Dioxybenzone | C14H12O4 - Pubchem Page 1 of 18

dioxybenzone | C14H12O4 - PubChem Page 1 of 18

NIH U.S. National Library of Medicine National Center for Biotechnology Information

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dioxybenzone     Vendors Literature Patents Bioactivities

Also known as: 2,2'-DIHYDROXY-4-METHOXYBENZOPHENONE, 131-53-3, Dioxybenzon, Advastab 47, Cyasorb UV 24, Spectra-sorb UV 24 Molecular Molecular Weight: InChI Key: FDA UNII: Formula: 244.24268 g/mol MEZZCSHVIGVWFI-UHFFFAOYSA-N B762XZ551X CHO14 12 4

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 Contents

1 2D Structure 2 3D Conformer

3 Identification 4 Chemical and Physical Properties

5 Related Records 6 Chemical Vendors 7 Literature 8 Patents 9 Biological Test Results

10 Classification 11 Information Sources

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1 2D Structure

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

from PubChem [3] http://pubchem.ncbi.nlm.nih.gov

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2 3D Conformer

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

from PubChem [3] http://pubchem.ncbi.nlm.nih.gov

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3 Identification

3.1 Computed Descriptors

3.1.1 IUPAC Name

(2-hydroxy-4-methoxyphenyl)-(2-hydroxyphenyl)methanone from PubChem [3] http://pubchem.ncbi.nlm.nih.gov

3.1.2 InChI

InChI=1S/C14H12O4/c1-18-9-6-7-11(13(16)8-9)14(17)10-4-2-3-5-12(10)15/h2-8,15-16H,1H3 from PubChem [3] http://pubchem.ncbi.nlm.nih.gov

3.1.3 InChI Key

MEZZCSHVIGVWFI-UHFFFAOYSA-N from PubChem [3] http://pubchem.ncbi.nlm.nih.gov

3.1.4 Canonical SMILES

COC1=CC(=C(C=C1)C(=O)C2=CC=CC=C2O)O from PubChem [3] http://pubchem.ncbi.nlm.nih.gov

3.2 Other Identifiers

3.2.1 UNII

B762XZ551X  from FDA/SPL Indexing data [2] http://www.fda.gov/ForIndustry/DataStandards/StructuredProductLabeling/ucm377913.htm

3.2.2 Wikipedia

Dioxybenzone  from Wiki [1] http://en.wikipedia.org/wiki/Dioxybenzone

3.3 Synonyms

3.3.1 MeSH Synonyms

1. dioxybenzone from MeSH [4] http://www.ncbi.nlm.nih.gov/mesh/67004839

3.3.2 Depositor-Supplied Synonyms

1 di b 11 CbUV 24 Li ht Ab b

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2. 2,2'-DIHYDROXY-4-METHOXYBENZOPHENONE 12. UF 2 3. 131-53-3 13. UV 24 4. Dioxybenzon 14. (2-Hydroxy-4-methoxyphenyl)(2-hydroxyp 5. Advastab 47 15. Dioxybenzonum [INN-Latin] 6. Cyasorb UV 24 16. Dioxibenzona [INN-Spanish] 7. Spectra-sorb UV 24 17. Benzophenone, 2,2'-dihydroxy-4-methox 8. Benzophenone-8 18. UNII-B762XZ551X 9. Methanone, (2-hydroxy-4-methoxyphenyl)(2-hydroxyphenyl)- 19. CCRIS 6231 10. Dioxibenzonum 20. NSC56769

from PubChem [3] http://pubchem.ncbi.nlm.nih.gov

3.4 Create Date

2005-03-26 from PubChem [3] http://pubchem.ncbi.nlm.nih.gov

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4 Chemical and Physical Properties

4.1 Computed Properties

Molecular Weight 244.24268 g/mol

Molecular Formula CHO14 12 4

XLogP3 3.3

Hydrogen Bond Donor Count 2

Hydrogen Bond Acceptor Count 4

Rotatable Bond Count 3

Exact Mass 244.073559 g/mol Monoisotopic Mass 244.073559 g/mol

Topological Polar Surface Area 66.8 A^2

Heavy Atom Count 18

Formal Charge 0

Complexity 292

Isotope Atom Count 0

Defined Atom Stereocenter Count 0

Undefined Atom Stereocenter Count 0

Defined Bond Stereocenter Count 0

Undefined Bond Stereocenter Count 0

Covalently-Bonded Unit Count 1

from PubChem [3] http://pubchem.ncbi.nlm.nih.gov

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5 Related Records

5.1 Related Compounds with Annotation

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Medications (1) Literature (191) 3D Structure (20) Bioactivities (1343) Patents (2213)

oxybenzone

from PubChem [3] http://pubchem.ncbi.nlm.nih.gov

5.2 Related Compounds

Same Parent, Exact (2) from PubChem [3] http://pubchem.ncbi.nlm.nih.gov

Mixtures, Components, and Neutralized Forms (15) from PubChem [3] http://pubchem.ncbi.nlm.nih.gov

Similar Compounds (6898) from PubChem [3] http://pubchem.ncbi.nlm.nih.gov

Similar Conformers (2937) from PubChem [3] http://pubchem.ncbi.nlm.nih.gov

5.3 Related Substances

All (134) from PubChem [3] http://pubchem.ncbi.nlm.nih.gov

Same (108) from PubChem [3] http://pubchem.ncbi.nlm.nih.gov

Mixture (26) from PubChem [3] http://pubchem.ncbi.nlm.nih.gov

5.4 Entrez Crosslinks

PubMed (7) from PubChem [3] http://pubchem.ncbi.nlm.nih.gov

Taxonomy (2) from PubChem [3] http://pubchem.ncbi.nlm.nih.gov

Gene (3) from PubChem [3] http://pubchem.ncbi.nlm.nih.gov

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6 Chemical Vendors

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Vendor/Supplier Purchasable Chemical PubChem SID

Tractus TC-108103 204417767

AKos Consulting & Solutions AKOS015856203 151995622 Key Organics/BIONET KS-5318 187072804

ZINC ZINC00037293 875750

ChemMol 49415843 126677194

Jamson Pharmachem Technology Jsp001908 93618233

Ambinter ST033388 48470906

KB-105159 172819739 Chembo KB-163860 172827874

MolPort MolPort-001-760-067 88803052

Achemica ACMC-209bn4 162286432

MP Biomedicals 157744 85085460

TCI (Tokyo Chemical Industry) D0586 87567236

ABI Chem AC1L1R9J 104318196

Apexmol AM720 160659128

Bide Pharmatech BD64469 176857676

3B_SCI 3B3-033683 184537622

SBB057333 143431826 TimTec ST033388 124534976 IS Chemical Technology I01-3097 85172910

AJ-08744 223519612 A&J Pharmtech CO., LTD. ZB001030 223455099

Ark Pharm, Inc. AK-57636 163418039

Finetech Industry Limited FT-0609243 164794399

AN PharmaTech AN-23057 223657543

AGN-PC-0BTO6G 195311215 Angene Chemical AGN-PC-0JK8M5 207118895

Acorn PharmaTech Product List ACN-S002306 135916354

Sigma-Aldrich 323578_ALDRICH 24859402

ChemFrog 888-881-575 125339946

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Hangzhou Trylead Chemical Technology TL8000746 49830756

Chembase.cn 75421 162040339 Anward ANW-19358 160786859

Mcule MCULE-2204733956 165442970

Amadis Chemical A806277 131297462

from PubChem [3] http://pubchem.ncbi.nlm.nih.gov

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7 Literature

7.1 Depositor Provided PubMed Citations

Depositor Provided PubMed Citation Count (7) from PubChem [3] http://pubchem.ncbi.nlm.nih.gov

7.2 NLM Curated PubMed Citations

All NLM Curated PubMed Citations from PubChem [3] http://pubchem.ncbi.nlm.nih.gov

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8 Patents

8.1 Depositor-Supplied Patent Identifiers

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Patent Submitted Granted

Composite, mask-forming, photohardenable elements [US4126466] 1978-11-21

THICKENED AQUEOUS SHAMPOO COMPOSITIONS CONTAINING 1978-11-21 ENCAPSULATED CONDITIONING AGENTS [US4126674]

Polyurethanes stabilized against ultraviolet light and nitrogen oxide deterioration 1978-12-19 [US4130542]

Electric recording process of images using electron sensitive layer containing trivalent cobalt complex and compound having conjugated {90 {0 bond system 1978-12-26 [US4131463]

PROCESS FOR PRODUCING AN ULTRAVIOLET LIGHT STABILIZED 1979-03-27 POLYCARBONATE ARTICLE [US4146658] Lithographic printing plate having addition polymerized areas and binder areas 1979-04-03 [US4147549]

Degradable synthetic resin compositions [US4156666] 1979-05-29

Polyurethanes stabilized against ultraviolet light and nitrogen oxide deterioration 1979-06-05 [US4157359]

Aqueous emulsion polymer nail coating formulations [US4158053] 1979-06-12

Derivatives of aryl ketones and p-dialkyl-aminoarylaldehydes as visible sensitizers of 1979-07-24 photopolymerizable compositions [US4162162]

from PubChem [3] http://pubchem.ncbi.nlm.nih.gov

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9 Biological Test Results

9.1 BioAssay Results

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Activity Substance BioAssay

inactive qHTS Assay for Inhibitors of the ERK Signaling Pathway using a Homogeneous 26748001 Potency Screening Assay; Stimulation with EGF [AID: 1454]

inactive qHTS Assay for Inhibitors of the ERK Signaling Pathway using a Homogeneous 11112287 Potency Screening Assay; Stimulation with EGF [AID: 1454] inactive qHTS Assay for Identifying the Cell-Membrane Permeable IMPase Inhibitors: 26748001 Potency Potentiation with Lithium [AID: 1457]

inactive qHTS Assay for Identifying the Cell-Membrane Permeable IMPase Inhibitors: 11112287 Potency Potentiation with Lithium [AID: 1457]

inactive 56463069 qHTS Assay for NPC1 Promoter Activators [AID: 485313] Potency uHTS for identification of Inhibitors of Mdm2/MdmX interaction in luminescent format. inactive 56463069 [AID: 485346]

A screen for compounds that modulate the activity of the Staphylococcus aureus inactive 92124088 MgrA protein [AID: 602314]

A screen for compounds that modulate the activity of the Staphylococcus aureus inactive 92125682 MgrA protein [AID: 602314]

inactive qHTS Assay for Small Molecule Inhibitors of Mitochondrial Division or Activators of 56463069 Potency Mitochondrial Fusion [AID: 485298]

inactive 26748001 qHTS Assay for Inhibitors of 12-hLO (12-human lipoxygenase) [AID: 1452] Potency

from PubChem [3] http://pubchem.ncbi.nlm.nih.gov

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10 Classification

10.1 Ontologies

10.1.1 MeSH Tree

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dioxybenzone

from MeSH [5] http://www.nlm.nih.gov/mesh/meshhome.html

10.1.2 ChEBI Ontology

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2,2'-Dihydroxy-4-methoxybenzophenone

from ChEBI [6] http://www.ebi.ac.uk/chebi/userManualForward.do#ChEBI%20Ontology

10.1.3 Gene Ontology: Biological Process

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hypoxia-inducible factor 1, alpha subunit (basic helix-loop-helix transcription factor) [Homo sapiens]

AR protein [Homo sapiens]

troponin C, slow skeletal and cardiac muscles [Homo sapiens]

troponin I, cardiac muscle [Homo sapiens]

troponin T, cardiac muscle isoform 3 [Homo sapiens]

15-hydroxyprostaglandin dehydrogenase [NAD(+)] isoform 1 [Homo sapiens]

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cytochrome P450 3A4 isoform 1 [Homo sapiens]

cytochrome P450 1A2 [Homo sapiens]

cytochrome P450 2C19 precursor [Homo sapiens]

cytochrome P450 2C9 precursor [Homo sapiens]

from Gene Ontology [7] http://amigo.geneontology.org/amigo/term/GO:0008150

10.1.4 Gene Ontology: Cellular Component

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aryl hydrocarbon receptor [Homo sapiens]

troponin C, slow skeletal and cardiac muscles [Homo sapiens]

troponin I, cardiac muscle [Homo sapiens]

troponin T, cardiac muscle isoform 3 [Homo sapiens]

15-hydroxyprostaglandin dehydrogenase [NAD(+)] isoform 1 [Homo sapiens]

from Gene Ontology [8] http://amigo.geneontology.org/amigo/term/GO:0005575

10.1.5 Gene Ontology: Molecular Function

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AR protein [Homo sapiens]

cytochrome P450 1A2 [Homo sapiens]

cytochrome P450 2C19 precursor [Homo sapiens]

cytochrome P450 2C9 precursor [Homo sapiens]

cytochrome P450 3A4 isoform 1 [Homo sapiens]

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15-hydroxyprostaglandin dehydrogenase [NAD(+)] isoform 1 [Homo sapiens]

troponin C, slow skeletal and cardiac muscles [Homo sapiens]

troponin I, cardiac muscle [Homo sapiens]

troponin T, cardiac muscle isoform 3 [Homo sapiens]

hypoxia-inducible factor 1, alpha subunit (basic helix-loop-helix transcription factor) [Homo sapiens]

from Gene Ontology [9] http://amigo.geneontology.org/amigo/term/GO:0003674

10.1.6 WIPO IPC

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A61P17/00 - Drugs for dermatological disorders

A61P17/02 - for treating wounds, ulcers, burns, scars, keloids, or the like

A61P17/04 - Antipruritics

A61P17/06 - Antipsoriatics

A61P17/10 - Anti-acne agents

A61P17/12 - Keratolytics, e.g. wart or anti-corn preparations

A61P17/16 - Emollients or protectives, e.g. against radiation

A61P23/02 - Local anaesthetics

A61P25/04 - Centrally acting analgesics, e.g. opioids

A61P25/06 - Antimigraine agents

from WIPO [10] http://www.wipo.int/classifications/ipc/

10.2 Substance Categorization Classification

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 Bioassay Screening Results (7)

 Biological Properties (38)

 Chemical Reactions (4)

 Database Vendor (2)

 Journal Publishers (2)

 Metabolic Pathways (3)

 NIH Molecular Libraries (8)

 NIH Substance Repository (1)

 Patents (5)

 Physical Properties (5)

 Substance Vendors (35)

 Theoretical Properties (4)

 Toxicology (6)

from PubChem [3] http://pubchem.ncbi.nlm.nih.gov

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11 Information Sources

1. Wiki 536 http://en.wikipedia.org/wiki/Dioxybenzone 2. FDA/SPL Indexing data B762XZ551X http://www.fda.gov/ForIndustry/DataStandards/StructuredProductLabeling/ucm377913.htm 3. PubChem http://pubchem.ncbi.nlm.nih.gov Data deposited in or computed by PubChem 4. dioxybenzone from MeSH 67004839 http://www.ncbi.nlm.nih.gov/mesh/67004839 5. MeSH Tree from MeSH DescTree http://www.nlm.nih.gov/mesh/meshhome.html MeSH (Medical Subject Headings) is the NLM controlled vocabulary thesaurus used for indexing articles for PubMed. 6. ChEBI Ontology from ChEBI OBO http://www.ebi.ac.uk/chebi/userManualForward.do#ChEBI%20Ontology The ChEBI Ontology is a structured classification of the entities contained within ChEBI. 7. biological process from Gene Ontology GO_ROOT_486550 http://amigo.geneontology.org/amigo/term/GO:0008150 The Gene Ontology (GO) http://www.geneontology.org/ project provides a controlled vocabulary of terms for describing the functions of gene products, and is divided into three domains. Each term in the biological processes domain, shown here, represents recognized series of events, or a collection of molecular events with a defined beginning and end. Mutant phenotypes often reflect disruptions in biological processes. The terms below apply to the gene/protein target (s) tested by the BioAssay. 8. cellular component from Gene Ontology GO_ROOT_486551 http://amigo.geneontology.org/amigo/term/GO:0005575 The Gene Ontology (GO) http://www.geneontology.org/ project provides a controlled vocabulary of terms for describing the functions of gene products, and is divided into three domains. The cellular components domain, shown here, describes locations, at the levels of subcellular structures and macromolecular complexes. An example of a cellular component is the nuclear inner membrane, with the synonym inner envelope. Generally, a gene product is located in or is a subcomponent of a particular cellular component. The terms below apply to the gene/protein target(s) tested by the BioAssay. 9. molecular function from Gene Ontology GO_ROOT_486552 http://amigo.geneontology.org/amigo/term/GO:0003674 The Gene Ontology (GO) http://www.geneontology.org/ project provides a controlled vocabulary of terms for describing the functions of gene products, and is divided into three domains. Each term in the molecular functions domain, shown here, represent a protein's jobs or abilities. These may include transporting things around, binding to things, holding things together and changing one thing into another. This is different from the biological processes the gene product is involved in, which involve more than one activity. The terms below apply to the gene/protein target(s) tested by the BioAssay. 10. International Patent Classification 2015 from WIPO IPC http://www.wipo.int/classifications/ipc/ The World Intellectual Property Organization (WIPO) International Patent Classification (IPC) provides for a hierarchical system of language independent symbols for the classification of patents and utility models according to the different areas of technology to which they pertain.

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