Supporting Information

Internal concentrations in gammarids reveal increased risk of organic micropollutants in wastewater-impacted streams

Nicole A. Munz1,2, Qiuguo Fu1, Christian Stamm1, Juliane Hollender1,2*

1Eawag, Swiss Federal Institute of Aquatic Science and Technology, 8600 Dübendorf, Switzerland

2Institute of Biogeochemistry and Pollutant Dynamics, ETH Zürich, 8092 Zürich, Switzerland

*Corresponding author. Present address:

Eawag, Swiss Federal Institute of Aquatic Science and Technology, 8600 Dübendorf, Switzerland.

Tel: +41 58 765 54 93. E-mail: [email protected]

Content:

Number of pages: 43, number of figures:6, number of tables: 15, number of sections: 6

Figure S1: Sites where gammarids were collected S3

Table S1. Number and weight of gammarids collected in the field at the different sites and time points. S4

Section S1. Additional information on substance selection and wastewater sample for laboratory experiment S5

Table S2. Number and weight of exposed gammarids (G.pulex) during the laboratory exposure experiment. S5

Section S2. Details on experimental setup of flume experiments S5

Table S3. Number and weight of gammarids used for determination of internal concentrations in flume experiments. S6

Section S3. Details on online SPE LC-HRMS/MS S7

Table S4. Performance of the chemical analysis of the field gammarids (including flume experiment) and the laboratory experiment. S8

Table S5. List of target compounds screened in the 5 most polluted gammarid samples S10

Section S4. Determination of water and lipid content in gammarids S24 S1

Table S6. Water and lipid contents of gammarids at selected sites and time points S24

Section S5. Calculation of logDow S25

Table S7. The geometric mean of acute EC50 values of invertebrates S26

Table S8. Internal concentrations in field gammarids in ng/g w.w. S27

Table S9. Water concentrations in ng/L at the sampling site Herisau before (May 2015) and after (June 2016) the upgrade of the WWTP with powdered activated carbon and at the site Ellikon (October 2015). S29

Table S10. Internal concentrations in gammarids (ng/g w.w.) and determined apparent BAF (L/kg) in the 48 h - lab experiment with dilutions of wastewater (30%, 60%, 90% WW) and defined substance mixture (Spike). S30

Table S11. Exposure media concentrations in ng/L of 48 h - lab experiment with dilutions of wastewater (30%, 60%, 90% WW) and defined substance mixture (Spike). S31

Section S6. Details on performance of lab and flume experiments S33

Table S12. Dilutions of the waste water in flumes in experiment 1 S34

Figure S2. Correlation of dilutions in flumes of experiment 1 calculated with conductivity and nitrate concentration S34

Table S13. Internal concentrations in gammarids and determined BAF in the flume experiments 1 and 3. S35

Table S14. Water concentrations in the flume experiments 1 and 3 S36

Table S15. Comparison of experimental BAFs from this study (from the experiment with the defined spiked substance mixture) with values reported in other studies S37

Figure S3. Comparison of BAFs from laboratory and flume experiments. S38

Figure S4. Correlation of logDow (pH 7.9) with the apparent BAF from the exposure experiment with the defined spiked substance mixture S41

Figure S5. Comparison of the BAFs in the laboratory experiment with the defined substance mixture with the BAFs determined in the field S41

Figure S6. Correlation between the sumTU based on internal concentrations and the SPEAR index S42

S2

Figure S1. Sites (with abbreviations) where gammarids were collected. The gammarid collection was performed at the 12 “2014-sites” and the site Herisau described in Munz et al. 20171. At the sites Birmensdorf, Muri and Reinach (not shown on map) no or not enough gammarids could be collected for the analysis of internal concentrations.

S3

Table S1. Number and weight of gammarids collected in the field at the different sites and time points.

Sep-14 Jan-15 Oct-15 May-15 Jun-15 Weight # of Weight # of Weight # of Weight # of Weight # of Site Location Replicate Major species (mg) gammarids (mg) gammarids (mg) gammarids (mg) gammarids (mg) gammarids 1 507 59 532 37 US 2 493 88 529 50 G.fossarum 1 322 57 516 30 Aadorf DS 2 - - 520 31 1 513 54 518 27 US 2 518 56 515 30 G.fossarum Elgg 1 511 59 520 29 DS 2 519 54 529 30 1 420 63 518 27 520 55 US 2 - - 503 30 507 53 G.fossarum 1 500 57 543 24 506 37 Ellikon DS 2 - - 547 27 499 38 1 536 54 537 25 US 2 544 65 535 25 G.fossarum 1 530 52 534 27 Knonau DS 2 542 34 529 25 1 458 22 533 23 US 2 342 39 538 21 G.fossarum/ 1 508 31 535 15 Dikerogammarus DS Marthalen 2 522 65 519 17 1 501 60 536 41 US 2 525 74 537 43 G.fossarum

dingen 1 497 54 534 24 DS Unterehren- 2 333 36 526 32 1 509 37 521 24 US 2 396 45 525 24 G.pulex 1 489 49 509 20 DS Val-de-Ruz 2 496 28 501 19 1 515 34 515 28 US 2 509 43 509 24 G.fossarum 1 499 30 534 35 Villeret DS 2 504 37 533 34 1 502 56 526 34 US 2 507 59 526 28 G.fossarum 1 501 47 525 25 Zullwil DS 2 292 34 523 26 1 498 38 549 43 US 2 502 44 554 49 not identified 1 541 55 502 40

Herisau DS 2 534 59 434 33

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Section S1. Additional information on substance selection and wastewater sample for laboratory experiment

The list of substances was selected based on the study described in Munz et al. (2017)1 and also includes simvastatin, dexamethason, fenoxycarb and hydrocortisone. To avoid high toxicity during the exposure, some toxic insecticides (chlorpyrifos, chlorpyrifos-methyl, diazinon, dimethoate, fipronil, imidacloprid) were excluded and also the x-ray contrast agent iopromide and other substances were not included due to analytical issues (e.g. high limit of quantification/detection (LOQ/LOD); gabapentin, sitagliptin). See Table S4 for the list of spiked substances. Wastewater was collected as final effluent from the WWTP Bachwis (Fällanden), Switzerland as 24h composite sample on April 25, 2017.

Table S2. Number and weight of exposed gammarids (G.pulex) during the laboratory exposure experiment.

dead Exposure weight # of animals condition (mg) gammarids at t48 Spike_1 758 14 8 Spike_2 639 15 6 Spike_3 569 14 4 WW30_1 716 16 0 WW30_2 592 14 1 WW30_3 527 13 1 WW60_1 746 16 2 WW60_2 587 14 1 WW60_3 507 15 3 WW90_1 700 14 1 WW90_2 519 13 0 WW90_3 655 14 0

Section S2. Details on experimental setup of flume experiments

The cages for the exposure of the gammarids were made of 50 mL falcon tubes which were cut at both sites and covered with fine 500 µm pore size nets (each gammarid in one cage; nine cages were attached together to one unit; 2 units per flume; each cage contained a leaf disc as food source). In experiment 1 (August 2014), the channels were run over five weeks with four different dilutions of treated wastewater (0 = river water, 10, 50, 90%). For experiment 3 (June 2015), the channels were again fed with upstream river water and an artificial mixture of micropollutants and nutrients. For acclimatization, the gammarids were placed in the flumes (running only with stream water) two weeks before the start of the 4-week- exposure. The four treatments consisted of a control (C; only river water), technical control (TC; river water with spiked methanol), spiked micropollutants (“MP”), and spiked micropollutants and nutrients (“MP.N”). Eighteen micropollutants were spiked to the flumes with constant, nominal concentrations (ng/L): amisulpride (106), atenolol (217), benzotriazole (1098), carbamazepine (283), citalopram (55), clarithromycin (63), diazinon (457), diclofenac (603), diuron (75), fexofenadine (322), tebuconazole (24), iopromide (1629), metformin (5014), sucralose (1175), triclosan (55), valsartan (677), β-estradiol (0.35), and Zn (6040). In all experiments, each of the four treatment combinations was present in each block.

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Table S3. Number and weight of gammarids used for determination of internal concentrations in flume experiments. In experiment 1 G.pulex were collected in the Chriesbach (Dübendorf, Switzerland). In experiment 3 G.fossarum from a pristine stream (Bäntalbach, Kollbrunn, Switzerland) were used. Per channel 12 gammarids were exposed.

Weight # of Pooled Final weight of Treatment Channel Collection Date (mg) gammarids channels replicates (mg) Baseline - 597.3 26 25/08/2014 - 597.3 2 264.6 6 09/09/2014 13 233.3 7 10/09/2014 2, 8, 13 706.1 0% 8 208.2 5 09/09/2014 10 525.2 11 10/09/2014 10 525.2 6 169.3 4 09/09/2014 6, 11 470 11 300.7 7 10/09/2014 10% 1 224.2 5 09/09/2014 1, 16 400.9 16 176.7 4 10/09/2014 4 309.5 6 09/09/2014 4, 7 662.5 Experiment 1 Experiment 7 353 8 09/09/2014 50% 9 437.2 10 10/09/2014 9, 15 476.3 15 39.1 1 10/09/2014 3 446.3 12 09/09/2014 3 446.3 5 562.1 11 09/09/2014 5 562.1 90% 12 366.4 8 10/09/2014 12 366.4 14 518.5 10 10/09/2014 14 518.5 Baseline - 325.1 32 21/10/2014 - 597.3 2 184.1 8 27/05/2015 8 160.1 10 27/05/2015 C 2, 8, 10, 13 637.8 10 151.6 10 27/05/2015 13 142 8 27/05/2015 4 277.8 13 27/05/2015 4,7 465.8 7 188 10 27/05/2015 TC 9 157.8 9 27/05/2015 9,15 344.9 15 187.1 10 27/05/2015 1 229.9 12 27/05/2015

Experiment 3 Experiment 6 230.6 14 27/05/2015 MP 1,6,11,16 761.6 11 146.6 9 27/05/2015 16 154.5 10 27/05/2015 3 153.7 8 27/05/2015 5 197.9 9 27/05/2015 MP.N 3,5,12,14 711.7 12 219.1 12 27/05/2015

14 141 8 27/05/2015

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Section S3. Details on online SPE LC-HRMS/MS

Analytical setup

The online SPE cartridge were manually filled in flow direction with Oasis HLB (9 mg) and a mix of ion exchanger (9 mg; Strata X-AX (33um), Strata X-CW (25 um, both Phenomex, Brechbühler AG, Switzerland), Isolute ENV+ (70 um, Biotage, Sweden) in a ratio of 1:1:1.5). The HPLC system consisted of a tri-directional PAL autosampler (CTC Analytics, Switzerland), a 20 mL loop, a dispenser syringe, a low volume mixing chamber (Portmann Instruments AG), an high pressure gradient pump (Ultimate 3000 RS, Thermo Fischer Scientific) for the sample loading, a quaternary low-pressure mixing gradient pump (Rheos 2200, Flux instruments) for the SPE and an isocratic pump (Rheos 2000, Flux instruments) for the water gradient2. The sample was loaded into the 20 mL via dual injection (2 x 10 mL) with a flow rate of 2 mL/min (loading solution: nanopure water containing 2mM ammonium acetate). The elution of the cartridge was done with methanol (+ 0.1% formic acid) in back-flush mode at a flow rate of 40 µl/min. The SPE eluate was mixed with water (+ 0.1% formic acid) in the mixing chamber to establish the initial LC conditions. To avoid cross contamination the loop and the cartridge were rinsed with acetonitrile after sample injection and then re-conditioned with the loading solution.

Chromatographic separation was achieved on an Atlantis T3 C18 column (5µm, 150 mm, Waters) equipped with a guard column using water (+ 0.1% formic acid, A) and methanol (+ 0.1% formic acid, B) as eluents. The gradient program was 85:15 (A:B) at 0 to 5 min, to 5:95 at 20 min, then held until 29 min, and back to 85:15 from 29.5 to 35 min, at a flow rate of 300 µl/min and a column temperature of 30 °C.

The HPLC was connected to an electrospray ionization source of a Q-Exactive or Q-Exactive plus mass spectrometer (Thermo Fischer Scientific), which was run in positive (+4 kV) and negative (-3 kV) ionization mode in separate runs with a capillary temperature of 320 °C. Full scan acquisition was performed for a m/z range 100-1000 at a resolution of 70’000 (at m/z 200) followed by data independent MS/MS acquisition in 5 isolation windows at a resolution of 17’500 (at m/z 200) with stepped normalized collision energies (m/z isolation windows (mean collision energy): 95 – 180 (100), 170 – 255 (70), 245 – 330 (40), 320 – 405 (25), 395 – 1005 (20)).

Analytical performance

The LOQs and recoveries from the lab and the field (including flumes) studies were consistent for most of the substances, not differing more than a factor of 2 and 1.5, respectively. Despite the intensive sample clean up, interferences of the gammarid matrix could be observed in the chromatography, but could be corrected with the corresponding isotope labelled internal standards. In detail, cationic substances (including the corresponding isotope labelled internal standards) showed retention time shifts between 1 to 3 minutes compared to the calibration standards in nanopure water. Further, the insecticides fipronil, chlorpyrifos, chlorpyrifos-methyl and the pharmaceutical torasemide could not be analysed as no analytical signals were observed in the spiked gammarid matrix. Simvastatin and caffeine showed carry- over between the samples and/or blind values in the controls such that signals could not be assigned to real detections. Hence, these substances were excluded in the subsequent analysis.

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Table S4. Performance of the chemical analysis of the field gammarids (including flume experiment) and the laboratory experiment. Additional targets only screened in field gammarids. Bold: substance was quantified with structurally identical isotope labelled standard. Limit of quantification LOQ in ng/g wet weight (w.w.). Speciation: n = neutral, c = cationic, a = anionic, z= zwitterionic. LogDow calculated based on equation 1 in main text. na = not analysed, nd = not determinable

Field study / Flume

experiment Laboratory experiment Detected LOQ LOQ Specia- Abs.rec Rel.rec Abs.rec Rel.rec Substance ID LogKow LogDow in field ng/g ng/g tion % % % % gammarids w.w. w.w. 5-Methyl- 5- 1.5b 1.5 n X 0.9 15 103 0.9 14 94 Benzotriazol MZB Amisulprid AMS 1.1d 1.1 n X 0.8 68 99 0.2 160 80 Atenolol ATN 0.2d -1.6 c X 0.3 47 100 0.1 34 93 Atrazin ATZ 2.7a 2.7 n X 0.3 35 91 1.3 15 81 Azoxystrobin AZS 2.5a 2.5 n X 0.1 70 95 0.1 54 94 Benzotriazol BZT 1.4c 1.4 n X 2.2 18 93 5.3 17 79 Boscalid BOS 3.0a 3.0 n 1.8 21 110 3.0 31 105 Candesartan CAN 6.1d 1.7 a 0.9 22 94 4.3 4 67 Carbamazepin CMP 2.5d 2.5 n X 0.2 28 94 0.5 23 87 Carbendazim CBD 1.5a 1.5 n X 0.4 23 99 0.6 30 85 Chlortoluron CTL 2.5a 2.5 n X 0.9 44 105 0.7 27 95 Citalopram CTP 3.5d 1.6 c X 0.9 32 102 0.9 39 91 Clarithromycin CRT 3.2d 2.6 c X 1.3 50 94 0.3 35 83 Climbazol CBZ 3.8a 3.8 n X 0.4 38 102 1.0 36 86 Clothianidin CTN 0.9a 0.9 n X 2.0 9 97 1.2 8 87 Cyproconazol CPZ 3.1a 3.1 n 1.9 10 62 1.6 12 69 Cyprodinil CPD 4.0a 4.0 n X 0.6 9 120 4.4 21 107 Dexamethason DXM 1.8d 1.8 n 0.5 40 141 0.4 22 101 Diazinon DZN 3.7a 3.7 n X 0.6 17 97 na na na

Diclofenac DCF 4.5d 0.6 a X 0.7 47 94 0.5 41 98 Dimethoat DMT 0.7a 0.7 n 1.3 15 114 na na na Diuron DRN 2.9a 2.9 n X 0.6 33 103 1.7 21 95 Epoxyconazol EPC 3.3a 3.3 n 1.2 15 101 0.5 17 96 Fenoxycarb FXC 4.1a 4.1 n 0.4 44 85 1.2 75 159 Fexofenadin FXN 5.6d 2.9 z X 0.4 47 97 0.3 34 93

Selected susbtacnes Hydrochlorothiazid HCT -0.1d -0.1 n X 0.2 21 97 0.6 24 76 Hydrocortison HCN 1.6d 1.6 n 0.8 25 82 1.0 18 71 Imidacloprid IMC 0.6a 0.6 n X 0.9 14 100 na na na Iprovalicarb IPC 3.2a 3.2 n 2.5 56 225 0.2 50 113 Irbesartan IRS 6.0d 3.9 a X 0.5 36 95 1.2 7 91 Isoproturon ISP 2.5a 2.5 n 0.2 54 95 0.7 28 123 Lamotrigin LMT 2.5d 2.5 n X 0.4 25 97 0.7 28 90 Mecoprop MCP 3.1a 3.1 n 8.9 4 85 nd nd nd Methoxyfenozid MTF 3.7a 3.7 n 0.5 36 103 1.2 32 93 Metoprolol MTP 1.9d 0.1 c X 0.3 29 97 0.1 34 88 Metribuzin MTB 1.7a 1.7 n 0.2 25 98 0.9 21 95 Oxazepam OXZ 2.2d 2.2 n X 1.8 39 100 0.8 13 81 Penconazol PNZ 3.7a 3.7 n X 0.8 12 85 0.7 13 70 Pirimicarb PRM 1.7a 1.7 n 10 18 99 52 18 90 Propamocarb PMC 0.8a -0.6 c X 1.0 42 118 0.3 62 97 Propiconazol PPZ 3.7a 3.7 n 1.1 17 99 1.0 19 92 Simazin SMZ 2.3a 2.3 n 0.4 24 106 1.0 19 102 Sitagliptin STG 1.5d 0.6 c 2.2 28 114 na na na Sucralose SCL -0.5b -0.5 n 380 3 169 53 3 98 Sulfamethoxazol SMX 0.9d -0.9 a 1.4 14 108 0.7 14 95

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Field study / Flume

experiment Laboratory experiment Detected LOQ LOQ Specia- Abs.rec Rel.rec Abs.rec Rel.rec Substance ID LogKow LogDow in field ng/g ng/g tion % % % % gammarids w.w. w.w. Tebuconazol TBZ 3.7a 3.7 n X 0.6 14 102 1.3 15 100 Terbutryn TBR 3.7a 3.7 n X 0.3 29 98 0.8 10 95 Terbutylazin TBL 3.4a 3.4 n 1.0 17 105 0.9 20 93 Thiacloprid TCP 1.3a 1.3 n X 1.2 13 100 0.9 10 88 Thiamethoxam TMX -0.1a -0.1 n 2.0 19 100 1.2 31 88 Valsartan VST 5.8d 2.3 a X 2.9 23 104 6.1 15 72 Venlafaxin VLX 2.4b 1.3 c X 0.8 31 104 0.3 32 92 Vildagliptin VDG -0.2b -1.4 c 0.4 54 101 0.8 111 87 4- 4- 0.1b 0.1 n X 0.3 35 182 Acetamidoantipyrin AAA Acetamiprid ACP 0.8a 0.8 n X 0.3 18 90 Alfuzosin ALZ 1.4d 1.4 n X 0.3 38 163 Aliskiren ALK 3.3d 1.6 c X 1.2 78 109 Benzophenon 3 BEP 3.4c 2.5 a X 4.0 31 127 Bezafibrat BZF 3.4b -0.7 a X 4.0 27 98 Bupirimate BPM 3.7a 3.7 n X 0.8 23 104 Celiprolol CLP 1.9c 0.2 c X 0.5 40 119 Crotamiton CTM 2.9d 2.9 n X 0.1 37 75

Cycloxydim CCD 1.4a 1.4 n X 1.2 33 126 Diflubenzuron DFB 3.9a 3.9 n X 3.2 29 82 Dimefuron DMF 2.5a 2.5 n X 0.6 34 67 Diphenhydramine DPH 3.3c 2.3 c X 0.6 26 100 Efavirenz EFV 4.6d 4.6 n X 2.2 33 98 Etodolac ETD 2.5d -0.7 a X 0.6 60 125 Flecainid FCN 3.8c 2.1 c X 0.3 39 100 Flufenamic acid FFA 5.3c,d 1.2 a X 0.9 21 43 not analysed Flusilazol FSL 3.9a 3.9 n X 0.7 14 83 Irgarol IGR 4.0a 4.0 n X 0.6 15 105 Irgarol- I- 2.1b 2.1 n X 0.9 22 76 descyclopropyl DES Lidocain LDC 2.4c,d 2.4 n X 0.2 35 99 Metaxalone MTX 2.3d 2.3 n X 2.1 18 61 Myclobutanil MCB 2.9a 2.9 n X 3.9 10 95

additional targets quantified through screening Napropamid NPP 3.3a 3.3 n X 0.1 39 117 N- N-Desvenlafaxin 2.8b 0.9 c X 3.8 25 103 DV NN- NN- Dimethyldicylamin 3.1b 3.1 n X 0.3 30 132 D N-oxid Orbencarb OBC 4.2a 4.2 n X 0.6 16 97 Propranolol PPN 3.5d 1.7 c X 1.3 28 122 Rivastigmin RVT 2.3d 1.3 c X 0.1 34 115 Telmisartan TMS 7.7d 3.4 a X 2.2 43 145 Venlafaxine-O- V- 2.2b 1.1 c X 0.1 27 116 desmethyl DES aFootprint (exp)3, bComptox EPA (est)4, cComptox EPA (exp)4, ddrugbank (exp)5

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Table S5. List of target compounds screened in the 5 most polluted gammarid samples (>=10 detects) with CompoundDiscoverer for further processing in TraceFinder, PPP = plant protection product, TP = transformation product.

Exact Mass Substance CAS-No Group Classification Formula InChIKey [g/mol]

18-beta-Glycyrrhetic acid 471-53-4 Pharmaceutical Parent 470.3396 C30H46O4 MPDGHEJMBKOTSU-YKLVYJNSSA-N 1-Hydroxy-Benzotriazol 2592-95-2 Corrosion inhibitor TP 135.0433 C6H5N3O ASOKPJOREAFHNY-UHFFFAOYSA-N 1-Methyl-Benzotriazol 13351-73-0 Corrosion inhibitor TP 133.0635 C7H7N3 HXQHRUJXQJEGER-UHFFFAOYSA-N 2-Aminobenzimidazol 934-32-7 Biocide TP 133.0634 C7H7N3 JWYUFVNJZUSCSM-UHFFFAOYSA-N 2-Aminosulfonyl-benzoicacid-methylester 57683-71-3 PPP TP 215.0247 C8H9NO4S VSOOBQALJVLTBH-UHFFFAOYSA-N 2-n-Octyl-4-isothiazolin-3-on (OIT) 26530-20-1 Biocide Parent 213.1182 C11H19NOS JPMIIZHYYWMHDT-UHFFFAOYSA-N 3-Phenoxybenzyl Alkohol 13826-35-2 PPP TP 200.0843 C13H12O2 KGANAERDZBAECK-UHFFFAOYSA-N 4-Acetamidoantipyrin 83-15-8 Pharmaceutical TP 245.1170 C13H15N3O2 OIAGWXKSCXPNNZ-UHFFFAOYSA-N 4-Aminopyrin 83-07-8 Pharmaceutical TP 203.1059 C11H13N3O1 RLFWWDJHLFCNIJ-UHFFFAOYSA-N 4-Dimethylaminoantipyrin (Aminopyrin) 58-15-1 Pharmaceutical Parent 231.1366 C13H17N3O RMMXTBMQSGEXHJ-UHFFFAOYSA-N 4-Formylaminoantipyrin (4-FAA) 1672-58-8 Pharmaceutical TP 231.1008 C12H13N3O2 WSJBSKRPKADYRQ-UHFFFAOYSA-N 4-Hydroxy-Benzotriazol 26725-51-9 Corrosion inhibitor TP 135.0433 C6H5N3O JMTMSDXUXJISAY-UHFFFAOYSA-N 4-Isopropylanilin 99-88-7 PPP TP 135.1043 C9H13N LRTFPLFDLJYEKT-UHFFFAOYSA-N 5-Chloro-2-methyl-4-isothiazolin-3-on (CMI) 26172-55-4 Biocide Parent 148.9697 C4H4ClNOS DHNRXBZYEKSXIM-UHFFFAOYSA-N 5-Fluoro Cytosine 2022-85-7 Pharmaceutical Parent 129.0333 C4H4FN3O XRECTZIEBJDKEO-UHFFFAOYSA-N Acamprosat 77337-76-9 Pharmaceutical Parent 181.0409 C5H11NO4S AFCGFAGUEYAMAO-UHFFFAOYSA-N Acetamiprid 160430-64-8 Biocide Parent 222.0672 C10H11ClN4 WCXDHFDTOYPNIE-RIYZIHGNSA-N Acetochlor 34256-82-1 PPP Parent 269.1177 C14H20ClNO2 VTNQPKFIQCLBDU-UHFFFAOYSA-N Aclonifen 74070-46-5 PPP Parent 264.0296 C12H9ClN2O3 DDBMQDADIHOWIC-UHFFFAOYSA-N Adenosine 58-61-7 Pharmaceutical Parent 267.0968 C10H13N5O4 OIRDTQYFTABQOQ-UHFFFAOYSA-N Alachlor 15972-60-8 PPP Parent 269.1177 C14H20ClNO2 XCSGPAVHZFQHGE-UHFFFAOYSA-N Albuterol 18559-94-9 Pharmaceutical Parent 239.1521 C13H21NO3 NDAUXUAQIAJITI-UHFFFAOYSA-N Aldicarb 116-06-3 PPP Parent 190.0776 C7H14N2O2S QGLZXHRNAYXIBU-WEVVVXLNSA-N Alfuzosin 81403-80-7 Pharmaceutical Parent 389.2063 C19H27N5O4 WNMJYKCGWZFFKR-UHFFFAOYSA-N Aliskiren 173334-57-1 Pharmaceutical Parent 551.3940 C30H53N3O6 UXOWGYHJODZGMF-QORCZRPOSA-N Allopurinol 315-30-0 Pharmaceutical Parent 136.0385 C5H4N4O OFCNXPDARWKPPY-UHFFFAOYSA-N Amantadine 768-94-5 Pharmaceutical Parent 151.1356 C10H17N DKNWSYNQZKUICI-UHFFFAOYSA-N AMDOPH 519-65-3 Pharmaceutical TP 263.1270 C13H17N3O3 IRTZMJWVZQYURE-UHFFFAOYSA-N

S10

Exact Mass Substance CAS-No Group Classification Formula InChIKey [g/mol]

Amidosulfuron 120923-37-7 PPP Parent 369.0407 C9H15N5O7S2 CTTHWASMBLQOFR-UHFFFAOYSA-N Aspartam 22839-47-0 Food additive Parent 294.1210 C14H18N2O5 IAOZJIPTCAWIRG-GHMZBOCLSA-N Asulam 3337-71-1 PPP Parent 230.0356 C8H10N2O4S1 VGPYEHKOIGNJKV-UHFFFAOYSA-N Atazanavir 198904-31-3 Pharmaceutical Parent 704.3898 C38H52N6O7 AXRYRYVKAWYZBR-UHFFFAOYSA-N Atenolol acid(Metoprolol acid) 56392-14-4 Pharmaceutical TP 267.1465 C14H21N1O4 PUQIRTNPJRFRCZ-UHFFFAOYSA-N Atenolol-desisopropyl 81346-71-6 Pharmaceutical TP 224.1161 C11H16N2O3 UWMXVJVTKRSOPW-UHFFFAOYSA-N Atomoxetin 83015-26-3 Pharmaceutical Parent 255.1623 C17H21NO VHGCDTVCOLNTBX-QGZVFWFLSA-N Atorvastatin 134523-03-8 Pharmaceutical Parent 558.2530 C33H35FN2O5 XUKUURHRXDUEBC-KAYWLYCHSA-N Atraton 1610-17-9 PPP Parent 211.1428 C9H17N5O PXWUKZGIHQRDHL-UHFFFAOYSA-N Atrazin-2-Hydroxy 2163-68-0 PPP TP 197.1271 C8H15N5O NFMIMWNQWAWNDW-UHFFFAOYSA-N Atrazin-Desethyl 6190-65-4 PPP TP 187.0619 C6H10ClN5 DFWFIQKMSFGDCQ-UHFFFAOYSA-N Atrazin-desethyl-2-hydroxy 19988-24-0 PPP TP 169.0958 C6H11N5O GCKLGRUZDXSATG-UHFFFAOYSA-N Atrazin-Desisopropyl 1007-28-9 PPP TP 173.0463 C5H8ClN5 IVENSCMCQBJAKW-UHFFFAOYSA-N Atropine 51-55-8 Pharmaceutical Parent 289.1678 C17H23NO3 RKUNBYITZUJHSG-UHFFFAOYSA-N Azamethiphos 35575-96-3 Biocide Parent 323.9736 C9H10ClN2O5PS VNKBTWQZTQIWDV-UHFFFAOYSA-N Azithromycin 83905-01-5 Pharmaceutical Parent 748.5080 C38H72N2O12 MQTOSJVFKKJCRP-OHJWJPDZSA-N Azoxystrobic acid 1185255-09-7 PPP TP 389.1012 C21H15N3O5 IKCXDZCEWZARFL-VBKFSLOCSA-N Benalaxyl 98243-83-5 PPP Parent 325.1672 C20H23NO3 CJPQIRJHIZUAQP-MRXNPFEDSA-N Benproperine 2156-27-6 Pharmaceutical Parent 309.2093 C21H27NO JTUQXGZRVLWBCR-UHFFFAOYSA-N Benthiavalicarb-isopropyl 177406-68-7 PPP TP 381.1528 C18H24FN3O3S USRKFGIXLGKMKU-UHFFFAOYSA-N Benzisothiazolin-3-on (BIT) 2634-33-5 Biocide Parent 151.0086 C7H5NOS DMSMPAJRVJJAGA-UHFFFAOYSA-N Benzophenon 3 131-57-7 Personal Care Product Parent 228.0781 C14H12O3 DXGLGDHPHMLXJC-UHFFFAOYSA-N Benzothiazol 95-16-9 Industrial chemical Parent 135.0137 C7H5NS IOJUPLGTWVMSFF-UHFFFAOYSA-N Betamethason 378-44-9 Pharmaceutical Parent 392.1999 C22H29FO5 UREBDLICKHMUKA-DVTGEIKXSA-N Betamethason-21-acetat 987-24-6 Pharmaceutical TP 434.2105 C24H31FO6 AKUJBENLRBOFTD-QZIXMDIESA-N Bexarotene 153559-49-0 Pharmaceutical Parent 348.2089 C24H28O2 NAVMQTYZDKMPEU-UHFFFAOYSA-N Bezafibrat 41859-67-0 Pharmaceutical Parent 361.1075 C19H20ClNO4 IIBYAHWJQTYFKB-UHFFFAOYSA-N Bisoprolol 104344-23-2 Pharmaceutical Parent 325.2253 C18H31NO4 VHYCDWMUTMEGQY-UHFFFAOYSA-N Bixafen 581809-46-3 PPP Parent 413.0310 C18H12Cl2F3N3O LDLMOOXUCMHBMZ-UHFFFAOYSA-N Bromazil 314-40-9 PPP Parent 260.0155 C9H13BrN2O2 CTSLUCNDVMMDHG-RXMQYKEDSA-N

S11

Exact Mass Substance CAS-No Group Classification Formula InChIKey [g/mol]

Bufexamac 2438-72-4 Pharmaceutical Parent 223.1208 C12H17NO3 MXJWRABVEGLYDG-UHFFFAOYSA-N Bupirimate 41483-43-6 PPP Parent 316.4214 C13H24N4O3S DSKJPMWIHSOYEA-UHFFFAOYSA-N Bupivacaine 2180-92-9 Pharmaceutical Parent 288.2202 C18H28N2O LEBVLXFERQHONN-UHFFFAOYSA-N Buprofezin 69327-76-0 PPP Parent 305.1562 C16H23N3OS PRLVTUNWOQKEAI-VKAVYKQESA-N Bupropion 34911-55-2 Pharmaceutical Parent 239.1077 C13H18ClNO SNPPWIUOZRMYNY-UHFFFAOYSA-N Capecitabin 154361-50-9 Pharmaceutical Parent 359.1493 C15H22FN3O6 GAGWJHPBXLXJQN-UORFTKCHSA-N Carbofuran 1563-66-2 PPP Parent 221.1057 C12H15NO3 DUEPRVBVGDRKAG-UHFFFAOYSA-N Carisoprodol 78-44-4 Pharmaceutical Parent 260.1736 C12H24N2O4 OFZCIYFFPZCNJE-UHFFFAOYSA-N Cathine 492-39-7 Narcotics Parent 151.0997 C9H13NO DLNKOYKMWOXYQA-UHFFFAOYSA-N Celiprolol 57470-78-7 Pharmaceutical Parent 379.2471 C20H33N3O4 JOATXPAWOHTVSZ-UHFFFAOYSA-N Cetirizin 83881-52-1 Pharmaceutical Parent 388.1554 C21H25ClN2O3 ZKLPARSLTMPFCP-OAQYLSRUSA-N Chlorantraniliprole 500008-45-7 PPP Parent 480.9708 C18H14BrCl2N5O2 IZCBNTYXTMZSDP-UHFFFAOYSA-N Chlorfenvinphos 470-90-6 PPP Parent 357.9701 C12H14Cl3O4P FSAVDKDHPDSCTO-UHFFFAOYSA-N Chloridazon 1698-60-8 PPP Parent 221.0350 C10H8Cl1N3O1 WYKYKTKDBLFHCY-UHFFFAOYSA-N Chloridazon-desphenyl 6339-19-1 PPP TP 145.0047 C4H4ClN3O FEWPCPCEGBPTAL-UHFFFAOYSA-N Chloridazon-methyl-desphenyl 17254-80-7 PPP TP 159.0199 C5H6ClN3O XNSGCNYTNLWRKM-UHFFFAOYSA-N Cilastatin 82009-34-5 Pharmaceutical Parent 358.1562 C16H26N2O5S DHSUYTOATWAVLW-WFVMDLQDSA-N Ciprofloxacin 85721-33-1 Pharmaceutical Parent 331.1327 C17H18F1N3O3 MYSWGUAQZAJSOK-UHFFFAOYSA-N Clindamycin 18323-44-9 Pharmaceutical Parent 424.1799 C18H33ClN2O5S1 KDLRVYVGXIQJDK-UHFFFAOYSA-N Clomazon 81777-89-1 PPP Parent 239.0708 C12H14ClNO2 KIEDNEWSYUYDSN-UHFFFAOYSA-N Clopidogrel carboxylic acid 144457-28-3 Pharmaceutical TP 307.0439 C15H14ClNO2S DCASRSISIKYPDD-UHFFFAOYSA-N Cloquintocet-mexyl 99607-70-2 PPP Parent 335.8270 C18H22ClNO3 COYBRKAVBMYYSF-UHFFFAOYSA-N Clotrimazol 23593-75-1 Pharmaceutical Parent 344.1080 C22H17ClN2 VNFPBHJOKIVQEB-UHFFFAOYSA-N Clozapin 5786-21-0 Pharmaceutical Parent 326.1298 C18H19ClN4 QZUDBNBUXVUHMW-UHFFFAOYSA-N Codein 76-57-3 Narcotics Parent 299.1521 C18H21NO3 OROGSEYTTFOCAN-PDKFAOIESA-N Corticosteron 50-22-6 Pharmaceutical Parent 346.2139 C21H30O4 OMFXVFTZEKFJBZ-HJTSIMOOSA-N Cortison 53-06-5 Pharmaceutical Parent 360.1942 C21H28O5 MFYSYFVPBJMHGN-ZPOLXVRWSA-N Crotamiton 483-63-6 Pharmaceutical Parent 203.1316 C13H17NO DNTGGZPQPQTDQF-UHFFFAOYSA-N Crotethamide 6168-76-9 Pharmaceutical Parent 226.1676 C12H22N2O2 LSAMUAYPDHUBQD-RMKNXTFCSA-N Cyazofamid 120116-88-3 PPP Parent 324.0448 C13H13ClN4O2S YXKMMRDKEKCERS-UHFFFAOYSA-N

S12

Exact Mass Substance CAS-No Group Classification Formula InChIKey [g/mol]

Cyclophosphamid 50-18-0 Pharmaceutical Parent 260.0248 C7H15Cl2N2O2P CMSMOCZEIVJLDB-UHFFFAOYSA-N Cycloxydim 101205-02-1 PPP Parent 325.1717 C17H27NO3S HAHCNFVGRVWFIP-VKAVYKQESA-N Cycluron 2163-69-1 PPP Parent 198.1727 C11H22N2O YZFZSASJHIOXNL-UHFFFAOYSA-N Cyflufenamid 180409-60-3 PPP Parent 412.1210 C20H17F5N2O2 ACMXQHFNODYQAT-UHFFFAOYSA-N Cymoxanil 57966-95-7 PPP Parent 198.0753 C7H10N4O3 XERJKGMBORTKEO-WZUFQYTHSA-N Cyromazin 66215-27-8 Biocide Parent 166.0967 C6H10N6 LVQDKIWDGQRHTE-UHFFFAOYSA-N Cytarabin 147-94-4 Pharmaceutical Parent 243.0850 C9H13N3O5 UHDGCWIWMRVCDJ-CCXZUQQUSA-N D617 34245-14-2 Pharmaceutical TP 290.1994 C17H26N2O2 WLOBUUJURNEQCL-QGZVFWFLSA-N Darunavir 206361-99-1 Pharmaceutical Parent 547.2352 C27H37N3O7S CJBJHOAVZSMMDJ-UHFFFAOYSA-N Desmedipham 13684-56-5 PPP Parent 300.1105 C16H16N2O4 WZJZMXBKUWKXTQ-UHFFFAOYSA-N Dexamethason-21-acetat 1177-87-3 Pharmaceutical TP 434.2105 C24H31FO6 AKUJBENLRBOFTD-UHFFFAOYSA-N Diazepam 439-14-5 Narcotics Parent 250.1470 C16H13ClN2O AAOVKJBEBIDNHE-UHFFFAOYSA-N Diazoxon 962-58-3 PPP TP 288.1239 C12H21N2O4P1 VBLJFQYCTRKKKF-UHFFFAOYSA-N Dibucaine 85-79-0 Pharmaceutical Parent 343.2260 C20H29N3O2 PUFQVTATUTYEAL-UHFFFAOYSA-N Dichlorvos 62-73-7 PPP Parent 219.9454 C4H7Cl2O4P OEBRKCOSUFCWJD-UHFFFAOYSA-N Dienogest 65928-58-7 Pharmaceutical Parent 311.1885 C20H25NO2 AZFLJNIPTRTECV-UHFFFAOYSA-N Diethofencarb 87130-20-9 PPP Parent 267.1471 C14H21NO4 LNJNFVJKDJYTEU-UHFFFAOYSA-N Difenoconazol 119446-68-3 PPP Parent 405.0647 C19H17Cl2N3O3 BQYJATMQXGBDHF-UHFFFAOYSA-N Diflubenzuron 35367-38-5 PPP Parent 310.0321 C14H9ClF2N2O2 QQQYTWIFVNKMRW-UHFFFAOYSA-N Diflufenican 83164-33-4 PPP Parent 394.0735 C19H11F5N2O2 WYEHFWKAOXOVJD-UHFFFAOYSA-N Diglym 111-96-6 Industrial chemical Parent 134.0938 C6H14O3 SBZXBUIDTXKZTM-UHFFFAOYSA-N Dihydrocodeine 125-28-0 Narcotics Parent 301.1678 C18H23NO3 RBOXVHNMENFORY-UHFFFAOYSA-N Diltiazem 33286-22-5 Pharmaceutical Parent 414.1613 C22H26N2O4S HSUGRBWQSSZJOP-UHFFFAOYSA-N Dimefuron 34205-21-5 PPP Parent 338.1140 C15H19ClN4O3 DHWRNDJOGMTCPB-UHFFFAOYSA-N Dimethachlor 50563-36-5 PPP Parent 255.1021 C13H18ClNO2 SCCDDNKJYDZXMM-UHFFFAOYSA-N Dimethenamid 87674-68-8 PPP Parent 275.0741 C12H18ClNO2S JLYFCTQDENRSOL-VIFPVBQESA-N Dimethomorph 110488-70-5 PPP Parent 387.1237 C21H22ClNO4 QNBTYORWCCMPQP-JXAWBTAJSA-N Diphenhydramine 58-73-1 Pharmaceutical Parent 255.1623 C17H21NO ZZVUWRFHKOJYTH-UHFFFAOYSA-N Natural occuring Dopamine 51-61-6 substance Parent 153.0790 C8H11NO2 VYFYYTLLBUKUHU-UHFFFAOYSA-N Doramectin 117704-25-3 Pharmaceutical Parent 898.5073 C50H74O14 QLFZZSKTJWDQOS-YDBLARSUSA-N

S13

Exact Mass Substance CAS-No Group Classification Formula InChIKey [g/mol]

Doxazosin 74191-85-8 Pharmaceutical Parent 451.1856 C23H25N5O5 RUZYUOTYCVRMRZ-UHFFFAOYSA-N Doxylamine 562-10-7 Pharmaceutical Parent 270.1732 C17H22N2O HCFDWZZGGLSKEP-UHFFFAOYSA-N Dronedaron 141626-36-0 Pharmaceutical Parent 556.2971 C31H44N2O5S ZQTNQVWKHCQYLQ-UHFFFAOYSA-N Dropropizine 17692-31-8 Pharmaceutical Parent 236.1525 C13H20N2O2 PTVWPYVOOKLBCG-UHFFFAOYSA-N Efavirenz 154598-52-4 Pharmaceutical Parent 273.1729 C14H9ClF3NO2 XPOQHMRABVBWPR-UHFFFAOYSA-N Emamectin 155569-91-8 PPP Parent 886.1232 C49H75NO13 CXEGAUYXQAKHKJ-MYANALBDSA-N Emtricitabine 143491-57-0 Pharmaceutical Parent 247.0421 C8H10FN3O3S XQSPYNMVSIKCOC-NTSWFWBYSA-N Natural occuring Epinephrine 51-43-4 substance Parent 183.0895 C9H13NO3 UCTWMZQNUQWSLP-UHFFFAOYSA-N Eprosartan 133040-01-4 Pharmaceutical Parent 424.1457 C23H24N2O4S OROAFUQRIXKEMV-PDGQHHTCSA-N Erythromycin 114-07-8 Pharmaceutical Parent 733.4607 C37H67NO13 ULGZDMOVFRHVEP-UHFFFAOYSA-N AEUTYOVWOVBAKS-UWVGGRQHSA- Ethambutol 74-55-5 Pharmaceutical Parent 204.1838 C10H24N2O2 N Ethephon 16672-87-0 PPP Parent 143.9743 C2H6ClO3P UDPGUMQDCGORJQ-UHFFFAOYSA-N Ethofumesat 26225-79-6 PPP Parent 286.0869 C13H18O5S1 IRCMYGHHKLLGHV-UHFFFAOYSA-N Ethofumesat-2-keto 26244-33-7 PPP TP 256.0405 C11H12O5S CXWYCAYNZXSHTF-UHFFFAOYSA-N Etodolac 41340-25-4 Pharmaceutical Parent 287.1521 C17H21NO3 NNYBQONXHNTVIJ-UHFFFAOYSA-N Exemestan 107868-30-4 Pharmaceutical Parent 296.1771 C20H24O2 BFYIZQONLCFLEV-UHFFFAOYSA-N Famoxadone 131807-57-3 PPP Parent 374.1272 C22H18N2O4 PCCSBWNGDMYFCW-UHFFFAOYSA-N Fenamidone 161326-34-7 PPP Parent 311.1098 C17H17N3OS LMVPQMGRYSRMIW-UHFFFAOYSA-N Fenhexamid 126833-17-8 PPP Parent 301.0642 C14H17Cl2NO2 VDLGAVXLJYLFDH-UHFFFAOYSA-N Fenofibrat 49562-28-9 Pharmaceutical Parent 360.1123 C20H21Cl1O4 YMTINGFKWWXKFG-UHFFFAOYSA-N Fenofibric acid 42017-89-0 Pharmaceutical TP 318.0653 C17H15ClO4 MQOBSOSZFYZQOK-UHFFFAOYSA-N Fenpropidin 67306-00-7 PPP Parent 273.2457 C19H31N MGNFYQILYYYUBS-UHFFFAOYSA-N Fenpropimorph 67306-03-0 PPP Parent 303.2557 C20H33NO RYAUSSKQMZRMAI-BRWVUGGUSA-N FK-506 (Tacrolimus) 104987-11-3 Pharmaceutical Parent 803.4820 C44H69NO12 QJJXYPPXXYFBGM-QOYRDSLFSA-N Flecainid 54143-55-4 Pharmaceutical Parent 414.1378 C17H20F6N2O3 DJBNUMBKLMJRSA-UHFFFAOYSA-N Fluconazol 86386-73-4 Pharmaceutical Parent 306.1035 C13H12F2N6O RFHAOTPXVQNOHP-UHFFFAOYSA-N Fludrocortison Acetate 514-36-3 Pharmaceutical Parent 422.2099 C23H31FO6 SYWHXTATXSMDSB-GSLJADNHSA-N Flufenacet 142459-58-3 PPP Parent 363.0670 C14H13F4N3O2S IANUJLZYFUDJIH-UHFFFAOYSA-N Flufenamic acid 530-78-9 Pharmaceutical Parent 281.0664 C14H10F3NO2 LPEPZBJOKDYZAD-UHFFFAOYSA-N Flumioxazin 103361-09-7 PPP Parent 354.1010 C19H15FN2O4 FOUWCSDKDDHKQP-UHFFFAOYSA-N

S14

Exact Mass Substance CAS-No Group Classification Formula InChIKey [g/mol]

Fluopicolide 239110-15-7 PPP Parent 381.9654 C14H8Cl3F3N2O GBOYJIHYACSLGN-UHFFFAOYSA-N Fluopyram 658066-35-4 PPP Parent 396.0464 C16H11ClF6N2O KVDJTXBXMWJJEF-UHFFFAOYSA-N Fluoxastrobin 361377-29-9 PPP Parent 458.0799 C21H16ClFN4O5 UFEODZBUAFNAEU-UHFFFAOYSA-N Fluoxetin 54910-89-3 Pharmaceutical Parent 309.1335 C17H18F3NO RTHCYVBBDHJXIQ-INIZCTEOSA-N Flupyrsulfuron-methyl 144740-54-5 PPP Parent 465.0566 C15H13F3N5O7S DTVOKYWXACGVGO-UHFFFAOYSA-N Flurochloridon 61213-25-0 PPP Parent 311.0092 C12H10Cl2F3NO OQZCSNDVOWYALR-UHFFFAOYSA-N Flusilazol 85509-19-9 PPP Parent 315.0998 C16H15F2N3Si FQKUGOMFVDPBIZ-UHFFFAOYSA-N Flutolanil 66332-96-5 PPP Parent 323.1133 C17H16F3NO2 PTCGDEVVHUXTMP-UHFFFAOYSA-N Fluvastatin 93957-54-1 Pharmaceutical Parent 411.1840 C24H26FNO4 FJLGEFLZQAZZCD-MCBHFWOFSA-N Foramsulfuron 173159-57-4 PPP Parent 452.1114 C17H20N6O7S HICJAEZEEBOKGV-UHFFFAOYSA-N Fosinopril 98048-97-6 Pharmaceutical Parent 563.3012 C30H46NO7P BIDNLKIUORFRQP-UHFFFAOYSA-N Gabapentin 60142-96-3 Pharmaceutical Parent 171.1259 C9H17NO2 UGJMXCAKCUNAIE-UHFFFAOYSA-N Galaxolidon 256393-37-0 Personal Care Product TP 272.1771 C18H24O2 PGMHPYRIXBRRQD-UHFFFAOYSA-N Gemcitabin 95058-81-4 Pharmaceutical Parent 263.0718 C9H11F2N3O4 SDUQYLNIPVEERB-QPPQHZFASA-N Genistein 446-72-0 Pharmaceutical Parent 299.1521 C15H10O5 TZBJGXHYKVUXJN-UHFFFAOYSA-N Gentamicin 1403-66-3 Pharmaceutical Parent 477.3162 C21H43N5O7 CEAZRRDELHUEMR-UHFFFAOYSA-N Guanylurea 926-72-7 Pharmaceutical TP 102.0542 C2H6N4O SQSPRWMERUQXNE-UHFFFAOYSA-N Haloxyfop 69806-34-4 PPP Parent 361.0329 C15H11ClF3NO4 GOCUAJYOYBLQRH-UHFFFAOYSA-N Hexazinon 51235-04-2 PPP Parent 252.1581 C12H20N4O2 CAWXEEYDBZRFPE-UHFFFAOYSA-N Hydrocodone 125-29-1 Narcotics Parent 299.1521 C18H21NO3 LLPOLZWFYMWNKH-UHFFFAOYSA-N Ibuprofen 15687-27-1 Pharmaceutical Parent 206.1301 C13H18O2 HEFNNWSXXWATRW-JTQLQIEISA-N Ifosfamid 3778-73-2 Pharmaceutical Parent 260.0248 C7H15Cl2N2O2P HOMGKSMUEGBAAB-UHFFFAOYSA-N Imazamox 114311-32-9 PPP Parent 305.1376 C15H19N3O4 NUPJIGQFXCQJBK-UHFFFAOYSA-N Imidacloprid-desnitro 115970-17-7 PPP TP 210.0672 C9H11ClN4 UEQZFAGVRGWPDK-UHFFFAOYSA-N Imidacloprid-urea 120868-66-8 PPP TP 211.0512 C9H10ClN3O ADWTYURAFSWNSU-UHFFFAOYSA-N Iminostilben 256-96-2 Pharmaceutical TP 193.0892 C14H11N1 LCGTWRLJTMHIQZ-UHFFFAOYSA-N Indomethacin 53-86-1 Pharmaceutical Parent 357.0768 C19H16ClNO4 CGIGDMFJXJATDK-UHFFFAOYSA-N Iodosulfuron-methyl 144550-36-7 PPP Parent 506.9709 C14H14IN5O6S VWGAYSCWLXQJBQ-UHFFFAOYSA-N Ioversol 87771-40-2 Pharmaceutical Parent 806.8652 C18H24I3N3O9 IMWZZHHPURKASS-UHFFFAOYSA-N IPBC 55406-53-6 Biocide Parent 280.9907 C8H12I1N1O2 WYVVKGNFXHOCQV-UHFFFAOYSA-N

S15

Exact Mass Substance CAS-No Group Classification Formula InChIKey [g/mol]

Iprodione 36734-19-7 PPP Parent 329.0340 C13H13Cl2N3O3 ONUFESLQCSAYKA-UHFFFAOYSA-N Irgarol 28159-98-0 Biocide Parent 253.1356 C11H19N5S1 HDHLIWCXDDZUFH-UHFFFAOYSA-N Irgarol-descyclopropyl 30125-65-6 Biocide TP 213.1043 C8H15N5S MWWBDLRPMWTLRX-UHFFFAOYSA-N Isoproturon-didemethyl 56046-17-4 PPP TP 178.1101 C10H14N2O ABBKOIZWGCVCKE-UHFFFAOYSA-N Isoproturon-monodemethyl 34123-57-4 PPP TP 192.1257 C11H16N2O DOULWWSSZVEPIN-UHFFFAOYSA-N Isoxadifen-ethyl 163520-33-0 PPP Parent 295.1203 C18H17NO3 MWKVXOJATACCCH-UHFFFAOYSA-N Isoxaflutole 141112-29-0 PPP Parent 359.0439 C15H12F3NO4S OYIKARCXOQLFHF-UHFFFAOYSA-N Ketoconazol 65277-42-1 Pharmaceutical Parent 530.1488 C26H28Cl2N4O4 XMAYWYJOQHXEEK-OZXSUGGESA-N Ketoprofen 22071-15-4 Pharmaceutical Parent 254.0937 C16H14O3 DKYWVDODHFEZIM-NSHDSACASA-N Kresoxim-methyl 143390-89-0 PPP Parent 313.1309 C18H19NO4 ZOTBXTZVPHCKPN-HTXNQAPBSA-N Lansoprazole 103577-45-3 Pharmaceutical Parent 369.0764 C16H14F3N3O2S MJIHNNLFOKEZEW-UHFFFAOYSA-N Lenacil 01.08.2164 PPP Parent 234.1368 C13H18N2O2 ZTMKADLOSYKWCA-UHFFFAOYSA-N Levamisol 14769-73-4 Pharmaceutical Parent 204.0721 C11H12N2S HLFSDGLLUJUHTE-SNVBAGLBSA-N Levetiracetam 102767-28-2 Pharmaceutical Parent 170.1055 C8H14N2O2 HPHUVLMMVZITSG-UHFFFAOYSA-N Levofloxacin 100986-85-4 Pharmaceutical Parent 361.1438 C18H20FN3O4 GSDSWSVVBLHKDQ-JTQLQIEISA-N Lidocain 137-58-6 Pharmaceutical Parent 234.1732 C14H22N2O NNJVILVZKWQKPM-UHFFFAOYSA-N Linezolid 165800-03-3 Pharmaceutical Parent 337.1438 C16H20FN3O4 TYZROVQLWOKYKF-UHFFFAOYSA-N Linuron 330-55-2 PPP Parent 248.0114 C9H10Cl2N2O2 XKJMBINCVNINCA-UHFFFAOYSA-N Lorazepam 846-49-1 Pharmaceutical Parent 293.1052 C15H10Cl2N2O2 DIWRORZWFLOCLC-UHFFFAOYSA-N Losartan 114798-26-4 Pharmaceutical Parent 422.1622 C22H23ClN6O PSIFNNKUMBGKDQ-UHFFFAOYSA-N Lovastatin 75330-75-5 Pharmaceutical Parent 404.2568 C24H36O5 PCZOHLXUXFIOCF-BXMDZJJMSA-N Lufenuron 103055-07-8 PPP Parent 509.9784 C17H8Cl2F8N2O3 PWPJGUXAGUPAHP-UHFFFAOYSA-N 123-33- Maleic hydrazide 1/10071-13-3 PPP Parent 112.0273 C4H4N2O2 BGRDGMRNKXEXQD-UHFFFAOYSA-N Mandipropamid 374726-62-2 PPP Parent 411.1243 C23H22ClNO4 KWLVWJPJKJMCSH-UHFFFAOYSA-N Maprotiline 10262-69-8 Pharmaceutical Parent 277.1830 C20H23N QSLMDECMDJKHMQ-UHFFFAOYSA-N Medazepam 05.11.2898 Pharmaceutical Parent 270.0924 C16H15ClN2 YLCXGBZIZBEVPZ-UHFFFAOYSA-N Mefenamic acid 61-68-7 Pharmaceutical Parent 241.1097 C15H15N1O2 HYYBABOKPJLUIN-UHFFFAOYSA-N Mefenpyr-diethyl 135590-91-9 PPP Parent 372.0638 C16H18Cl2N2O4 OPGCOAPTHCZZIW-UHFFFAOYSA-N Melamin 108-78-1 Industrial chemical Parent 126.0648 C3H6N6 JDSHMPZPIAZGSV-UHFFFAOYSA-N Memantine 19982-08-2 Pharmaceutical Parent 179.1679 C12H21N BUGYDGFZZOZRHP-UHFFFAOYSA-N

S16

Exact Mass Substance CAS-No Group Classification Formula InChIKey [g/mol]

Mepanipyrim 110235-47-7 PPP Parent 223.1115 C14H13N3 CIFWZNRJIBNXRE-UHFFFAOYSA-N Meperidine 57-42-1 Pharmaceutical Parent 247.1572 C15H21NO2 XADCESSVHJOZHK-UHFFFAOYSA-N Mepivacaine 96-88-8 Pharmaceutical Parent 246.1738 C15H22N2O INWLQCZOYSRPNW-UHFFFAOYSA-N Meptazinol 54340-58-8 Pharmaceutical Parent 233.1780 C15H23NO JLICHNCFTLFZJN-UHFFFAOYSA-N Mesosulfuron-methyl 74223-64-6 PPP Parent 503.0775 C17H21N5O9S2 NIFKBBMCXCMCAO-UHFFFAOYSA-N Mesotrion 104206-82-8 PPP Parent 339.0407 C14H13NO7S KPUREKXXPHOJQT-UHFFFAOYSA-N Metalaxyl 57837-19-1 PPP Parent 279.1465 C15H21NO4 ZQEIXNIJLIKNTD-GFCCVEGCSA-N Metamitron 41394-05-2 PPP Parent 202.0860 C10H10N4O1 VHCNQEUWZYOAEV-UHFFFAOYSA-N Metamitron-desamino 36993-94-9 PPP TP 187.0746 C10H9N3O1 OUSYWCQYMPDAEO-UHFFFAOYSA-N Metaxalone 1665-48-1 Pharmaceutical Parent 221.1057 C12H15NO3 IMWZZHHPURKASS-UHFFFAOYSA-N Metazachlor 67129-08-2 PPP Parent 277.0976 C14H16ClN3O STEPQTYSZVCJPV-UHFFFAOYSA-N Metconazole 125116-23-6 PPP Parent 319.1446 C17H22ClN3O XWPZUHJBOLQNMN-UHFFFAOYSA-N Metformin 657-24-9 Pharmaceutical Parent 129.1014 C4H11N5 XZWYZXLIPXDOLR-UHFFFAOYSA-N Methidathion 950-37-8 PPP Parent 301.9624 C6H11N2O4PS3 MEBQXILRKZHVCX-UHFFFAOYSA-N Methiocarb 2032-65-7 PPP Parent 225.0283 C11H15NO2S YFBPRJGDJKVWAH-UHFFFAOYSA-N Methiocarb-sulfoxide 01.10.2635 PPP TP 241.0773 C11H15NO3S FNCMBMZOZQAWJA-UHFFFAOYSA-N Methomyl 16752-77-5 Biocide Parent 162.0463 C5H10N2O2S UHXUZOCRWCRNSJ-QPJJXVBHSA-N Methsuximide 77-41-8 Pharmaceutical Parent 203.0946 C12H13NO2 AJXPJJZHWIXJCJ-UHFFFAOYSA-N Methylprednisolon 83-43-2 Pharmaceutical Parent 374.2093 C22H30O5 VHRSUDSXCMQTMA-PJHHCJLFSA-N Metoclopramid 7232-21-5 Pharmaceutical Parent 299.1401 C14H22ClN3O2 TTWJBBZEZQICBI-UHFFFAOYSA-N Metolachlor 51218-45-2 PPP Parent 283.1334 C15H22ClNO2 WVQBLGZPHOPPFO-GFCCVEGCSA-N Metolachlor-Morpholinon 120375-14-6 PPP TP 233.1410 C14H19N1O2 DVBDYPDVNRJKNJ-UHFFFAOYSA-N Metosulam 139528-85-1 PPP Parent 417.0060 C14H13Cl2N5O4S VGHPMIFEKOFHHQ-UHFFFAOYSA-N Metoxuron 19937-59-8 PPP Parent 228.0671 C10H13ClN2O2 DSRNRYQBBJQVCW-UHFFFAOYSA-N AMSPWOYQQAWRRM-UHFFFAOYSA- Metrafenone 220899-03-6 PPP Parent 408.0578 C19H21BrO5 N Metribuzin-Desamino (DA) 35045-02-4 PPP TP 199.0774 C8H13N3OS MIWRSUQXSCLDNV-UHFFFAOYSA-N Metribuzin-Diketo (DK) 56507-37-0 PPP TP 184.0966 C7H12N4O2 AHBXXEZLRFCZSF-UHFFFAOYSA-N Metronidazol 443-48-1 Pharmaceutical Parent 171.0638 C6H9N3O3 VAOCPAMSLUNLGC-UHFFFAOYSA-N Metsulfuron-methyl 74223-64-6 PPP Parent 381.0738 C14H15N5O6S RSMUVYRMZCOLBH-UHFFFAOYSA-N Midazolam 59467-64-0 Pharmaceutical Parent 325.0782 C18H13ClFN3 DDLIGBOFAVUZHB-UHFFFAOYSA-N

S17

Exact Mass Substance CAS-No Group Classification Formula InChIKey [g/mol]

Minocyclin 10118-90-8 Pharmaceutical Parent 457.1854 C23H27N3O7 DYKFCLLONBREIL-KVUCHLLUSA-N Moclobemid 71320-77-9 Pharmaceutical Parent 268.0979 C13H17ClN2O2 YHXISWVBGDMDLQ-UHFFFAOYSA-N Monolinuron 1746-81-2 PPP Parent 214.0504 C9H11ClN2O2 LKJPSUCKSLORMF-UHFFFAOYSA-N Monuron 150-68-5 PPP Parent 198.0554 C9H11ClN2O BMLIZLVNXIYGCK-UHFFFAOYSA-N Morphin 57-27-2 Narcotics Parent 285.1359 C17H19NO3 BQJCRHHNABKAKU-KBQPJGBKSA-N Myclobutanil 88671-89-0 PPP Parent 288.1142 C15H17ClN4 HZJKXKUJVSEEFU-UHFFFAOYSA-N Mycophenol acid 24280-93-1 Pharmaceutical Parent 320.1260 C17H20O6 HPNSFSBZBAHARI-RUDMXATFSA-N N-(4-Aminophenyl)-N-methyl-acetamid 119-63-1 Industrial chemical Parent 164.0944 C9H12N2O GQONIMIEAWXEFO-UHFFFAOYSA-N N4-Acetyl-Sulfadiazin 127-74-2 Pharmaceutical TP 292.0625 C12H12N4O3S NJIZUWGMNCUKGU-UHFFFAOYSA-N N4-Acetyl-Sulfadimethoxin 24341-30-8 Pharmaceutical TP 352.0836 C14H16N4O5S DQWIIKBKAIPUPY-UHFFFAOYSA-N N4-Acetyl-Sulfamethazin 100-90-3 Pharmaceutical TP 320.0938 C14H16N4O3S LJKAKWDUZRJNPJ-UHFFFAOYSA-N N4-Acetyl-Sulfamethoxazol 21312-10-7 Pharmaceutical TP 295.0621 C12H13N3O4S GXPIUNZCALHVBA-UHFFFAOYSA-N N4-Acetyl-Sulfathiazol 127-76-4 Pharmaceutical TP 297.0236 C11H11N3O3S2 KXNXWINFSDKMHD-UHFFFAOYSA-N Nafcillin 985-16-0 Pharmaceutical Parent 414.1255 C21H22N2O5S GPXLMGHLHQJAGZ-JTDSTZFVSA-N Napropamid 15299-99-7 PPP Parent 271.1567 C17H21NO2 WXZVAROIGSFCFJ-CYBMUJFWSA-N Naproxen 22204-53-1 Pharmaceutical Parent 230.0937 C14H14O3 CMWTZPSULFXXJA-VIFPVBQESA-N Nateglinide 105816-04-4 Pharmaceutical Parent 317.1991 C19H27NO3 OELFLUMRDSZNSF-UHFFFAOYSA-N N-Desvenlafaxin 149289-30-5 Pharmaceutical TP 263.1885 C16H25N1O2 MKAFOJAJJMUXLW-UHFFFAOYSA-N Neotam 165450-17-9 Food additive Parent 378.2155 C20H30N2O5 HLIAVLHNDJUHFG-HOTGVXAUSA-N Nicosulfuron 111991-09-4 PPP Parent 410.1003 C15H18N6O6S RTCOGUMHFFWOJV-UHFFFAOYSA-N N-Methylacetanilid 579-10-2 Industrial chemical Parent 149.0835 C9H11NO XNSGCNYTNLWRKM-UHFFFAOYSA-N NN-Dimethyldicylamin N-oxid 2605-79-0 Biocide Parent 201.2093 C12H27NO ZRKZFNZPJKEWPC-UHFFFAOYSA-N Norfloxacin 70458-96-7 Pharmaceutical Parent 319.1327 C16H18F1N3O3 OGJPXUAPXNRGGI-UHFFFAOYSA-N Noscapin 128-62-1 Pharmaceutical Parent 413.1475 C22H23NO7 AKNNEGZIBPJZJG-UHFFFAOYSA-N Nystatin 1400-61-9 Pharmaceutical Parent 925.5040 C47H75NO17 VQOXZBDYSJBXMA-UHFFFAOYSA-N O-Desvenlafaxin 93413-62-8 Pharmaceutical TP 263.1885 C16H25N1O2 KYYIDSXMWOZKMP-OAHLLOKOSA-N Olopatadine 113806-05-6 Pharmaceutical Parent 337.1678 C21H23NO3 JBIMVDZLSHOPLA-UHFFFAOYSA-N Orbencarb 34622-58-7 PPP Parent 257.0647 C12H16ClNOS LLLFASISUZUJEQ-UHFFFAOYSA-N Oryzalin 19044-88-3 PPP Parent 346.0942 C12H18N4O6S UNAHYJYOSSSJHH-UHFFFAOYSA-N Oseltamivir 196618-13-0 Pharmaceutical Parent 312.2044 C16H28N2O4 VSZGPKBBMSAYNT-UHFFFAOYSA-N

S18

Exact Mass Substance CAS-No Group Classification Formula InChIKey [g/mol]

Oseltamivir-carboxylat 187227-45-8 Pharmaceutical TP 247.1572 C14H24N2O4 NENPYTRHICXVCS-UHFFFAOYSA-N Oxacillin 66-79-5 Pharmaceutical Parent 401.1051 C19H19N3O5S UWYHMGVUTGAWSP-JKIFEVAISA-N Oxasulfuron 144651-06-9 PPP Parent 406.0947 C17H18N4O6S IOXAXYHXMLCCJJ-UHFFFAOYSA-N Oxcarbazepin 28721-07-5 Pharmaceutical Parent 252.0899 C15H12N2O2 CTRLABGOLIVAIY-UHFFFAOYSA-N Oxprenolol 6452-71-7 Pharmaceutical Parent 265.1683 C15H23NO3 CEMAWMOMDPGJMB-UHFFFAOYSA-N Oxybutynin 1508-65-2 Pharmaceutical Parent 357.2304 C22H31NO3 XIQVNETUBQGFHX-UHFFFAOYSA-N Oxyfluorfen 42874-03-3 PPP Parent 269.1780 C15H11ClF3NO4 OQMBBFQZGJFLBU-UHFFFAOYSA-N Paracetamol (3-Acetamidophenol) 103-90-2 Pharmaceutical Parent 151.0628 C8H9N1O2 RZVAJINKPMORJF-UHFFFAOYSA-N Pencycuron 66063-05-6 PPP Parent 328.1348 C19H21ClN2O OGYFATSSENRIKG-UHFFFAOYSA-N Perindopril 82834-16-0 Pharmaceutical Parent 368.2311 C19H32N2O5 IPVQLZZIHOAWMC-UHFFFAOYSA-N Pethoxamid 106700-29-2 PPP Parent 295.1334 C16H22ClNO2 CSWIKHNSBZVWNQ-UHFFFAOYSA-N Phenmedipham 13684-63-4 PPP Parent 300.1116 C16H16N2O4 IDOWTHOLJBTAFI-UHFFFAOYSA-N Phenylephrine 59-42-7 Pharmaceutical Parent 167.0946 C9H13NO2 SONNWYBIRXJNDC-UHFFFAOYSA-N Phenytoin 57-41-0 Pharmaceutical Parent 252.0899 C15H12N2O2 CXOFVDLJLONNDW-UHFFFAOYSA-N Picaridin (Icaridin) 119515-38-7 Biocide Parent 229.1678 C12H23NO3 QLHULAHOXSSASE-UHFFFAOYSA-N Picoxystrobin 117428-22-5 PPP Parent 367.3207 C18H16F3NO4 IBSNKSODLGJUMQ-UHFFFAOYSA-N Pinoxaden 243973-20-8 PPP Parent 400.2368 C23H32N2O4 MGOHCFMYLBAPRN-UHFFFAOYSA-N Pioglitazone 111025-46-8 Pharmaceutical Parent 356.1195 C19H20N2O3S HYAFETHFCAUJAY-UHFFFAOYSA-N Piperonyl butoxide 51-03-6 PPP Parent 338.2093 C19H30O5 FIPWRIJSWJWJAI-UHFFFAOYSA-N Praziquantel 55268-74-1 Pharmaceutical Parent 312.1838 C19H24N2O2 FSVJFNAIGNNGKK-UHFFFAOYSA-N Prednisolon 50-24-8 Pharmaceutical TP 360.1937 C21H28O5 OIGNJSKKLXVSLS-VWUMJDOOSA-N Prednison 53-03-2 Pharmaceutical Parent 358.1780 C21H26O5 XOFYZVNMUHMLCC-ZPOLXVRWSA-N Pregabalin-rac 148553-50-8 Pharmaceutical Parent 159.1265 C8H17NO2 AYXYPKUFHZROOJ-ZETCQYMHSA-N Prilocain 721-50-6 Pharmaceutical Parent 220.1581 C13H20N2O MVFGUOIZUNYYSO-UHFFFAOYSA-N Primidon 125-33-7 Pharmaceutical Parent 218.1050 C12H14N2O2 DQMZLTXERSFNPB-UHFFFAOYSA-N Prochloraz 67747-09-5 PPP Parent 375.0303 C15H16Cl3N3O2 TVLSRXXIMLFWEO-UHFFFAOYSA-N Natural occuring Progesteron 57-83-0 substance Parent 314.2246 C21H30O2 RJKFOVLPORLFTN-LEKSSAKUSA-N Prometon 1610-18-0 PPP Parent 225.1584 C10H19N5O ISEUFVQQFVOBCY-UHFFFAOYSA-N Prometryn 7287-19-6 PPP Parent 241.1356 C10H19N5S AAEVYOVXGOFMJO-UHFFFAOYSA-N Propachlor 1918-16-7 PPP Parent 211.0758 C11H14ClNO MFOUDYKPLGXPGO-UHFFFAOYSA-N

S19

Exact Mass Substance CAS-No Group Classification Formula InChIKey [g/mol]

Propaquizafop 111479-05-1 PPP Parent 443.1242 C22H22ClN3O5 FROBCXTULYFHEJ-HNNXBMFYSA-N Propazine-2-hydroxy 7374-53-0 PPP TP 211.1428 C9H17N5O RUOTUMSRCIMLJK-UHFFFAOYSA-N Propoxyphene 469-62-5 Pharmaceutical Parent 339.2198 C22H29NO2 XLMALTXPSGQGBX-UHFFFAOYSA-N Propranolol 525-66-6 Pharmaceutical Parent 259.1567 C16H21NO2 AQHHHDLHHXJYJD-CQSZACIVSA-N Propyzamide 23950-58-5 PPP Parent 255.0212 C12H11Cl2NO PHNUZKMIPFFYSO-UHFFFAOYSA-N Proquinazid 189278-12-4 PPP Parent 372.0335 C14H17IN2O2 FLVBXVXXXMLMOX-UHFFFAOYSA-N Prosulfocarb 52888-80-9 PPP Parent 251.1349 C14H21NOS NQLVQOSNDJXLKG-UHFFFAOYSA-N Prosulfuron 94125-34-5 PPP Parent 419.0875 C15H16F3N5O4S LTUNNEGNEKBSEH-UHFFFAOYSA-N Prothioconazole 178928-70-6 PPP Parent 344.2616 C14H15Cl2N3OS MNHVNIJQQRJYDH-UHFFFAOYSA-N Prothioconazole-desthio 120983-64-4 PPP TP 311.0587 C14H15Cl2N3O HHUQPWODPBDTLI-UHFFFAOYSA-N Pymetrozin 123312-89-0 PPP Parent 217.0964 C10H11N5O QHMTXANCGGJZRX-WUXMJOGZSA-N Pyraclostrobin 175013-18-0 PPP Parent 387.0986 C19H18ClN3O4 HZRSNVGNWUDEFX-UHFFFAOYSA-N Pyridat 55512-33-9 PPP Parent 378.1174 C19H23ClN2O2S JTZCTMAVMHRNTR-UHFFFAOYSA-N Pyrimethanil 53112-28-0 PPP Parent 199.1109 C12H13N3 ZLIBICFPKPWGIZ-UHFFFAOYSA-N Pyrimidinol 2814-20-2 PPP TP 152.0950 C8H12N2O1 AJPIUNPJBFBUKK-UHFFFAOYSA-N Pyroxsulam 422556-08-9 PPP Parent 434.0620 C14H13F3N6O5S GLBLPMUBLHYFCW-UHFFFAOYSA-N Quinoclamine 2797-51-5 PPP Parent 207.0087 C10H6ClNO2 OBLNWSCLAYSJJR-UHFFFAOYSA-N Quinoxyfen 124495-18-7 PPP Parent 306.9967 C15H8Cl2FNO WRPIRSINYZBGPK-UHFFFAOYSA-N Ranitidin 66357-35-5 Pharmaceutical Parent 314.1407 C13H22N4O3S VMXUWOKSQNHOCA-UKTHLTGXSA-N Ranitidin-N-oxid 738557-20-2 Pharmaceutical TP 330.1362 C13H22N4O4S DFJVUWAHTQPQCV-MDWZMJQESA-N Ranitidin-S-oxid 73851-70-4 Pharmaceutical TP 330.1362 C13H22N4O4S SKHXRNHSZTXSLP-SNMYMPMCSA-N Repaglinide 135062-02-1 Pharmaceutical Parent 452.2675 C27H36N2O4 FAEKWTJYAYMJKF-UHFFFAOYSA-N Reserpin 50-55-5 Pharmaceutical Parent 608.2734 C33H40N2O9 QEVHRUUCFGRFIF-HGPWOHRVSA-N Natural occuring Resveratrol 501-36-0 substance Parent 228.0786 C14H12O3 LUKBXSAWLPMMSZ-OWOJBTEDSA-N Rimantadin 13392-28-4 Pharmaceutical Parent 179.1679 C12H21N UBCHPRBFMUDMNC-UHFFFAOYSA-N Rimsulfuron 122931-48-0 PPP Parent 431.0564 C14H17N5O7S2 MEFOUWRMVYJCQC-UHFFFAOYSA-N Risperidone 106266-06-2 Pharmaceutical Parent 410.2118 C23H27FN4O2 RAPZEAPATHNIPO-UHFFFAOYSA-N Ritalinic acid 19395-41-6 Pharmaceutical TP 219.1254 C13H17NO2 INGSNVSERUZOAK-UHFFFAOYSA-N Ritonavir 155213-67-5 Pharmaceutical Parent 720.3128 C37H48N6O5S2 NCDNCNXCDXHOMX-FDEOAKKQSA-N Rivastigmin 123441-03-2 Pharmaceutical Parent 398.1060 C14H22N2O2 XSVMFMHYUFZWBK-UHFFFAOYSA-N

S20

Exact Mass Substance CAS-No Group Classification Formula InChIKey [g/mol]

Rosuvastatin 287714-41-4 Pharmaceutical Parent 481.1683 C22H28FN3O6S BPRHUIZQVSMCRT-YXWZHEERSA-N Roxithromycin 80214-83-1 Pharmaceutical Parent 836.5240 C41H76N2O15 RXZBMPWDPOLZGW-KMAKEOJNSA-N Rufinamid 106308-44-5 Pharmaceutical Parent 238.0672 C10H8F2N4O POGQSBRIGCQNEG-UHFFFAOYSA-N Simazin-2-hydroxy 03.11.2599 PPP TP 183.1115 C7H13N5O1 YQIXRXMOJFQVBV-UHFFFAOYSA-N Simeton 673-04-1 PPP Parent 197.1271 C8H15N5O1 HKAMKLBXTLTVCN-UHFFFAOYSA-N Sotalol 3930-20-9 Pharmaceutical Parent 272.1189 C12H20N2O3S ZBMZVLHSJCTVON-GFCCVEGCSA-N Spinosyn A 131929-60-7 PPP Parent 731.9593 C41H65NO10 SRJQTHAZUNRMPR-UYQKXTDMSA-N Spinosyn D 131929-63-0 PPP Parent 745.9859 C42H67NO10 RDECBWLKMPEKPM-PSCJHHPTSA-N Spirodiclofen 148477-71-8 PPP Parent 411.3211 C21H24Cl2O4 DTDSAWVUFPGDMX-UHFFFAOYSA-N Spironolacton 52-01-7 Pharmaceutical Parent 416.2021 C24H32O4S LXMSZDCAJNLERA-ZHYRCANASA-N Spirotetramat 203313-25-1 PPP Parent 373.1889 C21H27NO5 CLSVJBIHYWPGQY-GGYDESQDSA-N Spiroxamin 118134-30-8 PPP Parent 297.2668 C18H35N1O2 PUYXTUJWRLOUCW-PQUAAJSLSA-N Stiripentol 49763-96-4 Pharmaceutical Parent 234.1250 C14H18O3 IBLNKMRFIPWSOY-FNORWQNLSA-N Sulcotrion 99105-77-8 PPP Parent 328.0167 C14H13Cl1O5S1 PQTBTIFWAXVEPB-UHFFFAOYSA-N Sulfadiazin 68-35-9 Pharmaceutical Parent 250.0519 C10H10N4O2S SEEPANYCNGTZFQ-UHFFFAOYSA-N Sulfadimethoxin 122-11-2 Pharmaceutical Parent 310.0730 C12H14N4O4S ZZORFUFYDOWNEF-UHFFFAOYSA-N Sulfamethazin 57-68-1 Pharmaceutical Parent 278.0832 C12H14N4O2S ASWVTGNCAZCNNR-UHFFFAOYSA-N Sulfapyridin 144-83-2 Pharmaceutical Parent 249.0566 C11H11N3O2S1 GECHUMIMRBOMGK-UHFFFAOYSA-N Sulfathiazol 72-14-0 Pharmaceutical Parent 255.0131 C9H9N3O2S2 JNMRHUJNCSQMMB-UHFFFAOYSA-N Sulfosulfuron 141776-32-1 PPP Parent 470.0678 C16H18N6O7S2 RBSXHDIPCIWOMG-UHFFFAOYSA-N Sulpirid 15676-16-1 Pharmaceutical Parent 341.1409 C15H23N3O4S BGRJTUBHPOOWDU-UHFFFAOYSA-N Surfynol 104A 126-86-3 Industrial chemical Parent 553.8158 C14H26O2 LXOFYPKXCSULTL-OKILXGFUSA-N Tebufenozid 112410-23-8 PPP Parent 352.2151 C22H28N2O2 QYPNKSZPJQQLRK-UHFFFAOYSA-N Tebutam 35256-85-0 PPP Parent 233.1774 C15H23NO RJKCKKDSSSRYCB-UHFFFAOYSA-N Teflubenzuron 83121-18-0 PPP Parent 415.9918 C14H6Cl2F4N2O2 CJDWRQLODFKPEL-UHFFFAOYSA-N Telmisartan 144701-48-4 Pharmaceutical Parent 514.2369 C33H30N4O2 RMMXLENWKUUMAY-UHFFFAOYSA-N Tembotrione 335104-84-2 PPP Parent 440.0303 C17H16ClF3O6S IUQAXCIUEPFPSF-UHFFFAOYSA-N Tenofovir 147127-20-6 Pharmaceutical Parent 287.0778 C9H14N5O4P SGOIRFVFHAKUTI-ZCFIWIBFSA-N Tepraloxydim 149979-41-9 PPP Parent 341.1388 C17H24ClNO4 IOYNQIMAUDJVEI-BMVIKAAMSA-N Terbumeton 33693-04-8 PPP Parent 225.1584 C10H19N5O BCQMBFHBDZVHKU-UHFFFAOYSA-N

S21

Exact Mass Substance CAS-No Group Classification Formula InChIKey [g/mol]

Terbutylazin-2-hydroxy 66753-07-9 PPP TP 211.1428 C9H17N5O OYTCZOJKXCTBHG-UHFFFAOYSA-N Terbutylazin-desethyl 30125-63-4 PPP TP 201.0776 C7H12Cl1N5 LMKQNTMFZLAJDV-UHFFFAOYSA-N Terbutylazin-desethyl-2-hydroxy 66753-06-8 PPP TP 183.1115 C7H13N5O1 NUISVCFZNCYUIM-UHFFFAOYSA-N Tetraglyme 143-24-8 Industrial chemical Parent 222.1462 C10H22O5 ZUHZGEOKBKGPSW-UHFFFAOYSA-N Tetrazepam 10379-14-3 Pharmaceutical Parent 288.1029 C16H17ClN2O IQWYAQCHYZHJOS-UHFFFAOYSA-N Thiabendazol 148-79-8 PPP Parent 201.0355 C10H7N3S WJCNZQLZVWNLKY-UHFFFAOYSA-N Thiacloprid-amide 676228-91-4 PPP TP 270.0342 C10H11ClN4OS LEZHOZPJYAQQNU-UVTDQMKNSA-N Thiencarbazone 317815-83-1 PPP Parent 390.0304 C12H14N4O7S2 XSKZXGDFSCCXQX-UHFFFAOYSA-N Tiaprid 51012-32-9 Pharmaceutical Parent 328.1457 C15H24N2O4S JTVPZMFULRWINT-UHFFFAOYSA-N Ticlopidin 55142-85-3 Pharmaceutical Parent 263.0536 C14H14ClNS PHWBOXQYWZNQIN-UHFFFAOYSA-N Tilidine 51931-66-9 Pharmaceutical Parent 273.1729 C17H23NO2 WDEFBBTXULIOBB-UHFFFAOYSA-N Timolol 26839-75-8 Pharmaceutical Parent 316.1575 C13H24N4O3S BLJRIMJGRPQVNF-UHFFFAOYSA-N Tolclofos-methyl 57018-04-9 PPP Parent 299.9545 C9H11Cl2O3PS OBZIQQJJIKNWNO-UHFFFAOYSA-N Tolnaftat 2398-96-1 Pharmaceutical Parent 307.1025 C19H17NOS FUSNMLFNXJSCDI-UHFFFAOYSA-N Torasemid 56211-40-6 Pharmaceutical Parent 348.1262 C16H20N4O3S NGBFQHCMQULJNZ-UHFFFAOYSA-N Tramadol 27203-92-5 Pharmaceutical Parent 263.1885 C16H25NO2 TVYLLZQTGLZFBW-ZBFHGGJFSA-N Tramadol N-Oxide 147441-56-3 Pharmaceutical TP 279.1834 C16H25NO3 HBXKSXMNNGHBEA-ZBFHGGJFSA-N Triazoxide 72459-58-6 PPP Parent 247.0261 C10H6ClN5O IQGKIPDJXCAMSM-UHFFFAOYSA-N Tribenuron-methyl 101200-48-0 PPP Parent 395.0900 C15H17N5O6S VLCQZHSMCYCDJL-UHFFFAOYSA-N Triclabendazol 68786-66-3 Pharmaceutical Parent 255.1623 C14H9Cl3N2OS NQPDXQQQCQDHHW-UHFFFAOYSA-N Triclocarban 101-20-2 Biocide Parent 313.9780 C13H9Cl3N2O ICUTUKXCWQYESQ-UHFFFAOYSA-N Triclopyr 55335-06-3 PPP Parent 254.9257 C7H4Cl3NO3 REEQLXCGVXDJSQ-UHFFFAOYSA-N Triethylphosphat 78-40-0 Industrial chemical Parent 182.0713 C6H15O4P DQWPFSLDHJDLRL-UHFFFAOYSA-N Trifloxystrobin 141517-21-7 PPP Parent 408.1291 C20H19F3N2O4 ONCZDRURRATYFI-QTCHDTBASA-N Triflumizole 99387-89-0 PPP Parent 345.0856 C15H15ClF3N3O HSMVPDGQOIQYSR-KGENOOAVSA-N Triflusulfuron-methyl 126535-15-7 PPP Parent 492.1033 C17H19F3N6O6S IMEVJVISCHQJRM-UHFFFAOYSA-N Trimethoprim 738-70-5 Pharmaceutical Parent 290.1373 C14H18N4O3 IEDVJHCEMCRBQM-UHFFFAOYSA-N Trimipramin 739-71-9 Pharmaceutical Parent 294.2096 C20H26N2 ZSCDBOWYZJWBIY-MRXNPFEDSA-N Trinexapac-ethyl 95266-40-3 PPP Parent 252.0992 C13H16O5 RVKCCVTVZORVGD-QXMHVHEDSA-N Tritosulfuron 142469-14-5 PPP Parent 445.0279 C13H9F6N5O4S KVEQCVKVIFQSGC-UHFFFAOYSA-N

S22

Exact Mass Substance CAS-No Group Classification Formula InChIKey [g/mol]

Trospium 10405-02-4 Pharmaceutical Parent 392.2220 C25H29NO3 OYYDSUSKLWTMMQ-UHFFFAOYSA-N Tylosin 1401-69-0 Pharmaceutical Parent 915.5186 C46H77NO17 WBPYTXDJUQJLPQ-FDYTXBTISA-N Valsartan acid 164265-78-5 Pharmaceutical TP 266.0804 C14H10N4O2 USAWIVMZUYOXCF-UHFFFAOYSA-N Vancomycin 1404-90-6 Pharmaceutical Parent 1447.4302 C66H75Cl2N9O24 MYPYJXKWCTUITO-LYRMYLQWSA-N Verapamil 152-11-4 Pharmaceutical Parent 454.2826 C27H38N2O4 SGTNSNPWRIOYBX-UHFFFAOYSA-N Xylometazolin 526-36-3 Pharmaceutical Parent 244.1940 C16H24N2 HUCJFAOMUPXHDK-UHFFFAOYSA-N Zonisamide 68291-97-4 Pharmaceutical Parent 212.0250 C8H8N2O3S UBQNRHZMVUUOMG-UHFFFAOYSA-N

S23

Section S4. Determination of water and lipid content in gammarids

The determined average water content was 75%, which is well comparable to values reported in the literature.6 The average lipid content was 2.7% (Table S6) which is similar to values reported elsewhere.6-8 No large differences were observed between sites and time points, except for Elgg downstream in September 2014 with higher lipid contents of 4.9% ± 1.3%, and Ellikon downstream in October 2015 with lower lipid contents of 1.3% ± 0.2%.

Table S6. Water and lipid contents of gammarids at selected sites and time points

# of wet dry Repli- water lipid weight lipid content Sample gamm- weight weight cate content (%) (mg) (%, w.w.) arids (mg) (mg) AVERAGE 75 ± 3.3 2.7 ± 1.1 Val-de-Ruz 1 4 79.3 16.6 79.1 0.825 2.9 downstream 2 4 83.1 19.2 76.9 1.825 3.9 Sep'14 3 4 77.9 16.3 79.1 2.225 2.9 Val-de-Ruz 1 4 30 7.6 74.7 2.325 2.1 downstream 2 4 41.1 9.3 77.4 3.225 2.3 Sep'14 3 4 21.4 5.2 75.7 2.225 2.9 Knonau 1 4 46 7 84.8 0.625 1.8 downstream 2 4 42 9.7 76.9 0.925 2.2 Sep'14 3 4 53.9 11.7 78.3 0.625 2.5 Elgg 1 4 27.3 7.9 71.1 0.825 5.6 downstream 2 4 39.3 8.9 77.4 0.925 5.7 Sep'14 3 4 36.7 7.7 79.0 1.325 3.3 Villeret 1 4 100.6 22.4 77.7 6.025 1.7 downstream 2 4 106.7 25.7 75.9 4.425 2.2 Jan'15 3 4 72.6 18.6 74.4 4.025 2.7 Knonau 1 4 55.3 15.6 71.8 1.725 3.3 upstream 2 4 70.1 20.4 70.9 2.325 2.3 Jan'15 3 4 81.8 22.7 72.2 1.925 2.8 Unterehrendingen 1 4 46.4 14.4 69.0 1.825 3.3 downstream 2 4 54.9 16.1 70.7 1.625 3.0 Jan'15 3 4 60.3 15.2 74.8 2.325 2.4 Elgg 1 4 63.9 15.9 75.1 1.525 2.9 upstream 2 4 75.2 20.9 72.2 1.625 2.7 Jan'15 3 4 62.9 18 71.4 1.425 3.2 Marthalen 1 4 73.1 18.3 75.0 1.825 1.1 upstream 2 4 68.1 18.6 72.7 2.025 2.7 Jan'15 3 4 97 24.3 74.9 2.025 2.3 Ellikon 1 4 100 21.8 78.2 1.525 1.3 downstream 2 4 65.7 16.3 75.2 2.225 1.4 Oct'10 3 4 75.1 18.4 75.5 1.225 1.1

S24

Section S5. Calculation of logDow

The logDow was calculated at pH7.9 for anionic and cationic substances using the following equations (Eq.S1a and Eq.S1b):9

��−������ ��� ������� ����������: ������ = ������ − ���(1 + 10 ) (S1a)

����� ���−�� �������� ����������: ������ = ������ − ���(1 + 10 ) (S1b) pKa values were calculated using the software tool JChem for Excel 18.5.0, 2018, ChemAxon (http://www.chemaxon.com). For neutral substances, the logDow corresponds to logKow. For zwitterionic substances the logDow was calculated directly in JChem.

S25

Table S7. The geometric mean of acute EC50 values of invertebrates for the calculation of the toxic units. The range of the used EC50 values is given by the minimum and maximum.

# single geometric mean of max Substance min EC50 Substance EC50 # species acute EC50 values of EC50 group [µg/L] values invertebrates [µg/L] [µg/L]

5-Methyl-Benzotriazol Corr 1 1 49000 49000 49000 Atenolol Ph 5 5 100933 33400 313000 Atrazin PPP 63 42 7720 64 1.00E+06 Azoxystrobin PPP 17 10 329 55 3200 Benzotriazol Corr 6 3 56670 20000 141600 Boscalid PPP 3 3 2746 1020 5330 Carbamazepin Ph 16 8 42201 4000 157000 Carbendazim B 19 13 2317 20 1758576 Chlortoluron PPP 1 1 67000 67000 67000 Citalopram Ph 1 1 3900 3900.035 3900.035 Clarithromycin Ph 7 5 27638 12210 94230 Climbazol PCP 1 1 15990 15990 15990 Clothianidin PPP 9 6 1012 4.44 129140 Cyproconazol PPP 4 4 8884 2600 26000 Cyprodinil PPP 13 12 528 32 8140 Diazinon PPP 88 54 21 7.28E-08 660000 Diclofenac Ph 10 4 40470 15800 94100 Diuron B 33 25 2429 91 21000 Epoxyconazol PPP 1 1 8690 8690 8690 Fexofenadin Ph 2 1 780000 780000 780000 Imidacloprid PPP 49 28 219 0.65 361200 Irbesartan Ph 1 1 191000 191000 191000 Isoproturon PPP 3 3 59386 810 510000 Lamotrigin Ph 1 1 56000 56000 56000 Methoxyfenozid PPP 3 3 1794 1200 3700 Metoprolol Ph 7 3 70238 8800 438000 Metribuzin PPP 15 7 31844 4180 1.00E+05 Penconazol PPP 3 1 8544 6750 11000 Propamocarb PPP 11 5 125830 43900 422000 Propiconazol PPP 28 13 4482 180 779000 Simazin PPP 27 17 33898 1000 1.00E+06 Tebuconazol PPP 8 5 2256 490 12000 Terbutryn B 8 5 1635 22 7700 Terbutylazin PPP 4 3 1892 109 50900 Thiacloprid PPP 17 9 738 5.27 88000 Thiamethoxam PPP 11 10 834 14 119000

S26

Table S8. Internal concentrations in field gammarids in ng/g w.w. .Shown are the average concentrations of the replicates (see method section in main text for handling of values

Sep.2014 Jan.2015 Sep.2014 Jan.2015 Sep.2014 Jan.2015 Oct.2015 Sep.2014 Jan.2015 Sep.2014 Jan.2015 Sep.2014 Jan.2015 Sep.2014 Jan.2015 Sep.2014 Jan.2015 Sep.2014 Jan.2015 May.2015 Jun.2016

Substance US DS US DS US DS US DS US DS US DS US DS US DS US DS US DS US DS US DS US DS US DS US DS US DS US DS US DS US DS US DS US DS 4-Acetamidoantipyrin 1.0 0.5

S27

Sep.2014 Jan.2015 Sep.2014 Jan.2015 Sep.2014 Jan.2015 Oct.2015 Sep.2014 Jan.2015 Sep.2014 Jan.2015 Sep.2014 Jan.2015 Sep.2014 Jan.2015 Sep.2014 Jan.2015 Sep.2014 Jan.2015 May.2015 Jun.2016

Substance US DS US DS US DS US DS US DS US DS US DS US DS US DS US DS US DS US DS US DS US DS US DS US DS US DS US DS US DS US DS US DS NN-Dimethyldicylamin N-oxid

S28

Table S9. Water concentrations in ng/L at the sampling site Herisau before (May 2015) and after (June 2016) the upgrade of the WWTP with powdered activated carbon and at the site Ellikon (October 2015). Composite samples over 1 week and grab samples (at final day of composite sample) were taken. Herisau US (composite) consists only of the first 3 days of the week, as the second half-week composite sample was lost. Sampling dates Herisau 2015: May 5-13, 2016: May26-June3; Ellikon 2015: Oct 7-14. All other water concentrations at the other sites are reported in the SI of Munz et al. 2017

Herisau Ellikon May.2015 (before upgrade) Jun.2016 (after upgrade) Oct.2015 LOQ LOQ US US DS DS US US DS DS US DS Substance CAS No. Group 2015 2016 (composite) (grab) (composite) (grab) (composite) (grab) (composite) (grab) (composite) (composite) 5-Methyl-Benzotriazol 136-85-6 Corr 1 0.5 24 15 230 410 24 19 38 20 33 510 Amisulprid 71675-85-9 Ph 2 0.5 79 150 0.7 4 1.2 1.1 11 Atenolol 29122-68-7 Ph 2 1 50 71 8.8 2.9 97 Atrazin 1912-24-9 Biozid 1 0.5 2.6 4.4 4.5 6.4 3.4 2.8 3.3 3.1 16 12 Azoxystrobin 131860-33-8 PPP 1 1 1.1 2.4 Benzotriazol 95-14-7 Corr 3 0.5 12 86 570 950 13 14 83 32 14 1300 Boscalid 188425-85-6 PPP 5 5 31 Candesartan 139481-59-7 Ph 1 0.5 41 67 25 9.2 1.1 190 Carbamazepin 298-46-4 Ph 4 1 33 66 5.3 1.2 64 Carbendazim 10605-21-7 B 0.5 1 2 0.8 60 41 4.9 3.4 8.9 6.4 2.7 20 Chlorpyrifos 2921-88-2 PPP 7 1 Chlorpyrifos-methyl 5598-13-0 PPP 35 10 Chlortoluron 15545-48-9 PPP 1 2 2.3 Citalopram 59729-33-8 Ph 2.5 0.5 14 28 0.8 0.6 1.9 0.7 2.9 37 Clarithromycin 81103-11-9 Ph 4.5 1 30 48 6.6 1.7 47 Climbazol 38083-17-9 PCP 1 0.5 5.4 9.7 0.5 20 Clothianidin 210880-92-5 PPP 2 3 Coffein 58-08-2 Tracer 8 2 57 69 58 45 59 11 52 8.9 15 34 Cyproconazol 94361-06-5 PPP 2 0.5 1.4 1 1.7 1 2.8 4 Cyprodinil 121552-61-2 PPP 0.5 0.5 0.8 1.9 Diazinon 333-41-5 PPP 0.5 1 1.5 5.3 2.6 2.4 Diclofenac 15307-86-5 Ph 5 1 220 340 2.3 64 15 1.6 700 Dimethoat 60-51-5 PPP 1 1 Diuron 330-54-1 B 2 2 12 4 23 18 27 27 24 15 3.3 45 Epoxyconazol 133855-98-8 PPP 0.5 0.5 1.9 2.8 Fexofenadin 83799-24-0 Ph 4 1 52 120 1.1 17 4.2 110 Fipronil 120068-37-3 PPP 1 2 1.3 3.2 Gabapentin 60142-96-3 Ph 200 15 64 32 190 Hydrochlorothiazid 58-93-5 Ph 1 1 1.7 120 180 1.1 19 6.2 390 Imidacloprid 138261-41-3 PPP 2 2 9.7 Iopromid 73334-07-3 Ph 35 6 710 6.8 21 Iprovalicarb 140923-17-7 PPP 2 1 Irbesartan 138402-11-6 Ph 2 1 46 120 6.7 2 170 Isoproturon 34123-59-6 PPP 1.5 2 1.9 5.3 2.7 2.2 Lamotrigin 84057-84-1 Ph 1 1 40 79 9.8 2.6 140 Mecoprop 93-65-2 PPP 5 2 18 5.3 53 82 66 6.8 170 14 6.7 45 Methoxyfenozid 161050-58-4 PPP 1 2 Metoprolol 37350-58-6 Ph 1 0.5 12 20 2.6 0.6 0.6 120 Metribuzin 21087-64-9 PPP 0.5 0.5 Oxazepam 604-75-1 Ph 4 1 18 33 1.4 1.9 3.4 1.7 2.2 41 Penconazol 66246-88-6 PPP 0.7 0.5 0.7 1.5 1 Pirimicarb 23103-98-2 PPP 7 3 5 Propamocarb 24579-73-5 PPP 0.9 0.5 1.4 1.5 1.3 1.1 1.5 1.2 1.2 1.3 Propiconazol 60207-90-1 PPP 1 1 2.2 3 1.4 1.6 4.2 Simazin 122-34-9 PPP 1 0.5 1.3 1.8 2.1 2.5 1 0.7 0.9 0.7 5.5 6.6 Sitagliptin 486460-32-6 Ph 45 0.5 120 190 46 11 2.9 280 Sucralose 56038-13-2 Sweetener 10 55 570 970 450 180 1700 Sulfamethoxazol 723-46-6 Ph 2 0.5 26 33 20 6.4 0.6 94 Tebuconazol 107534-96-3 PPP 2 1 1 3.1 Terbutryn 886-50-0 B 1.5 0.5 1.8 2 4.6 6 1.1 1 1 0.9 1.3 5.5 Terbutylazin 5915-41-3 PPP 0.5 0.5 2.6 2.1 3.1 3.7 3.1 2.5 3.4 2.3 10 9.6 Thiacloprid 111988-49​-9 PPP 2 2 Thiamethoxam 153719-23-4 PPP 6 2 2.1 Torasemid 56211-40-6 Ph 4 3 8.8 16 17 Valsartan 137862-53-4 Ph 7 2 79 100 74 26 96 Venlafaxin 93413-69-5 Ph 1 0.5 38 67 7.9 3.7 0.6 100 Vildagliptin 274901-16-5 Ph 2 0.5 5.6 9.4 5 2.5 23

S29

Table S10. Internal concentrations in gammarids (ng/g w.w.) and determined apparent BAF (L/kg) in the 48 h - lab experiment with dilutions of wastewater (30%, 60%, 90% WW) and defined substance mixture (Spike). Numbers 1 to 3 indicate replicates. Empty cells = values below LOQ or not detected.

Absolute Relative measured with used internal recovery in recovery in LOQ gammarids Substance internal standard standard gammsrids gammarids (ng/g ww) Spike_1 Spike_2 Spike_3 WW30_1 WW30_2 WW30_3 WW60_1 WW60_2 WW60_3 WW90_1 WW90_2 WW90_3 BAF WW30 BAF WW60 BAF WW90 BAF Spike 5-Methyl-Benzotriazol yes 14% 94% 0.9 12 11 12 1.1 0.9 0.9 2.4 2.3 2.1 3.2 2.8 3.7 2.8 ± 0.4 3.2 ± 0.1 3.2 ± 0.5 3.9 ± 0.04 Amisulprid yes 160% 80% 0.2 9.9 9.2 6.6 0.6 0.7 7.5 7.1 2.8 ± 0.6 Atenolol yes 34% 93% 0.1 3.5 4.1 3.1 0.2 0.2 0.1 0.2 0.4 0.4 2.3 ± 0.8 ± 0.4 1.3 ± 0.5 1.0 ± 0.2 Atrazin yes 15% 81% 1.3 12 14 15 0.5 0.3 238.1 89.1 3.2 ± 0.4 Azoxystrobin yes 54% 94% 0.1 110 120 120 31.2 ± 1.8 Benzotriazol yes 17% 79% 5.3 9.6 8.6 8.7 11 11 9.9 22 20 19 26 28 31 5.0 ± 0.4 4.9 ± 0.3 5.0 ± 0.4 2.9 ± 0.2 Boscalid yes 31% 105% 3.0 100 110 110 31.6 ± 2.1 Candesartan yes 4% 67% 4.3 Carbamazepin yes 23% 87% 0.5 18 17 17 0.7 0.5 0.7 1.1 1 0.9 2.9 ± 0.5 3.1 ± 0.3 4.1 ± 0.1 Carbendazim yes 30% 85% 0.6 12 11 11 2.7 ± 0.1 Chlortoluron yes 27% 95% 0.7 19 21 20 5.0 ± 0.3 Citalopram yes 39% 91% 0.9 46 44 38 1.3 0.9 1.2 1.6 2.8 2.7 15.1 ± 2.9 25.6 ± 8.1 15.9 ± 1.7 Clarithromycin yes 35% 83% 0.3 4.7 4 3.3 1.2 ± 0.2 Climbazol yes 36% 86% 1.0 55 57 59 2.2 4.1 5.5 3.7 5 3 4.5 5.5 4.6 174 ± 66.0 87.1 ± 23.5 82.3 ± 10.4 17.9 ± 0.6 Clothianidin yes 8% 87% 1.2 1.6 3.7 2.9 0.7 ± 0.3 Cyproconazol no Metconazole-D6 12% 69% 1.6 58 60 64 15.5 ± 1.2 Cyprodinil yes 21% 107% 4.4 310 370 390 120 ± 11.5 Dexamethason no Diuron-D6 22% 101% 0.4 2.8 1.8 1.6 0.9 ± 0.3 Diclofenac yes 41% 98% 0.5 58 56 73 5.7 5.1 4.6 8.9 8.1 7.4 12 6.5 10 6.6 ± 0.7 5.0 ± 0.4 4.2 ± 1.2 16.2 ± 2.2 Diuron yes 21% 95% 1.7 41 44 43 9.6 ± 0.6 Epoxyconazol yes 17% 96% 0.5 180 210 200 56 ± 5.1 Fenoxycarb no Metolachlor-D6 75% 159% 1.2 69 72 52 21 ± 3.8 Fexofenadin yes 34% 93% 0.3 3.5 3.9 2.5 0.9 0.7 4.1 1.6 0.8 ± 0.2 Hydrocortison no Carbamazepin-D8 18% 71% 1.0 Hydrochlorothiazid yes 24% 76% 0.6 3.8 2.9 2.3 0.7 0.6 0.8 0.7 0.3 ± 0.5 0.6 ± 0.1 0.7 ± 0.2 Iprovalicarb no Metolachlor-D6 50% 113% 0.2 3.7 3.2 3.1 0.9 ± 0.1 Irbesartan yes 7% 91% 1.2 2.1 1.6 1.2 0.4 ± 0.1 Isoproturon yes 28% 123% 0.7 19 18 19 4.2 ± 0.02 Lamotrigin yes 28% 90% 0.7 11 11 10 1.4 1.5 1.3 2.7 2.3 2.5 3.3 ± 0.2 4.8 ± 0.4 3.4 ± 0.4 Mecoprop yes nd nd 4.6 Methoxyfenozid yes 32% 93% 1.2 8.1 6.7 8.1 1.7 ± 0.1 Metoprolol yes 34% 88% 0.1 12 9.7 7.3 0.1 0.2 0.2 0.2 0.7 0.6 0.6 ± 0.2 1.4 ± 0.8 1.3 ± 0.3 Metribuzin yes 21% 95% 0.9 11 11 11 1.9 ± 0.1 Oxazepam yes 13% 81% 0.8 50 48 47 0.8 1 1.1 1.4 8.3 ± 8.8 ± 1.3 10.1 ± 0.4 Penconazol no Metconazole-D6 13% 70% 0.7 220 240 250 66 ± 4.8 Pirimicarb yes 18% 90% 52 Propamocarb yes 62% 97% 0.3 4.6 4.1 3.7 0.9 ± 0.1 Propiconazol yes 19% 92% 1.0 120 130 130 35.1 ± 1.9 Simazin yes 19% 102% 1.0 6.5 6.5 6.5 2.1 ± 0.05 Sucralose yes 3% 98% 53 Sulfamethoxazol yes 14% 95% 0.7 Tebuconazol yes 15% 100% 1.3 120 130 140 32 ± 2.2 Terbutryn yes 10% 95% 0.8 74 86 89 0.8 1 1.2 1.7 1.9 2.2 2.7 2.8 2.5 31 ± 5.7 30 ± 3.4 30 ± 2.2 45 ± 5.2 Terbutylazin yes 20% 93% 0.9 73 83 83 18.2 ± 1.5 Thiacloprid yes 10% 88% 0.9 33 30 33 8.2 ± 0.3 Thiamethoxam yes 31% 88% 1.2 2.4 2.3 2.5 0.5 ± 0.02 Torasemid yes nd nd 4.6 Valsartan yes 15% 72% 6.1 Venlafaxin yes 32% 92% 0.3 15 15 16 0.3 0.3 0.7 0.6 0.5 1.2 1.5 1.3 2.3 ± 0.2 2.3 ± 0.4 3.8 ± 0.4 3.2 ± 0.1 Vildagliptin yes 111% 87% 0.8 2.1 2.4 1.7 0.4 ± 0.1

S30

Table S11 (1). Exposure media concentrations in ng/L of 48 h - lab experiment with dilutions of wastewater (30%, 60%, 90% WW) and defined substance mixture (Spike). Time points analysed: t0, t24, t48. Numbers 1 to 3 indicate replicates. Controls were performed without gammarids (-G), without (-L) and with (+L) leaves, respectively. Empty cells = values below LOQ or not detected.

Medium WW30 Control WW30 -G, -L Control WW30 -G, +L Medium WW60 Control WW60 -G, -L Control WW60 -G, +L

t0 t24 t48 t48 t48 t0 t24 t48 t48 t48 Substance 1 2 3 1 2 3 1 2 3 1 2 1 2 1 2 3 1 2 3 1 2 3 1 2 1 2 5-Methyl-Benzotriazol 410 390 400 300 290 320 330 320 410 400 320 340 830 820 770 640 670 600 700 720 660 920 860 670 740 Amisulprid 54 53 53 50 51 37 36 27 56 56 40 34 100 99 100 76 78 80 65 62 61 110 100 51 62 Atenolol 110 110 100 76 77 76 74 75 110 110 82 89 220 220 220 160 170 160 160 170 150 240 230 160 180 Atrazin 1.7 1.6 1.4 1.8 1.7 1.7 1.6 1.3 1.8 1.1 1.2 1.3 2.3 2.6 2.1 2.4 2.2 2.3 2.2 2.2 1.9 2.5 2.4 2.5 2.3 Azoxystrobin 1.2 Benzotriazol 2500 2300 2400 1900 1900 2100 2000 2000 2500 2400 2100 2200 4700 4600 4500 3900 3800 3800 4200 4200 3900 5000 4800 3900 4300 Boscalid Candesartan 210 200 210 170 160 200 200 210 210 210 200 190 460 440 430 360 380 370 430 450 430 480 460 430 440 Carbamazepin 140 130 130 100 97 110 140 110 140 140 120 130 260 250 250 180 180 190 220 240 220 290 270 220 230 Carbendazim 7.9 7.9 6.5 6.6 6.3 6.5 7.1 6.1 7.8 8.2 6.3 6.9 16 15 15 13 13 12 14 14 13 16 16 12 14 Chlortoluron Citalopram 50 52 54 32 36 26 27 22 59 60 36 25 110 110 110 54 63 69 55 52 55 130 120 50 66 Clarithromycin 56 53 63 45 51 55 50 55 64 62 57 50 110 110 120 94 110 100 110 110 110 130 120 100 110 Climbazol 29 28 29 16 19 19 20 18 29 30 21 21 58 59 60 36 35 37 38 40 41 66 63 39 50 Clothianidin Cyproconazol Cyprodinil 3 2.9 2.2 2.5 2.6 2.1 2 2.1 2 1.6 1.2 1.2 3.7 3.5 3.2 2.4 2.5 2.3 2.1 2.3 2.2 3 2.4 1.4 1.7 Dexamethason Diclofenac 810 810 800 780 740 770 770 780 850 830 750 800 1700 1700 1700 1500 1600 1500 1700 1600 1600 1900 1800 1500 1700 Diuron 23 20 21 18 17 16 17 17 23 23 18 17 41 45 46 34 35 35 38 36 35 49 47 33 39 Epoxyconazol Fenoxycarb 13 12 13 8.1 8.6 12 12 12 13 13 12 11 22 21 21 16 15 14 18 15 19 24 25 19 21 Fexofenadin 230 220 230 200 200 210 210 210 240 250 220 210 540 470 470 400 420 420 440 410 430 530 500 410 420 Hydrocortison 110 160 65 210 160 180 Hydrochlorothiazid 440 450 430 410 440 410 410 420 450 430 410 430 860 980 830 830 830 820 810 820 810 910 880 790 900 Iprovalicarb Irbesartan 220 190 200 210 200 210 210 200 210 220 200 210 440 430 450 450 510 460 450 450 430 490 460 400 460 Isoproturon 4.2 3.8 3.4 3.7 3.7 3.8 3.6 3.2 4.1 3.7 3.6 3.2 6.7 7.4 7.3 6.1 6.6 6.2 6.4 7 7.2 9.6 6.7 6.4 6.9 Lamotrigin 290 270 270 200 200 220 230 230 290 300 230 240 500 500 490 310 380 360 410 440 390 550 560 390 430

Mecoprop 17 14 15 23 28 notnotanalysedlost,sample 14 13 15 14 13 8.3 13 23 30 30 50 50 51 25 28 53 25 30 28 25 Methoxyfenozid Metoprolol 150 150 140 120 120 120 120 110 150 150 120 120 300 300 290 230 240 240 240 260 220 330 300 210 250 Metribuzin 0.8 0.8 Oxazepam 57 54 52 45 44 44 43 44 56 56 45 49 110 100 110 85 88 89 93 96 89 120 110 84 95 Penconazol 0.5 0.5 1.3 1.4 1.5 0.5 0.6 0.8 1.5 1.5 Pirimicarb 3.7 6.1 6.2 Propamocarb 3.3 3 2.7 3 3 3.6 2.9 2.5 3.1 2.7 2.6 2.5 3.4 3.3 3.1 2.8 2.8 2.9 3.2 3 2.8 3.1 3.2 2.7 3 Propiconazol 3.9 3.8 2.6 4.7 4.1 2.7 2.6 2.1 3.7 4.1 2.4 2.2 5.8 5.1 6.3 5.9 5.4 5.8 4.5 4.2 3.9 6.6 6.9 4.6 6 Simazin Sucralose 3100 3100 3100 2800 2800 3100 3200 3000 3100 2900 3000 3100 6000 6800 6100 5000 5000 6000 6100 5800 6100 6300 6300 6200 6900 Sulfamethoxazol 54 53 55 29 28 44 40 36 63 59 41 48 110 110 110 67 71 70 94 94 98 130 130 99 110 Tebuconazol 0.8 0.9 1 1.1 1 Terbutryn 40 38 38 27 28 31 30 29 42 42 32 33 82 77 80 56 58 60 57 55 60 93 86 58 63 Terbutylazin 1.3 1.4 1.7 1.8 1.7 1.8 1.9 1.7 1.6 1.6 1.6 1.9 1.6 1.6 1.6 Thiacloprid 1.3 1.2 1.6 1.2 1.2 Thiamethoxam 1.9 2.1 2.2 2 2.2 Torasemid 29 31 28 23 22 29 26 25 26 26 26 25 60 60 57 49 47 47 50 50 55 50 54 55 55 Valsartan 79 71 77 60 58 75 78 71 76 75 64 67 160 160 160 130 130 130 160 170 160 190 170 150 160 Venlafaxin 150 150 140 120 110 110 120 150 150 120 120 290 290 280 230 240 230 250 250 240 330 310 220 240 Vildagliptin 36 36 37 28 28 36 31 28 31 35 27 32 77 67 68 52 53 54 60 61 54 82 63 60 62

S31

Table S11 (2). Exposure media concentrations in ng/L of 48 h – lab experiment with dilutions of wastewater (30%, 60%, 90% WW) and defined substance mixture (Spike). Time points analysed: t0, t24, t48. Numbers 1 to 3 indicate replicates. Controls were performed without gammarids (-G), without (-L) and with (+L) leaves, respectively.* Replicates 1 and 3 of medium spike at t48 were accidentally mixed together, but as concentration of the mixed sample was similar to the concentrations at t0, the concentration of the mixed sample was used for both replicates as t48. n.a. = not analysed. Empty cells = values below LOQ.

Medium WW90 Control WW90 -G, -L Control WW90 -G, +L Medium Spike Control Spike -G, -L Control Spike -G, +L

t0 t24 t48 t48 t48 t0 t24 t48 t48 t48 Substance 1 2 3 1 2 3 1 2 3 1 2 1 2 1 2 3 1 2 3 1/3* 2 1 2 1 2 5-Methyl-Benzotriazol 1100 1200 1100 940 920 960 1000 990 970 1300 1200 1100 1100 3840 3700 3940 3100 2650 2840 2440 2100 4020 4260 2100 2930 Amisulprid 140 140 140 96 96 80 83 71 74 160 160 94 88 4200 4020 4270 2890 2440 2620 2420 2210 4210 4500 2230 2890 Atenolol 300 310 300 220 210 240 230 210 230 340 340 260 250 4280 4290 4500 3800 3410 3580 3400 3150 4410 4660 3450 3950 Atrazin 3.5 3.3 3.8 3.3 3.8 3.3 3.3 3.5 3.5 3.7 3.3 3.2 3.4 4350 4280 4570 4460 4150 4290 4350 4160 4430 4590 4420 4580 Azoxystrobin 4030 4060 4230 3780 3620 3710 3470 3330 4060 4520 3420 3740 Benzotriazol 6400 6500 6500 5000 5000 5000 5600 5800 5600 7400 7000 6300 6500 3910 3560 3850 3130 2650 3130 2680 2200 3840 4090 2140 3010 Boscalid 3970 3770 4100 3160 3080 3180 3090 2980 4090 4200 3070 3480 Candesartan 610 640 630 560 550 590 630 620 610 690 640 700 670 4570 4350 4550 4520 4150 4400 4540 4330 4670 4690 4410 4470 Carbamazepin 360 370 370 270 280 300 340 330 320 400 390 360 350 4530 4440 4580 3990 3730 3960 4220 3960 4510 4710 4160 4120 Carbendazim 22 26 69 18 17 20 21 19 19 25 23 21 22 4600 4560 4730 4330 3750 4120 3890 3520 4730 4890 3670 3980 Chlortoluron 4080 4160 4400 3950 3750 3960 3920 3840 4340 4400 3940 4100 Citalopram 150 150 150 80 69 69 64 51 56 180 170 85 82 3580 3870 3940 2410 2290 2220 1970 1910 4140 4370 1940 2610 Clarithromycin 150 170 160 140 140 150 140 150 160 180 180 170 160 2880 3120 3040 3310 3280 3390 3490 3310 3150 3300 3150 3200 Climbazol 79 79 78 49 49 53 51 47 48 89 86 63 66 4000 4070 4150 2880 2720 2890 2690 2600 4240 4480 2770 3390 Clothianidin 1.7 4370 4220 4450 4190 3950 4110 4230 4060 4370 4630 4300 4370 Cyproconazol 4240 4260 4510 3700 3610 3660 4220 2860 3150 4520 4130 4020 Cyprodinil 4 4 4.6 3 2.5 2.9 2.7 2.5 2.2 3.8 3.8 2.6 2.6 4410 4460 4640 2250 2380 2410 1990 2090 5300 4980 2580 3210 Dexamethason 2130 2140 2330 2550 2330 2490 2020 1930 2140 2270 1960 2050 Diclofenac 2400 2400 2500 2100 2100 2300 2200 2200 2200 2500 2500 2500 2700 4140 3990 4150 4020 3700 3940 3610 3540 4180 4210 3990 4010 Diuron 62 62 61 50 49 55 51 50 47 66 68 58 61 4920 4720 5070 4360 3920 4100 4320 4210 4990 5240 4490 4530 Epoxyconazol 2.5 2.1 4280 4230 4470 3230 3050 3170 3120 3040 4580 4650 3050 3470 Fenoxycarb 35 30 33 19 21 24 27 34 29 37 35 36 35 6040 6210 6610 1890 1880 1680 1340 1280 6740 7330 1840 2950 Fexofenadin 680 750 660 580 560 630 600 590 620 720 710 630 620 4300 4190 4530 3940 3810 3910 3930 3880 4380 4580 3780 4180 Hydrocortison 220 130 2810 2740 2830 5160 4400 5050 2210 1630 2890 3480 2060 1960 Hydrochlorothiazid 1200 1200 1200 1200 1200 1200 1200 1100 1100 1300 1300 1200 1200 4410 4380 4260 4280 4180 4430 4010 4030 4490 4430 4260 n.a. Iprovalicarb 3490 3580 4040 4100 3840 3990 3720 4890 5560 3770 3690 3680 Irbesartan 650 640 620 710 760 750 610 630 620 670 670 690 680 3860 3810 3880 4340 3780 4000 3810 3450 3920 4130 3490 3920 Isoproturon 11 11 10 9.6 9.9 9.9 9.1 9.4 10 12 10 11 11 4700 4470 4700 4520 4360 4460 4460 4200 4730 4840 4580 4730 Lamotrigin 610 600 650 420 460 410 520 510 540 710 700 580 550 4210 3970 4270 2800 2280 2650 2810 2200 4530 4620 2770 3330 Mecoprop 30 32 21 70 76 80 28 41 35 41 35 18 35 3330 3180 3130 4450 4100 4630 2890 3790 3820 2620 3270 n.a. Methoxyfenozid 4410 4440 4760 4790 4410 4550 4310 4030 4660 4830 4480 4580 Metoprolol 410 420 410 300 300 330 340 330 330 450 450 360 360 8320 7870 8220 7190 6800 6940 7070 6600 8330 8780 6810 7270 Metribuzin 6190 5740 6160 5830 5360 5760 5700 5480 6030 6290 5920 6060 Oxazepam 150 150 150 120 120 130 120 120 130 160 170 140 140 5380 5130 5460 4690 4310 4580 4610 4420 5200 5660 4410 4900 Penconazol 1.7 1.8 1.9 1.2 0.8 0.9 2.3 2 1.3 1.4 4360 4340 4580 3200 3210 3080 3280 2790 4200 4700 3240 3600 Pirimicarb 7 7.9 4920 4730 4570 4970 4690 4870 4560 4350 4290 4520 4290 4130 Propamocarb 5.3 5.2 5 4.5 4.6 4.3 4.8 4.7 4.7 4.9 5.1 4.6 4.7 4830 4650 4890 5300 4530 5070 4550 4370 4990 5190 4250 4600 Propiconazol 8.1 8.8 8.1 7.7 8.9 9.2 7.8 6.8 5.2 8.2 9.8 8.1 7.9 4330 4300 4470 3330 3160 3400 3200 3080 4510 4760 3430 3830 Simazin 3230 3130 3310 3040 2890 3010 3110 3020 3180 3350 3190 3130 Sucralose 8900 9300 9000 8000 8000 8000 9200 9000 9100 9300 9400 9300 9200 5180 5200 5110 4510 4500 4640 5090 5050 5320 5310 5190 n.a. Sulfamethoxazol 150 150 150 99 97 100 140 140 140 180 180 160 160 4440 4250 4600 3480 3340 3640 3750 3660 4870 5020 3950 4350 Tebuconazol 1.6 1.6 4700 4700 5010 3720 3580 3700 3880 3700 4830 5120 3880 4360 Terbutryn 110 110 110 81 75 84 78 76 75 130 120 94 97 2110 2070 2080 1780 1630 1710 1770 1640 2120 2280 1740 1880 Terbutylazin 2 2.2 2.2 1.7 2.6 1.3 1.8 2.1 1.7 2.6 2.1 2 2.2 4680 4570 4810 4330 4090 4170 4310 4210 4850 4990 4420 4360 Thiacloprid 2.9 2.1 1.7 4420 4330 4450 3860 3560 3750 3690 3560 4490 4690 3720 3930 Thiamethoxam 3.9 4.2 3.8 4520 4460 4490 4380 4170 4330 4370 4330 4430 4700 4420 4540 Torasemid 80 81 79 71 74 65 79 74 77 85 81 75 75 5930 5880 5820 4590 4580 4760 5160 4980 5780 6100 5300 n.a. Valsartan 230 240 240 210 200 190 220 230 210 250 240 250 250 4800 4630 4940 4520 4170 4250 4640 4490 4670 4820 4700 4620 Venlafaxin 400 400 400 310 310 330 340 340 340 450 440 370 370 5230 5120 5320 4720 4500 4890 4690 4580 5230 5580 4440 4640 Vildagliptin 95 100 93 74 76 80 86 82 89 97 97 95 87 5250 5110 5590 5220 5030 5490 5040 4930 5560 5770 5090 5430

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Section S6. Details on performance of lab and flume experiments

Of the 52 spiked substances, 42 substances accumulated in gammarids over the 48 hours of exposure time (Table S9). Hydrocortison, candesartan, pirimicarb, sulfamethoxazole and valsartan, however, did not show any detections >LOQ in any of the exposed gammarids. Measured media concentrations of the exposure with the spiked substances were similar to the nominal concentration (5 µg/L). For all treatments (spiked and wastewater dilutions), they decreased on average by 16% with a maximal decrease of up to

80% for fenoxycarb from t0 to t48. Interestingly, in most cases the decrease in concentration from t0 to t48 was similar in the control “without organisms/with leaves” and was not observed in the control “without organisms/without leaves” (Table S10). This indicates that additional processes, such as e.g. sorption or microbial degradation on the leaves, might play a role for some of the analysed substances as suggested

10 by Miller et al. (2016) . The average concentration of t0, t24 and t48 was taken for the calculation of the BAF.

In flume experiment 1, the micropollutant concentrations in water were calculated based on the measured concentration in the effluent and the river water using dilution coefficients. The actual dilution coefficients were assessed using conductivity measurements and the nitrate concentrations in the single flumes, which were in very good agreement (Table S11, Figure S2). For the calculation of the BAFs, the average concentration over the whole experiment were considered (Table S12-13). Because of the fluctuations of the concentrations during the five weeks, we also calculated the BAFs using only the concentration measured at the end of the experiment (week5). However, no substantial differences were observed except for amisulpride, which had 2.5-fold higher concentrations at the end of the experiment compared to the average (Table S12-13).

Of the spiked substances in experiment 3 (excluding iopromide and triclosan) only sucralose and valsartan were not detected in the exposed gammarids, which is consistent with the observations from the lab experiment (Table S12). Furthermore, the water concentrations were quite stable and did not change more than 14% across channels and time points (except for a pump breakdown in the first week in the MP.N treatment), so the average over the different channels and time points was taken as the final exposure concentration (excluding week 1 for the MP.N treatment; Table S13). Overall, the measured average concentration were similar to the nominal concentrations (+/- 20%), except for fexofenadine, sucralose and triclosan, which showed about 70-80% lower concentrations than foreseen.

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Table S12. Dilutions of the waste water in flumes in experiment 1

Calculated calculated Average dilution (%) dilution (%) dilution (%) with with nitrate in flumes conductivity Week 1 Glatt control -2.0 -1.0 -1.5

10 % WW 24.4 25.5 24.9

50 % WW 52.0 53.3 52.7

90 % WW 82.8 80.8 81.8 Week 2 Glatt control 0.0 0.1 0.1

10 % WW 19.2 18.6 18.9

50 % WW 47.6 48.2 47.9

90 % WW 84.1 83.3 83.7 Week 3 Glatt control -1.7 -0.8 -1.3

10 % WW 6.5 7.3 6.9

50 % WW 47.0 47.8 47.4

90 % WW 92.7 92.6 92.7 Week 4 Glatt control -1.7 -0.1 -0.9

10 % WW 12.1 12.4 12.2

50 % WW 50.6 49.6 50.1

90 % WW 88.2 87.5 87.9 Week 5 Glatt control -1.1 -0.5 -0.8

10 % WW 7.9 7.8 7.9

50 % WW 55.6 56.8 56.2

90 % WW 93.4 93.4 93.4

Figure S2. Correlation of dilutions in flumes of experiment 1 calculated with conductivity and nitrate concentration

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Table S13. Internal concentrations in gammarids and determined BAF in the flume experiments 1 and 3. Empty cells = not detected. For the LOQ and analytical method performance refer to the results of the field gammarids. Experiment 1: Dilutions of wastewater with 0% (=100% river water), 10%, 50%, 90% wastewater. Experiment 3: Spiked substances in river water. C = Control (100% river water), TC = Technical control (river water with methanol, amount equivalent to spiked treatments), MP (only micropollutants spiked), MP.N (micropollutants and nutrients spiked)

Experiment 1 Experiment 3 Internal concentrations ng/g w.w. BAF L/kg Internal concentrations ng/g w.w. BAF L/kg

Base- Base- spiked in 0% 10% 50% 90% 0% 10% 50% 90% C TC MP MP.N C TC MP MP.N line line Substance Group Exp. 3 5-Methyl-Benzotriazol Corr 0

Table S14. Water concentrations in the flume experiments 1 and 3. Empty cells = values

Experiment 1 Experiment 3 Average expsoure conentrations ng/L Week5 expsoure conentrations ng/L Exposure Concentrations ng/L

spiked in Target conc. in 0% 10% 50% 90% 0% 10% 50% 90% C TC MP MP.N Substance Group Exp. 3 Exp.3 ng/L 5-Methyl-Benzotriazol Corr 0 142 399 894 1435 140 273 1078 1692 135 142 140 Amisulprid Ph 1 106 8 15 32 49 5.1 15 76 122 6 110 92 Atenolol Ph 1 217 3 38 108 184 2.1 20 131 215 229 193 Atrazin PPP 0 5 5 5 5 5.3 5 5 5 4 4 4 Azoxystrobin PPP 0 3 3 3 Benzotriazol Corr 1 1098 262 941 2277 3720 260 639 2938 4692 290 1350 1200 Boscalid PPP 0 Candesartan Ph 0 28 77 178 288 28 64 283 451 33 34 33 Carbamazepin Ph 1 283 21 53 120 192 21 45 190 301 21 345 286 Carbendazim B 0 6 7 9 12 5.3 6 7 8 5 6 6 Chlorpyrifos PPP 0 Chlorpyrifos-methyl PPP 0 Chlortoluron PPP 0 1 2 1 Citalopram Ph 1 55 5 19 56 96 3.7 15 86 140 4 58 51 Clarithromycin Ph 1 63 6 40 107 181 5.8 22 121 197 12 65 54 Climbazol PCP 0 2 2 2 Clothianidin PPP 0 Coffein Tracer 0 71 69 69 69 60 61 66 70 98 153 173 Cyproconazol PPP 0 1 1 1 Cyprodinil PPP 0 1 2 2 Diazinon PPP 1 457 2 7 17 28 2 9 49 81 1 493 393 Diclofenac Ph 1 603 8 224 599 1022 592 478 Dimethoat PPP 0 1 2 2 2 0.8 Diuron B 1 75 9 17 33 49 7.9 11 27 39 7 91 78 Epoxyconazol PPP 0 1 2 1 Fexofenadin Ph 1 322 17 42 90 143 15 28 108 169 87 73 Fipronil PPP 0 Gabapentin Ph 0 Hydrochlorothiazid Ph 0 7 129 356 602 3 1 2 Imidacloprid PPP 0 2 4 10 17 1.7 3 11 18 1 Iopromid Ph 1 1629 123 150 176 202 110 107 92 80 140 1858 1675

notanalysed Iprovalicarb PPP 0 Irbesartan Ph 0 3 85 253 435 1.7 58 396 655 7 8 8 Isoproturon PPP 0 2 3 5 8 1.4 2 5 7 9 8 8 Lamotrigin Ph 0 48 113 247 392 50 100 406 639 57 62 60 Mecoprop PPP 0 31 53 95 144 27 30 47 60 30 Methoxyfenozid PPP 0 Metoprolol Ph 0 9 60 162 272 4.6 37 234 384 12 12 12 Metribuzin PPP 0 Oxazepam Ph 0 6 24 62 102 5.1 17 87 141 7 8 8 Penconazol PPP 0 Pirimicarb PPP 0 Propamocarb PPP 0 3 3.8 5 8 9 Propiconazol PPP 0 6 6 7 7 5 5 6 6 5 5 5 Simazin PPP 0 2 2 2 Sitagliptin Ph 0 32 139 359 596 32 101 522 844 42 48 46 Sucralose Sweetener 1 1175 340 969 2304 3731 340 873 4103 6567 365 413 386 Sulfamethoxazol Ph 0 9 31 76 125 8.8 21 94 150 13 16 15 Tebuconazol PPP 1 24 1 2 3 4 1.3 2 3 4 2 29 26 Terbutryn B 0 2 28 79 134 1.7 17 108 178 2 3 4 Terbutylazin PPP 0 28 25 18 11 27 25 15 7 11 15 17 Thiacloprid PPP 0 Thiamethoxam PPP 0 3 11 22 34 2 6 8 Torasemid Ph 0 Valsartan Ph 1 677 8 71 209 361 7.5 36 207 337 18 697 569 Venlafaxin Ph 0 15 50 121 198 13 38 192 309 16 17 17 Vildagliptin Ph 0 3 13 32 53 3 9 48 77 3 4 4 Triclosan B 1 55 0 11 9

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Table S15. Comparison of experimental BAFs from this study (from the experiment with the defined spiked substance mixture) with values reported in other studies.

BAF in gammarids [L/kg] Meredith- Jeon et al. Rösch et al. Nyman et al. Miller et al. Wilkinson et Substance This study Williams et al. (2013)11 (2016)12 (2014)13 (2015)14 al. (2018)15 (2012)8

Carbamazepine 4.2 7.094 Clarithromycin 1.2 4.5 Cyproconazole 15.5 12 Diclofenac 16.2 14 12.9 Epoxiconazole 55.9 49 Metoprolol 1.3 16 Propiconazole 35.1 27 23 Tebuconazole 31.7 31 Terbutryn 45.2 15.3 Venlafaxine 3.2 1

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Figure S3. Comparison of BAFs from laboratory and flume experiments. Y-axis: BAF in L/kg (note different scales of plots), X-axis: exp = lab experiment, spike = exposure with defined substance mixture, wwXX= exposure with diluted wastewater (XX%), MP: exposure with defined mixture of micropollutants, MP.N: exposure with defined mixture of MP and nutrients. *: substance measured in exposure media, but not detected in gammarids; using the BAFexp.spike, the theoretical internal concentration would be LOQgammarid. ~: substance not measured in exposure media, but detected in gammarids. No bars and no symbol: substance was neither detected in the exposure media nor in the gammarids.

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Figure S4. Correlation of logDow (pH 7.9) with the apparent BAF from the exposure experiment with the defined spiked substance mixture (black line with dashed lines: all substances, grey line: neutral substances only). Dashed lines indicate 95% confidence interval. Error bars correspond to the standard deviation of the BAF (n=3).

Figure S5. Comparison of the BAFs in the laboratory experiment with the defined substance mixture with the BAFs determined in the field (for same substance selection, Mann-Whitney-U test p<0.001). For the calculation of the field BAFs the water concentrations of grab samples reported in Munz et al. (2017)1 were used.

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Figure S6. Correlation between the sumTU based on internal concentrations (averaged over the time points Sep’14 and Jan’15) and the SPEAR index, only for the downstream sites (see Munz et al. (2017)1 for data on the SPEAR index). Pesticides = PPP and biocides, household chemicals = pharmaceuticals, PCP, corrosion inhibitors. See Figure S1 for abbreviations of the sites. For this analysis the site Val-de- Ruz was excluded because of a known additional input of wastewater upstream.1 The sumTU in Aadorf (Aa) is mainly driven by diazinon and thiacloprid. By removing Aa from the analysis, however, the correlations remain not significant.

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