0614606 24412,86347 -0,50972697 N-Acetylisoniazid C07585 C8H9N3O2 -H(-) 100 159 178,1229476 2346,359393 0,613740085 Mexiletine; Tecomine; dl-Methylephedrine hydrochloride; (+)-N-Methylpseudoe... C07220; C09988; C13639; C17903 C11H17NO; C11H17NO. -H(-); -H(-) 100 160 179,0460264 24969,89928 -0,27331087 Nicotinurate; Isonicotinylglycine C05380; C16623 C8H8N2O3 -H(-) 100 161 179,0559988 111400,1795 0,407420185 D-Glucose; D-Fructose; D-Galactose; myo-Inositol; D-Mannose; beta-D-Glucose... C00031; C00095; C00124; C00137; C00159; C00221; C00247; C00267; C00737; C00738; C00764; C00795; C00936C6H12O6 -H(-) 100 162 179,1186713 246717,8758 -0,622458305 Rilmenidine C11120 C10H16N2O -H(-) 100 163 180,0422303 4778,288408 -0,39369756 L-2-Amino-4-(hydroxymethylphosphinyl)butanoate; Glufosinate C04650; C05042 C5H12NO4P -H(-) 100 164 180,0663247 60472,3591 -0,40429679 L-Tyrosine; Tyrosine; L-threo-3-Phenylserine; 3-Amino-3-(4-hydroxyphenyl)pr... C00082; C01536; C03290; C04368; C06420; C19579; C19712; C20807 C9H11NO3 -H(-) 100 165 181,0708433 21768,83507 -0,53299296 Mannitol; D-Sorbitol; D-Iditol; L-Iditol; Galactitol; L-Glucitol C00392; C00794; C01489; C01507; C01697; C01722 C6H14O6 -H(-) 100 166 182,0458725 7735,339959 -0,46601889 4-Pyridoxate; 3-Carboxy-4-methoxy-N-methyl-2-pyridone; 3-Hydroxy-4-hydroxym... C00847; C04447; C04773; C11466; C12026 C8H9NO4 -H(-) 100 167 182,0573771 10636,35701 -0,48654142 4-Amino-2-hydroxylamino-6-nitrotoluene C16403 C7H9N3O3 -H(-) 100 168 182,0934355 9921,315308 -0,53607863 N,N-Dimethylhistidine C04259 C8H13N3O2 -H(-) 100 169 182,9930454 6598,684275 -0,527345005 2-Pyrone-4,6-dicarboxylate; Chelidonic acid C03671; C08476 C7H4O6 -H(-) 100 170 184,0521033 7287,592763 -0,40490514 Cyometrinil; 1-Naphthaleneacetic acid sodium salt C18534; C19117 C10H7N3O; C12H9O2. -H(-); -H(-) 100 171 184,9858953 6410,686273 -0,26358667 3-Phospho-D-glycerate; Glycerate 3-phosphate; 2-Phospho-D-glycerate C00197; C00597; C00631 C3H7O7P -H(-) 100 172 185,0717304 198207,1242 -0,607792495 Deoxyvasicinone; Credazine C10659; C19116 C11H10N2O -H(-) 100 173 185,1177047 4048,675602 -0,05365983 10-Oxodecanoate; (3R)-6-Hydroxy-3-isopropenyl-heptanoate; (5R)-6-Hydroxy-5-... C02217; C11404; C11406; C11417; C11420; C13945; C17620; C20714 C10H18O3 -H(-) 100 174 187,0066516 16107,94649 0,86653173 4-Sulfobenzyl alcohol C06678 C7H8O4S -H(-) 100 175 187,0262016 4075,178472 -0,247492705 (Z)-But-1-ene-1,2,4-tricarboxylate; (Z)-But-2-ene-1,2,3-tricarboxylate; (E)... C04002; C04225; C11514; C11515; C16579 C7H8O6 -H(-) 53 176 187,087018 35652,55075 -0,55902472 Peganine; Antipyrine C10733; C13244 C11H12N2O -H(-) 100 177 187,0976941 10004,17781 -0,37499222 Azelaic acid; Eucommiol C08261; C17878 C9H16O4 -H(-) 100 178 188,0352046 4992,065589 -0,30106014 4-Hydroxy-2-quinolinecarboxylic acid; N-Acetylisatin; 1-Nitronaphthalene-5,... C01717; C02172; C14800; C14802; C16715; C18621 C10H7NO3 -H(-) 100 179 188,0714708 11597,23933 -0,43531528 Phensuximide; 6,7-Dimethoxyisoquinoline; 1,3-Dimethyl-6,8-isoquinolinediol;... C07437; C09348; C12345; C20635 C11H11NO2 -H(-) 100 180 188,0828035 16739,83796 -0,573394925 N'-Nitrosoanatabine C19478 C10H11N3O -H(-) 100 181 188,9860476 5770,754344 0,854923965 3-Sulfocatechol; 4-Sulfocatechol C06336; C06674 C6H6O5S -H(-) 100 182 189,0306085 7106,555322 -0,3895615 4-Nitroquinoline N-oxide C03474 C9H6N2O3 -H(-) 100 183 189,0420112 8128,075779 -0,31186318 3-Dehydroquinate; 4-Hydroxy-4-methyl-2-oxoadipate; 4-Hydroxy-2-oxo-heptaned... C00944; C04049; C05601; C06201 C7H10O6 -H(-) 41 184 189,077712 214975,4969 -0,4529247 (R)-3-((R)-3-Hydroxybutanoyloxy)butanoate C04546 C8H14O5 -H(-) 100 185 190,0142465 4193,777025 -0,25082735 5,6-Indolequinone-2-carboxylic acid C17938 C9H5NO4 -H(-) 100 186 190,0508209 7278,143372 -0,24872838 5-Hydroxyindoleacetate; 5,6-Dihydroxy-3-methyl-2-oxo-1,2-dihydroquinoline; ... C05635; C06725; C16596 C10H9NO3 -H(-) 100 187 190,0621113 21635,72978 -0,482617065 Carbendazim C10897 C9H9N3O2 -H(-) 100 188 190,0982847 17553,14113 -0,528094175 N'-Nitrosoanabasine C19477 C10H13N3O -H(-) 100 189 191,0196053 216281,4497 -0,45753963 Citrate; Isocitrate; (1R,2S)-1-Hydroxypropane-1,2,3-tricarboxylate; 5-Dehyd... C00158; C00311; C00451; C00679; C02780; C03600; C03921; C04575; C04617; C12649 C6H8O7; C6H8O7. -H(-); -H(-) 100 190 191,0825111 28586,9028 -0,526920345 Acanthicifoline; 2,6-Dihydroxy-N-methylmyosmine C09907; C16151 C10H12N2O2 -H(-) 100 191 191,1187767 89477,95904 -0,58654594 Tocainide C07142 C11H16N2O -H(-) 100 192 192,066363 8366,178352 -0,19158191 (3-Arylcarbonyl)-alanine; Phenylacetylglycine; 5,6-Dihydroxy-3-methyl-2-oxo... C03450; C05598; C06726; C09962; C10581; C16587; C16595 C10H11NO3 -H(-) 100 193 192,0776652 26260,68656 -0,52227217 4-(Nitrosoamino)-1-(3-pyridinyl)-1-butanone C19564 C9H11N3O2 -H(-) 100 194 193,072895 16160,04236 -0,56995726 Caffeine; Sodium caffeine benzoate C07481; C13403 C8H10N4O2; C8H10N4O2. -H(-); -H(-) 100 195 193,098168 26315,71661 -0,53496781 6-Hydroxypseudooxynicotine; Pilocarpidine C01297; C17964 C10H14N2O2 -H(-) 100 196 194,0931427 35865,06616 -0,55365497 alpha-[3-(Nitrosoamino)propyl]-3-pyridinemethanol C19581 C9H13N3O2 -H(-) 100 197 195,0509088 26314,49323 0,40022011 D-Gluconic acid; D-Mannonate; L-Idonate; L-Gulonate; D-Altronate; D-Galacto... C00257; C00514; C00770; C00800; C00817; C00880; C03215; C15930 C6H12O7 -H(-) 100 198 195,0650279 6863,691135 -0,36004591 2,3-Dihydroxy-p-cumate; Phlorisobutyrophenone; Acetosyringone; 2',6'-Dimeth... C06580; C07351; C10664; C10684; C10726; C12205; C16778; C17455 C10H12O4 -H(-) 67 199 195,1137433 37153,92966 -0,531453665 Fasoracetam C13311 C10H16N2O2 -H(-) 100 200 196,0727428 24719,80986 -0,54333076 N-Acetyl-L-histidine; Methyl5-(but-3-en-1-yl)amino-1,3,4-oxadiazole-2-carbo... C02997; C12245; C19430 C8H11N3O3 -H(-) 100 201 196,1092563 13535,22443 -0,56862235 Nitrilacarb C18954 C9H15N3O2 -H(-) 100 202 196,9938335 22374,43462 -0,30740799 2-Oxopropyl-CoM C11497 C5H10O4S2 -H(-) 100 203 197,072469 31555,2302 -0,573009165 N-Nitrosodiphenylamine; 4-(2-Pyrazinylethenyl)phenol; 4-Hydroxyazobenzene; ... C14742; C15042; C19433; C19479 C12H10N2O -H(-) 100 204 198,0565777 4748,871979 -0,4231908 Dictamnine; Isodictamnine; 5-Nitroacenaphthene; 4-Nitrobiphenyl C10660; C10697; C19269; C19473 C12H9NO2 -H(-) 100 205 198,0882743 63383,07482 -0,64912194 gamma-Glutamyl-beta-aminopropiononitrile C06114 C8H13N3O3 -H(-) 100 206 199,0633351 15144,10479 -0,594080895 Diamidafos C19035 C8H13N2O2P -H(-) 100 207 199,0872792 300470,2372 -0,643435475 Harmalol; 4,4'-Diaminodiphenyl ether C06537; C14759 C12H12N2O -H(-) 100 208 199,1702049 65307,43072 0,912824275 Dodecanoic acid C02679 C12H24O2 -H(-) 100 209 200,0716811 16027,61792 -0,583164305 Carbaryl; 2'-Aminobiphenyl-2,3-diol; Fenfuram C07491; C08061; C18833 C12H11NO2 -H(-) 100 210 200,9857386 11728,01893 -0,28192459 4-Sulfobenzoate C02236 C7H6O5S -H(-) 100 211 201,0665637 78575,01215 -0,56033662 alpha,beta-Didehydrotryptophan; Vasicinone C06732; C10744 C11H10N2O2 -H(-) 100 212 201,0778437 42079,14285 -0,57192057 Metamitron C10930 C10H10N4O -H(-) 100 213 201,0873453 14306,18486 0,20669781 Proclavaminic acid; Coprine C06658; C08271 C8H14N2O4 -H(-) 100 214 201,1130657 9281,580858 -0,11553853 Sebacic acid; Diethyl adipate; Dimethyl suberate C08277; C14566; C17803 C10H18O4 -H(-) 100 215 202,0504873 14292,07001 -0,32770735 Indolepyruvate; Anibine C00331; C10127 C11H9NO3 -H(-) 100 216 202,0980066 15890,11324 -0,563069405 L-Tryptophanamide C00977 C11H13N3O -H(-) 100 217 203,0201417 7094,512336 0,790481835 Oxaloglutarate C05533 C7H8O7 -H(-) 100 218 203,0570256 21118,084 -0,40283734 3-O-Ethyl-L-ascorbic acid C18342 C8H12O6 -H(-) 100 219 203,0824049 154234,2434 -0,515722335 L-Tryptophan; D-Tryptophan; Tryptophan; Ethotoin; Idazoxan; Nirvanol C00078; C00525; C00806; C07839; C10968; C14916 C11H12N2O2 -H(-) 100 220 203,1069666 13899,73149 0,022844042 4'-Hydroxy-3'-prenylacetophenone; Plastoquinone-1 C10702; C16694 C13H16O2 -H(-) 100 221 203,118744 24702,04036 -0,64932597 Bufotenine; Psilocin; Caulophylline C08299; C08312; C10760 C12H16N2O -H(-) 100 222 204,0510177 4324,794267 -0,32622221 Lipoamide C00248 C8H15NOS2 -H(-) 72 223 204,0665476 13132,86004 -0,124512825 Indolelactate; 5-Methoxyindoleacetate; Gentianamine; Swietenidin B C02043; C05660; C09961; C10741 C11H11NO3 -H(-) 100 224 205,0354879 3669,051066 0,18526034 (R)-2-Hydroxybutane-1,2,4-tricarboxylate; 2-Methylcitrate; (2S,3R)-3-Hydrox... C00725; C01251; C02225; C04593; C05662; C16241 C7H10O7; C8H14O2S2 -H(-); -H(-) 100 225 205,0980683 28093,21082 -0,527282955 Phenylethylmalonamide; Pheneturide C07499; C12590 C11H14N2O2 -H(-) 100 226 205,1342496 35077,9091 -0,550889105 Oxotremorine; Isoproturon; Monoethylglycinexylidide C07485; C11005; C16561 C12H18N2O -H(-) 100 227 206,0570688 6551,286024 -0,40736327 Methyl 5-hydroxy-2-benzimidazole carbamate; Isoniazid pyruvate C10902; C16624 C9H9N3O3 -H(-) 100 228 206,0934531 48441,56584 -0,56060496 5-(alpha-Phenylethyl)semioxamazide; 4-(N-Nitrosomethylamino)-1-(3-pyridyl)-... C15418; C16453 C10H13N3O2 -H(-) 100 229 207,0119881 2154,787448 0,85328853 1-Naphthalenesulfonic acid; 2-Naphthalenesulfonic acid C16201; C16202 C10H8O3S -H(-) 100 230 207,0660391 123907,0764 -0,41807194 6-Methoxymellein; Sinapoyl aldehyde; Benzylsuccinate C02381; C05610; C09816 C11H12O4 -H(-) 100 231 207,0772538 23900,00624 -0,48902288 L-Kynurenine; Kynurenine; Formyl-5-hydroxykynurenamine C00328; C01718; C05647 C10H12N2O3 -H(-) 100 232 207,1140716 21420,99037 -0,534650445 Pilocarpine; Aminocarb; 4-Dimethylamino-L-phenylalanine C07474; C11071; C18619 C11H16N2O2 -H(-) 100 233 207,1499076 331880,5458 -0,62726003 Ammodendrine C10125 C12H20N2O -H(-) 100 234 208,1091703 84051,75602 -0,543319255 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol C19574 C10H15N3O2 -H(-) 100 235 209,0929322 43199,7696 -0,55662015 Aprobarbital; 2,6-Dihydroxypseudooxynicotine C07826; C15986 C10H14N2O3 -H(-) 100 236 210,054625 5288,620653 -0,36761378 2-Nitrofluorene; 3-Amino-6H-dibenzo[b,d]pyran-6-one C10923; C14952 C13H9NO2 -H(-) 51 237 210,0674745 9169,212836 -0,43908516 Milrinone C07224 C12H9N3O -H(-) 100 238 210,0881141 37143,37541 -0,580527215 Zalcitabine C07207 C9H13N3O3 -H(-) 100 239 210,1256027 13992,88806 -0,592292905 Isouron C18432 C10H17N3O2 -H(-) 100 240 210,9526748 2418,712402 -0,13490314 Thiotropocin C12105 C8H4O3S2 -H(-) 100 241 211,0017133 3666,682783 -0,10735618 2-Phosphinomethylmalate C17947 C5H9O7P -H(-) 100 242 211,0515162 7682,266557 -0,45253603 2-Aminophenoxazin-3-one C02161 C12H8N2O2 -H(-) 100 243 211,0610727 7389,870646 -0,488908495 Danielone; n-Propyl gallate C10674; C11155 C10H12O5 -H(-) 100 244 211,0886235 53440,84087 -0,60911256 Pyocyanine; Harmine C01748; C06538 C13H12N2O -H(-) 100 245 212,046864 4019,218499 -0,36422274 Deazaflavin C01800 C11H7N3O2 -H(-) 100 246 212,071063 7091,65133 -0,471867915 Benzyl nicotinate; Fenamic acid; Salicylanilide C12865; C13697; C18915 C13H11NO2 -H(-) 100 247 213,0789149 13475,51952 -0,419538215 N-Hydroxy-IQ C20289 C11H10N4O -H(-) 100 248 213,1032125 78466,26356 -0,565980285 Harmaline C06536 C13H14N2O -H(-) 100 249 213,1487124 5768,489373 0,619415645 3-Oxododecanoic acid C02367 C12H22O3 -H(-) 100 250 213,1859058 7148,637912 0,67216119 CAI-1; Tridecanoic acid C16640; C17076 C13H26O2 -H(-) 100 251 214,0487209 22379,63472 0,39825803 sn-Glycero-3-phosphoethanolamine C01233 C5H14NO6P -H(-) 100 252 214,0715238 7723,284539 -0,427135605 Succinylproline C11711 C9H13NO5 -H(-) 100 253 214,1443011 3048,039537 0,46578449 Ethyl 3-(N-butylacetamido)propionate C18830 C11H21NO3 -H(-) 100 254 215,0328719 432218,0781 0,91208962 2-C-Methyl-D-erythritol 4-phosphate C11434 C5H13O7P -H(-) 100 255 215,0672496 24104,37001 -0,279255405 8-Hydroxyalanylclavam C17359 C8H12N2O5 -H(-) 100 256 215,1649743 5228,732286 0,759270075 12-Hydroxydodecanoic acid C08317 C12H24O3 -H(-) 100 257 216,0512836 5950,83274 0,42984611 2-(Hydroxymethyl)-3-(acetamidomethylene)succinate C04690 C8H11NO6 -H(-) 100 258 216,0671111 14890,00898 -0,49400006 (S)-beta-Methylindolepyruvate; 3-Methylindolepyruvate C03914; C05644 C12H11NO3 -H(-) 100 259 216,0981251 12306,78361 -0,517255935 N-Acetyl-L-citrulline C15532 C8H15N3O4 -H(-) 100 260 217,0979611 37896,05349 -0,59325165 N-Acetylserotonin; Abrine; Primidone; L-2-Methyltryptophan; (S)-Mephenytoin C00978; C02983; C07371; C16831; C20130 C12H14N2O2 -H(-) 100 261 218,0334494 11251,97866 0,88690445 4-Amino-2-methyl-5-phosphomethylpyrimidine C04556 C6H10N3O4P -H(-) 100 262 218,0452751 4371,574968 -0,099147074 5-Hydroxyindolepyruvate; 8-Methoxykynurenate C05646; C05830 C11H9NO4 -H(-) 100 263 218,1031828 24802,22588 -0,012565651 Pantothenate C00864 C9H17NO5 -H(-) 100 264 219,0773403 18758,03776 -0,535272895 5-Hydroxy-L-tryptophan; 5-Hydroxytryptophan; Jasminine; N-Hydroxy-L-tryptophan C00643; C01017; C09985; C19716 C11H12N2O3 -H(-) 100 265 219,1138018 12307,85039 -0,478421345 Phenylacetylglycine dimethylamide C12958 C12H16N2O2 -H(-) 100 266 220,0499812 3701,998666 -0,011358184 L-Histidinol phosphate C01100 C6H12N3O4P -H(-) 100 267 220,0863392 5052,597229 -0,3640905 Pyrimidodiazepine C02587 C9H11N5O2 -H(-) 11 268 220,1088066 39197,26123 -0,5443089 Formetanate C18668 C11H15N3O2 -H(-) 100 269 220,1461963 20578,72479 -0,591671255 Procarbazine hydrochloride; Procarbazine; Alchorneine; CGP 28014 C07376; C07402; C10566; C15477 C12H19N3O; C12H19N3O. -H(-); -H(-) 100 270 221,092773 13207,35403 -0,498744845 N5-Phenyl-L-glutamine C20843 C11H14N2O3 -H(-) 100 271 221,129076 10268,5485 -0,49531521 Miotine; 3-Hydroxymonoethylglycinexylidide; Mexacarbate C11763; C16572; C18952 C12H18N2O2 -H(-) 100 272 221,1543098 38434,64421 -0,412181335 Rishitin; Isokobusone; Kobusone C09715; C16977; C16983 C14H22O2 -H(-) 100 273 222,0883225 17505,05773 -0,561597045 4-[(Hydroxymethyl)nitrosoamino]-1-(3-pyridinyl)-1-butanone; 4-Hydroxy-4-(me... C19563; C19566; C19602 C10H13N3O3 -H(-) 100 274 223,0727288 7810,748549 -0,41344175 3-Hydroxykynurenine; 3-Hydroxy-L-kynurenine; 5-Hydroxykynurenine; Stavudine C02794; C03227; C05651; C07312 C10H12N2O4 -H(-) 100 275 224,0677328 20644,3946 -0,21329032 Ancitabin hydrochloride C13112 C9H11N3O4. -H(-) 100 276 224,1040204 66318,10699 -0,60466477 1-(Methylnitrosoamino)-4-(3-pyridinyl)-1,4-butanediol; alpha-[3-[(Hydroxyme... C19577; C19580; C19603 C10H15N3O3 -H(-) 100 277 224,9362632 21896,36909 -0,31428161 2,5-Dichloro-4-oxohex-2-enedioate C12835 C6H4Cl2O5 -H(-) 6 278 225,1859235 75513,79419 0,91610813 Myristoleic acid C08322 C14H26O2 -H(-) 100 279 226,0884402 9200,755608 -0,48417278 N-Acetoxy-4-aminobiphenyl; N-Hydroxy-4-acetylaminobiphenyl; Flindersine C03621; C04081; C10679 C14H13NO2 -H(-) 86 280 227,0824392 77966,90647 -0,603601845 Ozagrel hydrochloride C13144 C13H12N2O2. -H(-) 100 281 229,0117111 10623,99447 0,002453707 D-Ribose 5-phosphate; D-Ribulose 5-phosphate; D-Xylulose 5-phosphate; alpha... C00117; C00199; C00231; C00620; C01101; C01112; C03291; C03736; C03737; C03906; C06238; C06239; C06441C5H11O8P -H(-) 100 282 230,0941779 14815,57553 -0,52701217 Triaziquone C19542 C12H13N3O2 -H(-) 100 283 230,12945 7727,860558 -0,52215439 Aminopyrine C07539 C13H17N3O -H(-) 100 284 231,0773957 11413,81784 -0,43294728 Nalidixic acid; Phenobarbital; Oxabetrinil C05079; C07434; C18878 C12H12N2O3 -H(-) 100 285 235,0727419 4313,816477 -0,399653285 L-Formylkynurenine; N-Formyl-D-kynurenine; N,N-Dihydroxy-L-tryptophan C02700; C15605; C19717 C11H12N2O4 -H(-) 100 286 235,1085976 10057,37912 -0,51725793 Carbetamide; Hexobarbitone C11075; C11723 C12H16N2O3 -H(-) 100 287 235,1334973 29652,73709 -0,562850415 4-Heptyloxybenzoic acid; Heptyl p-hydroxybenzoate C14274; C14718 C14H20O3 -H(-) 100 288 237,0674472 14566,46779 -0,460027205 Halfordinol C10596 C14H10N2O2 -H(-) 100 289 237,0886061 8759,1482 -0,470854 Felbamate C07501 C11H14N2O4 -H(-) 100 290 237,1364383 11906,67088 -0,458674965 Pirimicarb C11079 C11H18N4O2 -H(-) 100 291 237,2224901 4747,566325 0,753560305 Hexadecenal; Bombykol C06123; C16873 C16H30O -H(-) 100 292 238,0509317 11290,88916 -0,434467285 Dianthalexin; Crinasiadine C08477; C10583 C14H9NO3 -H(-) 100 293 238,0641321 7684,275899 -0,448561075 Albendazole-2-aminosulfone C16627 C10H13N3O2S -H(-) 50 294 239,0362003 4785,399797 -0,233184345 Alizarin; Danthron; Anthrafravic acid C01474; C10312; C14267 C14H8O4 -H(-) 70 295 239,0680311 12924,95261 -0,31607157 Dinoseb; Dinoterb C14302; C18671 C10H12N2O5 -H(-) 100 296 239,1190629 36832,8189 -0,60652125 Prolyl-2-naphthylamide; LY201116 C03305; C11485 C15H16N2O -H(-) 100 297 239,2014581 7440,823649 0,80548733 Cryptomeridiol C17676 C15H28O2 -H(-) 100 298 240,1022968 8771,005174 -0,50476599 Mefenamic acid; 6-(1,2,3,4-Tetrahydro-6-hydroxy-2-naphthyl)-2(1H)-pyridone C02168; C14902 C15H15NO2 -H(-) 100 299 241,0730836 8802,673225 -0,36767268 Lumichrome C01727 C12H10N4O2 -H(-) 100 300 241,1344442 297600,1306 -0,658682795 Selagine C09897 C15H18N2O -H(-) 100 301 241,2174412 47108,16197 0,913978335 Pentadecanoic acid; 12-Methyltetradecanoic acid C16537; C16665 C15H30O2 -H(-) 100 302 242,1186045 25682,72833 -0,631712735 Lemobiline C10705 C15H17NO2 -H(-) 100 303 243,0624423 29407,67331 -0,182740315 Uridine; Pseudouridine; Spongouridine C00299; C02067; C16745 C9H12N2O6 -H(-) 100 304 243,1137872 100341,7495 -0,612962245 Etomidate; Cyclo(L-Phe-L-Pro); 3,3'-Dimethoxybenzidine C07522; C11847; C19231 C14H16N2O2 -H(-) 100 305 243,1714988 8548,430847 -0,41855106 N-(6-Aminohexanoyl)-6-aminohexanoate; Leucyl-leucine C01255; C11332 C12H24N2O3 -H(-) 100 306 243,1964205 12871,47397 0,838885785 2S-Hydroxytetradecanoic acid C13790 C14H28O3 -H(-) 100 307 245,0438201 5548,362891 0,35822329 Glycerophosphoglycerol C03274 C6H15O8P -H(-) 100 308 245,0932712 14508,15213 -0,479718835 N-Acetyl-D-tryptophan; Mephobarbital C03137; C07829 C13H14N2O3 -H(-) 100 309 245,1149406 9568,028361 -0,536408035 2,4-Bis(acetamido)-2,4,6-trideoxy-beta-L-altropyranose; 2,4-Diacetamido-2,4... C19972; C20424 C10H18N2O5 -H(-) 100 310 245,1291062 18556,91534 -0,533205715 Hypaphorine; p-Methylaminophenol sulfate C09213; C11206 (C7H9NO)2.; C14H18N2O2 -H(-); -H(-) 100 311 246,1128562 9719,391398 -0,512485025 Fagaramide C10455 C14H17NO3 -H(-) 100 312 247,1445435 6381,41605 -0,445973325 Pindolol C07445 C14H20N2O2 -H(-) 100 313 249,067908 5443,247938 -0,046594589 4,4'-Methylenediphenyl diisocyanate C19453 C15H10N2O2 -H(-) 100 314 249,1859041 13937,7768 0,857558695 Methyl farnesoate C16503 C16H26O2 -H(-) 100 315 250,1449164 78048,86355 -0,527216225 Furmecyclox C18912 C14H21NO3 -H(-) 100 316 251,0825095 8943,714186 -0,43805519 Phenytoin; Oxcarbazepine; Carbamazepine-10,11-epoxide; 2-Hydroxycarbamazepi... C07443; C07492; C07496; C16601; C16602 C15H12N2O2 -H(-) 100 317 251,1022129 6774,498481 -0,49824645 3-Hydroxyhexobarbital C03068 C12H16N2O4 -H(-) 44 318 251,2013416 26527,62396 0,86743635 Hydnocarpic acid C16795 C16H28O2 -H(-) 100 319 252,098805 15050,02996 -0,53810501 Pyricarbate C12842 C11H15N3O4 -H(-) 100 320 252,1143929 14110,74862 -0,559995385 Anantine; Acrinol C10568; C12677 C15H15N3O; C15H15N3O. -H(-); -H(-) 100 321 253,0321686 7459,952454 -0,13814925 L-Djenkolic acid C08275 C7H14N2O4S2 -H(-) 100 322 253,049392 6026,532023 0,11270479 5-L-Glutamyl-taurine C05844 C7H14N2O6S -H(-) 100 323 253,0982308 49263,71568 -0,606768395 10-Hydroxycarbazepine C07493 C15H14N2O2 -H(-) 100 324 253,1814488 49518,1269 0,90291172 Kikkanol A; Kikkanol D; Kikkanol F; Chrysanthetriol; Prohydrojasmon C17603; C17606; C17608; C17610; C18538 C15H26O3 -H(-) 100 325 254,0444288 4225,075402 0,19899383 Imidacloprid C11110 C9H10ClN5O2 -H(-) 25 326 254,0576427 3694,509861 0,1874181 Apigeninidin C08574 C15H11O4 -H(-) 100 327 254,1509297 42398,14182 -0,551235405 L-Pyrrolysine C16138 C12H21N3O3 -H(-) 100 328 254,9916189 7344,585537 0,076115675 L-Ascorbate 6-phosphate; Sodium L-ascorbic acid 2-phosphate C16186; C18341 C6H9O9P; C6H9O9P. -H(-); -H(-) 100 329 255,1134309 96981,75033 -0,583708375 Ancymidol; Albonoursin C18774; C20520 C15H16N2O2 -H(-) 62 330 257,0776438 14493,93991 0,290473615 (1-Ribosylimidazole)-4-acetate; Spongothymidine C05131; C16744 C10H14N2O6 -H(-) 100 331 257,1295379 352024,0456 -0,66627249 Cyclo[(Z)-alpha,beta-didehydrophenylalanyl-L-leucyl] C20521 C15H18N2O2 -H(-) 100 332 257,1753362 13744,80826 0,2436462 Dibutyl adipate; Diisobutyl adipate C14253; C14260 C14H26O4 -H(-) 100 333 258,0533668 13657,67463 -0,35212113 p-Nitrophenyl-O-ethyl ethylphosphonate C13048 C10H14NO5P -H(-) 100 334 258,1134342 104219,1183 -0,557090105 Norsanguinine; Norbelladine; Platydesmine C12253; C16701; C16721 C15H17NO3 -H(-) 100 335 259,0227685 12265,69817 -0,16256244 D-Fructose 6-phosphate; D-Glucose 6-phosphate; D-Glucose 1-phosphate; D-Man... C00085; C00092; C00103; C00275; C00446; C00636; C00663; C00668; C01002; C01094; C01097; C01113; C01171C6H13O9P; C7H17O4PS2 -H(-); -H(-) 100 336 259,1318883 14014,85297 -0,554929345 1-(4-Hydroxy-2-methylpyrimid-5-ylmethyl)-3-(beta-hydroxyethyl)-2-methylpyri... C04908 C14H18N3O2. -H(-) 100 337 259,1451646 25755,74106 -0,609697935 Baptifoline; Cyclo(L-leucyl-L-phenylalanyl) C10755; C20519 C15H20N2O2 -H(-) 100 338 260,0692539 4360,479533 -0,29487959 NS-102 C13731 C12H11N3O4 -H(-) 39 339 260,1042068 27992,45114 -0,593408795 Imazapyr C18864 C13H15N3O3 -H(-) 100 340 261,1013808 9069,601332 -0,49350634 Oil Orange SS C19287 C17H14N2O -H(-) 22 341 263,1645821 10782,8773 -0,36376843 Dehydrojuvabione; 5-Hydroxy-1-(4-hydroxyphenyl)-3-decanone C09657; C17747 C16H24O3 -H(-) 100 342 264,9516957 11896,28134 -0,589371325 3-Phospho-D-glyceroyl phosphate; 2,3-Bisphospho-D-glycerate; 2,3-Bisphospho... C00236; C01159; C03339 C3H8O10P2 -H(-) 100 343 265,1096032 220229,0841 -0,274780315 Nevirapine; SB 200646 C07263; C11739 C15H14N4O -H(-) 100 344 266,1297296 27881,23612 -0,57874325 Ergine C09160 C16H17N3O -H(-) 100 345 267,0737503 27293,95951 0,419957845 Inosine C00294 C10H12N4O5 -H(-) 100 346 267,0901719 7558,743401 -0,27116188 Disperse Blue 1 C19236 C14H12N4O2 -H(-) 50 347 267,1134064 21699,75667 -0,454157635 Lysergic acid; N-Butyl-beta-carboline-3-carboxylate; N,N'-Diacetylbenzidine C07541; C13805; C19217 C16H16N2O2 -H(-) 100 348 267,14526 22637,88614 -0,14650284 Histidylleucine C05010 C12H20N4O3 -H(-) 98 349 267,2329738 40604,47746 0,87912866 omega-Cyclohexylundecanoic acid; 9E-Heptadecenoic acid C12100; C16536 C17H32O2 -H(-) 100 350 267,268946 4410,349799 -0,18153009 Octadecanal C01838 C18H36O -H(-) 100 351 268,1097324 17612,29934 -0,518191845 Disperse Yellow 3; Methyl red C19412; C19459 C15H15N3O2 -H(-) 100 352 269,0607838 9926,266371 0,054915462 S-(Hydroxyphenylacetothiohydroximoyl)-L-cysteine; 10-Oxabenzo[def]chrysen-9... C17238; C18281 C11H14N2O4S; C19H10O2 -H(-); -H(-) 100 353 269,1903445 5759,519291 0,50377315 17beta-Methylestra-1,3,5(10)-trien-3-ol; 17-Methyl-18-norandrosta-4,13(17)-... C15020; C15085 C19H26O -H(-) 100 354 269,2121737 28938,54999 0,86704692 16-Oxo-palmitate C19614 C16H30O3 -H(-) 100 355 271,1452301 9131,222195 -0,56902736 4-(3-Methylbut-2-enyl)-L-tryptophan; Dimethylallyltryptophan; 7-(3-Methylbu... C04290; C06067; C19767 C16H20N2O2 -H(-) 100 356 271,2279925 78934,77637 0,900057135 16-Hydroxypalmitate C18218 C16H32O3 -H(-) 100 357 272,1396571 14161,62588 -0,52561474 N-Desmethylzolmitriptan C18056 C15H19N3O2 -H(-) 100 358 274,105439 13218,04928 -0,43072331 (5-L-Glutamyl)-L-glutamine; N-Succinyl-L-citrulline C05283; C18048 C10H17N3O6 -H(-) 100 359 275,1185705 51855,68788 -0,549789545 Sudan II C19526 C18H16N2O -H(-) 73 360 276,089494 10152,84174 -0,37752873 Metazachlor C10948 C14H16ClN3O -H(-) 13 361 277,1307111 17532,66863 -0,50921357 N-Benzoyl-D-arginine; Pentoxifylline C03001; C07424 C13H18N4O3 -H(-) 100 362 278,1510991 14623,4519 -0,547277215 Oxamniquine; Karbutilate C07341; C18433 C14H21N3O3 -H(-) 100 363 280,2635322 51261,61993 0,5471828 Dodemorph; Oleamide C18786; C19670 C18H35NO -H(-) 91 364 281,1048882 20809,48287 -0,31629309 2-Acetoxyamino-1-methyl-6-phenylimidazo[4,5-b]pyridine C20287 C15H14N4O2 -H(-) 100 365 282,1252887 23689,67019 -0,501858475 Brevianamide F C20563 C16H17N3O2 -H(-) 100 366 284,12379 9174,436381 -0,39708972 HC Blue No. 2 C19429 C12H19N3O5 -H(-) 53 367 284,1602538 7060,163445 -0,3977114 Leu-Gly-Pro C01833 C13H23N3O4 -H(-) 58 368 285,0488458 5048,398709 0,2065541 5'-Phosphoribosylglycinamide C03838 C7H15N2O8P -H(-) 100 369 285,1601026 10251,25788 0,72958875 4-Dimethylallyl-L-abrine C20410 C17H22N2O2 -H(-) 100 370 285,2078169 16576,3594 0,087843508 2,3-Dihydroxycyclopentaneundecanoic acid; Hexadecanedioate C14987; C19615 C16H30O4 -H(-) 100 371 285,2433573 8124,47819 0,390566855 3-Hydroxy-palmitic acid methyl ester; 2-Methoxyhexadecanoic acid C11849; C13947 C17H34O3 -H(-) 100 372 286,1000496 4437,950158 -0,31119579 Rutaecarpine C09238 C18H13N3O -H(-) 47 373 286,1204657 26389,5218 -0,549012485 SR95531 C13796 C15H17N3O3 -H(-) 100 374 288,1354316 18652,04274 -0,56733221 Imazethapyr C18865 C15H19N3O3 -H(-) 100 375 289,098043 20905,48538 -0,57815546 Oxyquinoline sulfate C18478 (C9H7NO)2. -H(-) 100 376 289,1308754 13720,58256 -0,53592053 Trimethoprim; Benomyl C01965; C10896 C14H18N4O3 -H(-) 100 377 290,0838144 5110,585846 -0,44115634 Naptalam C18869 C18H13NO3 -H(-) 41 378 290,1512963 9385,714735 -0,533481475 Eseridine C09176 C15H21N3O3 -H(-) 100 379 291,1602859 24372,06034 0,787440775 Trichodermin; Gingerdione C09741; C10459 C17H24O4 -H(-) 100 380 292,1292098 10710,71069 -0,520359305 Simeconazole C18544 C14H20FN3OSi -H(-) 6 381 293,1023036 14048,25298 -0,583527655 Tutin C09570 C15H18O6 -H(-) 100 382 293,1160733 9161,179843 -0,051510025 Aspartame C11045 C14H18N2O5 -H(-) 28 383 293,2121259 71598,63449 -0,617515445 (9Z)-(13S)-12,13-Epoxyoctadeca-9,11-dienoic acid; 8-[(1R,2R)-3-Oxo-2-{(Z)-p... C04594; C04780; C13798; C14765; C14766; C16316; C16326; C16342; C16346; C19613; C19827 C18H30O3 -H(-) 100 384 293,2484313 5048,456689 0,632207905 Sterculic acid C08366 C19H34O2 -H(-) 100 385 294,1447723 7407,995175 -0,29068744 Butralin C18582 C14H21N3O4 -H(-) 77 386 295,2278963 78271,46126 0,82011104 (9Z,12Z)-(8R)-Hydroxyoctadeca-9,12-dienoic acid; Vernolic acid; 13(S)-HODE;... C08318; C08368; C14762; C14767; C14825; C14826; C19617 C18H32O3 -H(-) 100 387 295,2639799 17046,40682 0,798127115 Oleic acid methyl ester; 17-Methyl-6Z-octadecenoic acid; Lactobacillic acid C03425; C13787; C13838 C19H36O2 -H(-) 100 388 296,1407509 11093,78781 -0,493733465 GA C11484 C17H19N3O2 -H(-) 100 389 297,2222697 33149,43747 0,810424715 3-Methyl-19-nor-17alpha-pregna-1,3,5(10)-trien-17-ol C15117 C21H30O -H(-) 100 390 297,2435509 150398,0283 0,868887065 2-Oxooctadecanoic acid; Ricinoleic acid; (6R,7S)-6,7-Epoxyoctadecanoic acid... C00869; C08365; C13791; C19418; C19616 C18H34O3 -H(-) 100 391 298,1025612 4857,630493 -0,47156835 E3040 C11593 C16H17N3OS -H(-) 100 392 299,2591738 70354,45079 0,893744705 (R)-2-Hydroxystearate; (S)-2-Hydroxystearate; (R)-10-Hydroxystearate C03042; C03045; C03195 C18H36O3 -H(-) 100 393 300,0393626 3484,254266 0,648925065 N-Acetylglucosamine 4-sulfate; N-Acetyl-D-glucosamine 6-sulfate; N-Acetyl-D... C03953; C04132; C04255; C16265 C8H15NO9S -H(-) 100 394 300,1351976 26757,19546 -0,56503177 Febrifugine; Isofebrifugine C10677; C10698 C16H19N3O3 -H(-) 100 395 300,2335733 3103,417316 -0,618602275 Trihexyphenidyl; (E,E,E)-N-(2-Methylpropyl)hexadeca-2,6,8-trien-10-ynamide C07171; C08454 C20H31NO -H(-) 100 396 301,1339018 10585,3152 -0,46827868 Nicofetamide C17729 C20H18N2O -H(-) 100 397 301,1673148 15521,97674 -0,194869575 Tributyrin C13870 C15H26O6 -H(-) 34 398 302,0949263 4448,11851 -0,27303961 Flumazenil C07825 C15H14FN3O3 -H(-) 25 399 302,1298735 6291,279663 -0,47922215 Evodiamine C09187 C19H17N3O -H(-) 100 400 302,1510961 26465,80501 -0,624258815 N(6)-[(Indol-3-yl)acetyl]-L-lysine C04211 C16H21N3O3 -H(-) 100 401 303,0892208 3892,055698 -0,14953737 Mannomustine dihydrochloride C19441 C10H22Cl2N2O4. -H(-) 6 402 303,1249793 6389,812558 -0,225428 Angustibalin; Arteglasin A; Linifolin A C09293; C09303; C09496 C17H20O5 -H(-) 76 403 303,1475031 15028,35416 -0,553253295 Balfourodinium C10648 C17H22NO4 -H(-) 100 404 303,1836413 15640,52078 0,16427043 CPX; Hyoscyamine methylbromide C13109; C13709 C16H24N4O2; C18H26NO3. -H(-); -H(-) 100 405 304,1301719 11537,12976 -0,52878499 Imazamox C18598 C15H19N3O4 -H(-) 100 406 305,1620852 19985,10634 -0,576762435 Bz-Arg-OEt; Feruloylagmatine C01670; C18325 C15H22N4O3 -H(-) 100 407 305,1753408 6873,037947 0,67049235 Compactin diol lactone; Di-n-pentyl phthalate; Capsiate C14183; C14300; C20203 C18H26O4 -H(-) 100 408 305,1987398 8129,526672 -0,13772188 Ruscopine C08510 C16H26N4O2 -H(-) 100 409 306,0761677 7794,532844 -0,33826992 Glutathione C00051 C10H17N3O6S -H(-) 100 410 307,1088728 15498,52385 -0,56754178 Citrus Red No.2 C19214 C18H16N2O3 -H(-) 100 411 308,1413681 8953,649516 -0,51188901 Diacetylaminoazotoluene C17380 C18H19N3O2 -H(-) 100 412 308,1612662 10627,84046 -0,54060346 Isopropalin C19063 C15H23N3O4 -H(-) 100 413 309,2074925 12505,81675 0,1554786 13(S)-HPOT; (9Z,12Z,15Z)-(7S,8S)-Dihydroxyoctadeca-9,12,15-trienoic acid; D... C04785; C07357; C15753; C16321; C16341; C19936; C20704 C18H30O4 -H(-) 100 414 310,120097 9026,912035 -0,498974935 Imazaquin C05076 C17H17N3O3 -H(-) 100 415 311,2228908 48952,66094 0,46717213 (9Z,11E)-(13S)-13-Hydroperoxyoctadeca-9,11-dienoic acid; (9Z,12Z)-(11S)-11-... C04717; C07338; C07354; C14827; C14831; C14832; C14834; C14836; C19618; C19937; C20186; C20703 C18H32O4 -H(-) 100 416 312,1139192 8522,113695 -0,49512631 Angustine C09032 C20H15N3O -H(-) 100 417 313,0532764 236535,166 -0,54337358 Rofecoxib C07590 C17H14O4S -H(-) 100 418 313,2382902 50749,24501 0,78543735 (9Z)-(7S,8S)-Dihydroxyoctadecenoic acid; 9,10-DHOME; 12,13-DHOME; 9,10-Epox... C07355; C14828; C14829; C19620; C20702 C18H34O4 -H(-) 100 419 315,1475951 11134,28462 -0,49068345 O-Methylptelefolonium C10732 C18H22NO4 -H(-) 100 420 315,254259 64645,46369 0,762290955 (9R,10R)-Dihydroxyoctadecanoic acid; (9S,10S)-9,10-Dihydroxyoctadecanoate; ... C08314; C15988; C19622 C18H36O4 -H(-) 100 421 317,1622721 20064,75077 -0,6396091 Eseramine C09170 C16H22N4O3 -H(-) 100 422 318,0916589 5945,816369 -0,47901711 Ro 19-4603 C13716 C15H17N3O3S -H(-) 100 423 318,1609553 8523,269572 -0,64063555 1-Carbazol-9-yl-3-(3,5-dimethylpyrazol-1-yl)-propan-2-ol C11560 C20H21N3O -H(-) 100 424 319,1177242 15721,45699 -0,21500624 PR-toxin; Arctolide; Conchosin B; Mycophenolate C06079; C09298; C09373; C20380 C17H20O6 -H(-) 100 425 319,1539263 9924,001133 0,026158694 alpha-Zearalenol; beta-Zearalenol; Zearalanone C14750; C14751; C14754 C18H24O5 -H(-) 77 426 321,1352987 8507,661723 -0,41320619 Tetraneurin A; epi-Tulipinolide diepoxide C09559; C09568 C17H22O6 -H(-) 100 427 321,1700547 12336,17466 -0,091382317 alpha-Zearalanol; beta-Zearalanol C14752; C14753 C18H26O5 -H(-) 100 428 322,1308555 5161,328529 -0,32232669 Acremoauxin A C08468 C16H21NO6 -H(-) 67 429 322,191508 5838,004544 -0,516494395 Lysergic acid diethylamide C07542 C20H25N3O -H(-) 100 430 323,0280197 4974,006246 -0,012507524 UMP; Pseudouridine 5'-phosphate; 3'-UMP; Uridine 2'-phosphate C00105; C01168; C01368; C03031 C9H13N2O9P -H(-) 100 431 323,108227 3316,672109 0,808633505 Acetohexamide; HMR1556; Chromanol 293B C06806; C13778; C13820 C15H20N2O4S -H(-) 80 432 323,1516363 9701,445313 -0,5387049 Tetraneurin E C09560 C17H24O6 -H(-) 37 433 324,1731257 9489,935791 -0,53249156 Ergonovine; MEGA C07543; C11483 C19H23N3O2 -H(-) 55 434 325,1304129 10179,62144 -0,27452491 Hinokitiol glucoside C15451 C16H22O7 -H(-) 80 435 327,1476882 11485,95288 -0,25309622 1,2-Dehydroreticuline C06167 C19H22NO4 -H(-) 100 436 328,1090047 4923,414466 0,14144641 2,2'-(1-Phenyl-1H-1,2,4-triazole-3,5-diyl)bis-phenol C11569 C20H15N3O2 -H(-) 100 437 328,9866128 7749,861721 -0,239024775 Athidathion C18964 C8H15N2O4PS3 -H(-) 100 438 329,234277 131706,2042 0,73419231 9,12,13-TriHOME; 9,10,13-TriHOME; 9,10-Dihydroxy-12,13-epoxyoctadecanoate C14833; C14835; C14837 C18H34O5 -H(-) 100 439 331,2641858 50391,39553 0,810175715 5alpha-Androstan-17beta-ol propionate; 7,10,13,16-Docosatetraenoic acid C15373; C16527 C22H36O2 -H(-) 100 440 332,1603106 5425,993561 -0,55072498 Primidolol C11774 C17H23N3O4 -H(-) 64 441 333,0598877 3795,660041 0,10181788 sn-Glycero-3-phospho-1-inositol; 2-(alpha-D-Galactosyl)-sn-glycerol 3-phosp... C01225; C04641; C04703; C10517 C9H19O11P -H(-) 100 442 333,2791943 5926,679399 0,6630159 13,16,19-Docosatrienoic acid C16534 C22H38O2 -H(-) 100 443 335,2585129 3942,273153 0,84826273 5beta-Pregnane-3alpha,17alpha,20alpha-triol; 2alpha-(Hydroxymethyl)-17-meth... C14680; C14977 C21H36O3 -H(-) 100 444 336,1352783 7528,497664 -0,458837 Talampanel C13670 C19H19N3O3 -H(-) 100 445 337,1327558 5818,392826 -0,2745837 Columbamine; (S)-cis-N-Methylstylopine; Jatrorrhizine C01795; C06163; C09553 C20H20NO4 -H(-) 100 446 337,1911652 50565,70822 0,81497699 1-Acetylaspidoalbidine; Aspidospermatine; Coronaridine; Epicainide C09019; C09041; C09139; C10940 C21H26N2O2 -H(-) 100 447 337,2376254 5703,339281 0,72479284 Aphidicolin; Zoapatanol; 5,6-DHET; 8,9-DHET; 11,12-DHET; 14,15-DHET C06088; C09205; C14772; C14773; C14774; C14775 C20H34O4 -H(-) 100 448 337,2731566 7599,33787 0,85478124 Glycidyl oleate C19426 C21H38O3 -H(-) 35 449 337,3109556 29597,44778 0,704859105 Erucic acid C08316 C22H42O2 -H(-) 100 450 339,3269461 16264,07532 0,398941535 Docosanoic acid C08281 C22H44O2 -H(-) 100 451 339,9782857 3706,836792 0,86759201 Bifenox C11066 C14H9Cl2NO5 -H(-) 6 452 340,1312568 4014,703851 -0,432204725 Tepraloxydim C18540 C17H24ClNO4 -H(-) 25 453 340,226862 7885,865241 -0,40984136 Lindheimerine; Pregnenolone carbonitrile C08695; C15637 C22H31NO2 -H(-) 57 454 341,1092289 5600,310215 -0,35860181 Sucrose; Cellobiose; Maltose; Lactose; Isomaltose; alpha-Maltose; alpha,alp... C00089; C00185; C00208; C00243; C00252; C00897; C01083; C01235; C01518; C01711; C01725; C01728; C01742C12H22O11 -H(-) 100 455 341,1266966 5225,458232 -0,35282761 Coniferin C00761 C16H22O8 -H(-) 9 456 341,1626306 9875,15214 -0,495612695 Magnoflorine; Phellodendrine C09581; C17046 C20H24NO4 -H(-) 100 457 346,0560724 41248,44147 -0,020004851 AMP; dGMP; Adenosine 2'-phosphate; 3'-AMP; 7-alpha-D-Ribosyladenine 5'-phos... C00020; C00362; C00946; C01367; C04378; C19970 C10H14N5O7P -H(-) 100 458 346,1312662 4974,470676 -0,1064736 Cavinine C08524 C18H21NO6 -H(-) 35 459 347,0401868 3683,146116 -0,020421911 IMP C00130 C10H13N4O8P -H(-) 100 460 347,171438 11895,7286 -0,50136551 Schizonepetoside E C17638 C16H28O8 -H(-) 100 461 347,25941 5126,970618 0,68480283 6-Pentadecylsalicylic acid; 17beta-Hydroxy-2alpha-(methoxymethyl)-17-methyl... C10759; C14919 C22H36O3 -H(-) 100 462 348,134609 4591,705502 -0,486050965 Anisessine; Anisotine C10637; C10639 C20H19N3O3 -H(-) 100 463 349,1476257 9417,318312 -0,37973022 Propargite C18602 C19H26O4S -H(-) 100 464 350,1601697 7777,682522 0,18093062 Anacrotine; Angularine; Jacobine; Retrorsine; Usaramine; Senecionine N-oxide C10277; C10279; C10339; C10364; C10413; C15612 C18H25NO6 -H(-) 100 465 351,1485918 7802,729119 Palmatine C05315 C21H22NO4 -H(-) 100 466 351,183659 8207,173503 -0,385589435 Clidinium C07853 C22H26NO3 -H(-) 100 467 352,1630368 11569,78452 -0,077864388 Dihydrozeatin riboside C16447 C15H23N5O5 -H(-) 100 468 353,1636747 11270,46533 0,010108869 (S)-cis-N-Methylcanadine C02915 C21H24NO4 -H(-) 100 469 353,3068481 3638,773022 0,53876677 22-Oxo-docosanoate C19624 C22H42O3 -H(-) 100 470 354,1459699 5032,381487 -0,40260522 S-Adenosylmethioninamine C01137 C14H23N6O3S -H(-) 21 471 356,1971991 5945,709008 -0,27499574 Calpurnine C10757 C20H27N3O3 -H(-) 100 Page 47 of 46 Diabetes

472 358,1569722 5388,160489 -0,38600557 Grepafloxacin C11368 C19H22FN3O3 -H(-) 25 473 359,1202245 4803,810093 -0,025129359 Theobromine, calcium salt C19601 (C7H8N4O2)2. -H(-) 22 474 359,2226306 10391,94619 -0,538054015 11beta-17-Dihydroxy-6alpha-methylpregn-4-ene-3,20-dione; 11beta,17beta-Dihy... C14939; C15314; C20406 C22H32O4 -H(-) 100 475 361,23894 9024,239346 0,760177165 Di-n-heptyl phthalate; 10beta,14beta-Dihydroxytaxa-4(20),11-dien-5alpha-yl ... C14575; C20151 C22H34O4 -H(-) 100 476 362,0513406 5297,986209 -0,083153122 GMP; Guanosine 3'-phosphate; Precursor Z; 8-Oxo-dGMP C00144; C06193; C18239; C19968 C10H14N5O8P -H(-) 100 477 364,176611 10240,89323 0,104293113 Senkirkine C10396 C19H27NO6 -H(-) 100 478 365,163734 6993,104231 -0,39556628 Dehydrocorydaline C17790 C22H24NO4 -H(-) 100 479 365,3431632 27586,95949 0,57943547 (15Z)-Tetracosenoic acid; 10,13-Dimethyl-11-docosyne-10,13-diol C08323; C15398 C24H46O2 -H(-) 100 480 367,2135251 7899,313646 0,27235577 Propantheline; Propantheline chloride C07506; C11762 C23H30NO3; C23H30NO3. -H(-); -H(-) 29 481 367,2473642 23304,18614 0,897135315 Cortol; Carboprost C05482; C06872 C21H36O5 -H(-) 36 482 367,3584636 25088,78798 0,21556187 Tetracosanoic acid C08320 C24H48O2 -H(-) 100 483 368,1610651 4709,195794 -0,26655805 Epanolol C11773 C20H23N3O4 -H(-) 100 484 369,3007382 27927,35889 -0,37940204 Di(2-ethylhexyl) adipate; Docosanedioate C14240; C19625 C22H42O4 -H(-) 100 485 371,1371862 3773,541809 -0,429526015 Syringin; Vomilenine; Polyneuridine aldehyde; Cathenamine; 19-epi-Cathenami... C01533; C01761; C11632; C11680; C11681; C19932 C17H24O9; C21H22N2O3 -H(-); .Na/H-H(-) 10 486 373,1657231 7691,026021 -0,50362504 Phantomolin; Hexahydrocurcumin; Biondinin A C09527; C17826; C17848 C21H26O6 -H(-) 100 487 376,1811295 7950,617391 -0,3150855 Pyrimidifen C18603 C20H28ClN3O2 -H(-) 13 488 381,1905313 12121,78517 0,42309521 Cinncassiol C3; Cinncassiol A C17641; C17645 C20H30O7 -H(-) 59 489 383,3536656 3812,230092 0,29735027 2-Hydroxytetracosanoic acid C17873 C24H48O3 -H(-) 100 490 384,1471581 3854,016863 0,20208224 Polycarpine; Gloriosine C09610; C19981 C21H23NO6 -H(-) 24 491 384,2051347 6076,154978 -0,37756544 Echitamine C09152 C22H29N2O4 -H(-) 100 492 387,1673881 6876,939765 -0,329878585 Tuberonic acid glucoside C08558 C18H28O9 -H(-) 58 493 387,2035692 49557,71018 -0,39243275 Rehmaionoside C C17452 C19H32O8 -H(-) 83 494 389,1622726 6341,983361 -0,295614 Erioflorin acetate C09412 C21H26O7 -H(-) 33 495 389,2183359 10964,04944 -0,34162493 Rehmaionoside A; Rehmaionoside B C17450; C17451 C19H34O8 -H(-) 100 496 391,1575852 3815,118047 -0,25928593 Sparfloxacin C07662 C19H22F2N4O3 -H(-) 5 497 391,2125761 8733,6816 -0,144116355 Isodomedin; Nigakilactone B C09115; C17013 C22H32O6 -H(-) 100 498 393,1568111 3999,586465 Sanguilutine C12228 C23H24NO5 -H(-) 56 499 395,1889365 4589,864376 -0,34950513 Zwittermicin A C15726 C13H28N6O8 -H(-) 100 500 397,1682633 4401,849152 0,137558095 L-365260 C15026 C24H22N4O2 -H(-) 65 501 397,1878795 7123,107337 -0,374023895 Cinncassiol E; Ptaquiloside C17659; C19515 C20H30O8 -H(-) 88 502 397,3321996 6868,042738 0,447644605 Lauroyl peroxide C19438 C24H46O4 -H(-) 100 503 398,1600545 4101,723384 -0,052017324 Colchicine; N-Formyldemecolcine C07592; C16710 C22H25NO6 -H(-) 100 504 399,182122 6211,897363 -0,11020543 Deoxygomisin A; Gomisin L1 methyl ether; Cortancyl C10555; C10621; C14668 C23H28O6 -H(-) 100 505 399,2024238 8804,800266 -0,34393397 Cinncassiol B C17648 C20H32O8 -H(-) 100 506 403,1776626 5458,189195 -0,232461915 Isodonal; Chromolaenide; Eupacunin; Eupaserrin; Eupatocunin; Ursiniolide A;... C09117; C09361; C09427; C09436; C09437; C09572; C17849 C22H28O7 -H(-) 51 507 404,1713099 9112,599752 0,015939499 Clivoline C10282 C21H27NO7 -H(-) 100 508 404,2067336 23806,4357 0,49355769 Icacine C08690 C22H31NO6 -H(-) 82 509 405,1924515 7897,065226 -0,25783956 Argentine C10753 C23H26N4O3 -H(-) 100 510 407,152279 3492,673759 -0,25513692 Devazepide C11710 C25H20N4O2 -H(-) 100 511 407,2423091 6852,668521 -0,027570981 Asebotoxin II C09063 C23H36O6 -H(-) 37 512 411,2173585 6162,810967 -0,37948173 3beta,21-Dihydroxy-pregna-5,7,9(11)-trien-20-one diacetate C14924 C25H32O5 -H(-) 100 513 413,219374 7029,600328 -0,33649638 Tentoxin C08441 C22H30N4O4 -H(-) 100 514 415,2345813 10069,20755 -0,12389658 Atractyloside G; Distigmine C16823; C17864 C21H36O8; C22H32N4O4 -H(-); -H(-) 100 515 417,2273604 6954,230262 -0,478740485 Phyllanthin; 21-Acetoxy-11beta,17-dihydroxy-6alpha-methylpregn-4-ene-3,20-d... C10746; C15275; C15302 C24H34O6 -H(-) 100 516 417,2653952 4221,893463 0,470833715 3alpha,12alpha-Dihydroxy-5beta-pregnan-20-one diacetate C15272 C25H38O5 -H(-) 100 517 419,2582978 8612,524509 0,875050545 Tingenone; Testosterone phenylpropionate C08638; C14667 C28H36O3 -H(-) 100 518 420,0128584 4642,221341 -0,452919735 Chloramphenicol sodium succinate C13962 C15H15Cl2N2O8. -H(-) 6 519 420,1864003 5296,755537 -0,29796875 Latrunculin A C16901 C22H31NO5S -H(-) 55 520 422,1495689 6356,559079 0,88378498 Oplophorus luciferin C15037 C26H21N3O3 -H(-) 50 521 423,2395339 10959,84264 -0,184275505 Pravastatin C01844 C23H36O7 -H(-) 100 522 425,0810148 17781,5859 -0,18024841 S-Glutathionyl-L-cysteine C05526 C13H22N4O8S2 -H(-) 100 523 425,2327151 6197,66566 0,04609463 Phospho-anandamide C19913 C22H37NO5P -H(-) 100 524 426,0225811 11463,99745 -0,46989557 ADP; Adenosine 3',5'-bisphosphate; dGDP; Adenosine 2',5'-bisphosphate C00008; C00054; C00361; C03850 C10H15N5O10P2 -H(-) 100 525 429,2054644 7251,594343 0,27783908 Cinegalline C10762 C23H30N2O6 -H(-) 12 526 429,2297497 5327,544183 -0,39872354 21-Hydroxypregn-4-ene-3,20-dione hydrogen succinate C15425 C25H34O6 -H(-) 46 527 430,1878476 6090,367879 -0,35932909 Fusarin C C19243 C23H29NO7 -H(-) 100 528 432,2029948 9453,6415 -0,16786608 Mycophenolate mofetil C07908 C23H31NO7 -H(-) 100 529 433,0514466 4761,193485 0,67142901 Sodium cloxacillin monohydrate C14010 C19H17ClN3O5S. -H(-) 25 530 435,2176535 6968,815552 0,478635505 11beta,16alpha,17alpha,21-Tetrahydroxy-9alpha-fluoropregn-4-ene-3,20-dione ... C14664; C15269 C24H33FO6 -H(-) 18 531 436,2866736 21210,87443 0,92640373 Terpendole E C20536 C28H39NO3 -H(-) 100 532 439,1968909 4053,840552 -0,225134365 10-Deacetyl-2-debenzoylbaccatin III C11899 C22H32O9 -H(-) 100 533 445,2969055 13907,90203 0,245502585 Carpipramine maleate C12896 C28H38N4O. -H(-) 100 534 447,2219251 5398,838281 -0,099605538 Atractyloside A C17858 C21H36O10 -H(-) 35 535 447,2553687 5432,9988 0,507053075 16alpha,17alpha-Dihydroxyprogesterone acetophenide C14674 C29H36O4 -H(-) 64 536 447,2727947 5543,391646 -0,26777649 16-Feruloyloxypalmitate C18217 C26H40O6 -H(-) 10 537 449,2535619 5835,083462 -0,082298934 Laserpitin C09697 C25H38O7 -H(-) 100 538 453,2495408 7691,040087 0,56940573 Rhodojaponin IV C09180 C24H38O8 -H(-) 100 539 457,2576818 5289,780351 -0,072600245 Prednisolone tebutate C08182 C27H38O6 -H(-) 25 540 461,2535055 7730,286187 0,14282259 10-Desacetyltaxuyunnanin C C15538 C26H38O7 -H(-) 100 541 463,288044 19852,22163 0,911913755 Pristimerin C08633 C30H40O4 -H(-) 7 542 467,1948075 6086,377519 0,79929996 Copal-8-ol diphosphate C20270 C20H38O8P2 -H(-) 16 543 467,26458 5715,602105 0,610009195 Morfamquat C11194 C26H36N4O4. -H(-) 27 544 473,2541934 5861,730903 -0,19400573 Diterpenoid EF-D C09086 C27H38O7 -H(-) 100 545 475,3794949 4636,881744 -0,23114225 Sarcoaldesterol A; Protopanaxatriol C19656; C20716 C30H52O4 -H(-) 100 546 483,2760862 7213,612318 0,798888415 Stigmatellin Y C12150 C29H40O6 -H(-) 100 547 488,2661473 6888,969367 -0,30772093 Isomigrastatin C15846 C27H39NO7 -H(-) 100 548 488,3035264 7201,117296 -0,02333742 Borrelidin C15687 C28H43NO6 -H(-) 29 549 490,2824559 6824,645908 -0,063177994 Glutathionylspermine C16562 C20H41N7O5S -H(-) 100 550 491,4849165 3667,028128 0,183907775 Tritriacontane-16,18-dione C08394 C33H64O2 -H(-) 41 551 492,2823973 5218,833889 -0,19416653 Syringolin A C15701 C24H39N5O6 -H(-) 100 552 495,2736421 4073,018514 0,043175686 Absinthin C09286 C30H40O6 -H(-) 40 553 495,3308622 10701,45123 0,888512195 25-Hydroxy-24-epi-brassinolide; 26-Hydroxy-24-epi-brassinolide; 26-Hydroxyb... C11050; C11051; C19874 C28H48O7 -H(-) 25 554 499,2924046 11954,06809 0,86952284 Mupirocin C11758 C26H44O9 -H(-) 79 555 499,3283185 2775,881529 0,502225905 Adouetine X; Frangulanine C09993; C10003 C28H44N4O4 -H(-) 100 556 499,3790495 3299,783678 0,30860266 3beta-Hydroxylanostane-7,11-dione acetate C15379 C32H52O4 -H(-) 100 557 501,2450544 7366,137641 0,711607935 Streptothricin F C19785 C19H34N8O8 -H(-) 11 558 505,9881529 3135,70694 -0,126680205 ATP; dGTP; 2-Hydroxy-dATP C00002; C00286; C19969 C10H16N5O13P3 -H(-) 100 559 511,2459681 5798,174394 0,47309512 Norcholestenol iodomethyl (131 I) C13547 C27H45IO -H(-) 8 560 512,2507189 4963,056095 -0,11179724 DAMGO C11318 C26H35N5O6 -H(-) 100 561 513,1407725 3315,98683 0,4684307 S-Formylmycothiol C06718 C18H30N2O13S -H(-) 74 562 513,2285262 4385,616662 0,793269605 Telmisartan C07710 C33H30N4O2 -H(-) 87 563 518,2907086 6940,279521 0,82859653 Terpendole C C20546 C32H41NO5 -H(-) 100 564 519,3307428 6834,637661 0,76808196 1-Linoleoylglycerophosphocholine C04100 C26H51NO7P -H(-) 13 565 527,264877 6168,227302 0,35116568 Terpenoid EA-I C09198 C30H40O8 -H(-) 100 566 527,2997369 36418,50526 0,923783575 Milbemectin C18557 C31H44O7 -H(-) 32 567 537,285369 3901,453315 0,13057673 Euphorbia factor Ti2; Condurangogenin A C09091; C17767 C32H42O7 -H(-) 100 568 538,2732056 7107,283997 0,75261545 Apramycin C01555 C21H41N5O11 -H(-) 100 569 539,2999503 5076,702518 0,3115544 Condurangogenin C C17766 C32H44O7 -H(-) 45 570 540,2967383 5518,473497 0,24467334 Anopterine C08658 C31H43NO7 -H(-) 100 571 541,0263455 3559,941501 -0,1020987 Cefonicid C06882 C18H18N6O8S3 -H(-) 75 572 545,2752169 9390,74644 0,85518336 Decoside C08860 C30H42O9 -H(-) 100 573 553,3168055 81268,2098 0,922790465 6,8a-Seco-6,8a-deoxy-5-oxoavermectin ''1b'' aglycone C11961 C33H46O7 -H(-) 57 574 566,3281663 12234,48423 0,76851368 Penitrem D C20596 C37H45NO4 -H(-) 100 575 567,2981115 8775,956434 0,55858496 Protoporphyrinogen IX; Adouetine Y; Crenatine A C01079; C09994; C10002 C34H40N4O4 -H(-) 100 576 574,1666812 4211,231984 0,54125494 4,5-Dihydro-4-hydroxy-5-S-glutathionyl-benzo[a]pyrene; 7,8-Dihydro-7-hydrox... C14855; C14856 C30H29N3O7S -H(-) 58 577 579,3067424 50436,06676 0,93505824 Hordatine B C08308 C29H40N8O5 -H(-) 25 578 579,3526638 4349,476634 0,61255157 Convallasaponin A; Tokoronin C08893; C08916 C32H52O9 -H(-) 70 579 581,3094441 25125,85848 0,91931093 5-Oxoavermectin ''1a'' aglycone C11978 C34H46O8 -H(-) 8 580 583,257939 26776,4279 0,59039408 Bilirubin; (3Z)-Phytochromobilin; 15,16-Dihydrobiliverdin C00486; C05913; C11630 C33H36N4O6 -H(-) 32 581 585,1599865 75436,62755 0,366668345 Amarogentin; Phyllanthostatin A C09767; C10870 C29H30O13 -H(-) 53 582 592,3871692 7681,743178 -0,14136702 Discodermolide; Peiminoside C16746; C17882 C33H55NO8 -H(-) 34 583 595,2918102 112262,3983 0,921005875 Salannin C08780 C34H44O9 -H(-) 100 584 599,3223944 30627,0124 0,914737405 5-Oxoavermectin ''2a'' aglycone C11970 C34H48O9 -H(-) 100 585 605,263444 4330,552314 0,74970615 Cepharanthine C09391 C37H38N2O6 -H(-) 14 586 611,1453239 7865,223416 -0,46724322 Glutathione disulfide C00127 C20H32N6O12S2 -H(-) 100 587 615,170792 201071,1468 0,138016365 Heme C00032 C34H32FeN4O4 -H(-) 29 588 620,29425 139146,4429 0,921881945 Z-Arg-Arg-NHMec C02334 C30H39N9O6 -H(-) 19 589 623,3128761 9331,428413 0,83544722 Dauricine C09419 C38H44N2O6 -H(-) 100 590 667,5451182 17592,88618 -0,664865465 2-Octaprenyl-6-methoxyphenol C05812 C47H72O2 -H(-) 100 591 682,1294218 3164,383972 0,462924395 (6S)-6beta-Hydroxy-1,4,5,6-tetrahydronicotinamide-adenine dinucleotide; (6R... C04856; C20482 C21H31N7O15P2 -H(-) 55 592 733,4560881 5744,758128 0,887070775 beta-Hederin C08955 C41H66O11 -H(-) 5 593 785,5531827 6481,270827 0,75525802 1-Hexadecylthio-1-deoxy-2-hexadecylphosphono-sn-glycero-3-phosphocholine C04862 C40H86NO7P2S -H(-) 100 594 823,4346569 9940,034451 0,87589964 Nodularin C15713 C41H60N8O10 -H(-) 60 595 850,4959054 14074,7494 0,84799194 alpha-Chaconine C10796 C45H73NO14 -H(-) 100