ACCESSION: MSBNK-Eawag-EQ01152954
RECORD_TITLE: Hydroxytorasemide; LC-ESI-QFT; MS2; CE: 60%; R=17500; [M-H]-
DATE: 2024.05.08
AUTHORS: C. Meyer [dtc], B. Beck [dtc,com], J. Hollender [dtc]
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) Eawag 2023
PUBLICATION: Meyer, C., Stravs, M., Hollender, J.. How Wastewater Reflects Human Metabolism - Suspect Screening of Pharmaceutical Metabolites in Wastewater Influent. doi:10.1021/acs.est.4c00968
COMMENT: CONFIDENCE standard compound
COMMENT: UCHEM_ID 11529
CH$NAME: Hydroxytorasemide
CH$NAME: Torasemide metabolite M1
CH$NAME: 1-[4-[3-(hydroxymethyl)anilino]pyridin-3-yl]sulfonyl-3-propan-2-ylurea
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C16H20N4O4S
CH$EXACT_MASS: 364.1205261
CH$SMILES: CC(C)NC(=O)NS(=O)(=O)C1=C(C=CN=C1)NC2=CC=CC(=C2)CO
CH$IUPAC: InChI=1S/C16H20N4O4S/c1-11(2)18-16(22)20-25(23,24)15-9-17-7-6-14(15)19-13-5-3-4-12(8-13)10-21/h3-9,11,21H,10H2,1-2H3,(H,17,19)(H2,18,20,22)
CH$LINK: CHEBI
155897
CH$LINK: PUBCHEM
CID:14475217
CH$LINK: INCHIKEY
WCYVLAMJCQZUCR-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
29790247
AC$INSTRUMENT: Exploris 240 Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 17500
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-391
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 4.137 min
MS$FOCUSED_ION: BASE_PEAK 363.113
MS$FOCUSED_ION: PRECURSOR_M/Z 363.1132
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 3.15.1
PK$SPLASH: splash10-004i-2890000000-b0f5f7aa7adcb974bb2e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
57.9757 CNS- 1 57.9757 0.39
60.9754 CHOS- 1 60.9754 0.78
77.9656 NO2S- 1 77.9655 0.61
92.038 C5H4N2- 1 92.038 -0.48
93.0457 C5H5N2- 1 93.0458 -0.78
108.0329 C5H4N2O- 1 108.0329 -0.34
108.0571 C5H6N3- 1 108.0567 3.84
121.0532 C7H7NO- 1 121.0533 -0.86
135.0022 C6H3N2S- 1 135.0022 0.02
136.0403 C7H6NO2- 1 136.0404 -1.08
150.9969 C6H3N2OS- 1 150.9972 -1.77
154.992 C5H3N2O2S- 1 154.9921 -0.21
155.9999 C5H4N2O2S- 2 155.9999 -0.09
157.0072 C5H5N2O2S- 1 157.0077 -3.18
167.0611 C11H7N2- 2 167.0615 -1.93
168.0568 C10H6N3- 2 168.0567 0.38
169.0764 C11H9N2- 2 169.0771 -4.31
181.0644 C11H7N3- 2 181.0645 -0.6
182.0724 C11H8N3- 2 182.0724 0.42
184.0881 C11H10N3- 2 184.088 0.44
193.0644 C12H7N3- 2 193.0645 -0.84
194.0723 C6H14N2O3S- 2 194.0731 -3.76
196.051 C11H6N3O- 1 196.0516 -3.48
197.0728 C6H15NO4S- 2 197.0727 0.46
198.0672 C11H8N3O- 2 198.0673 -0.65
209.059 C12H7N3O- 1 209.0595 -2.13
210.0673 C12H8N3O- 2 210.0673 0.15
211.0751 C12H9N3O- 2 211.0751 0.01
212.0291 C11H6N3S- 2 212.0288 1.56
212.0827 C12H10N3O- 2 212.0829 -0.98
214.0984 C12H12N3O- 2 214.0986 -0.81
231.0471 C11H9N3OS- 1 231.0472 -0.31
259.0429 C14H11O3S- 2 259.0434 -2
260.0501 C12H10N3O2S- 2 260.0499 0.66
278.0605 C12H12N3O3S- 2 278.0605 0.04
PK$NUM_PEAK: 35
PK$PEAK: m/z int. rel.int.
57.9757 75818.9 10
60.9754 373246.9 49
77.9656 754047.9 100
92.038 1363245.9 181
93.0457 584280.8 77
108.0329 2157003.5 287
108.0571 145342.5 19
121.0532 584133 77
135.0022 211539.5 28
136.0403 86469.6 11
150.9969 397906.2 53
154.992 110947.3 14
155.9999 1032407.9 137
157.0072 119411.7 15
167.0611 101074.3 13
168.0568 198416.7 26
169.0764 172427.1 22
181.0644 564996.4 75
182.0724 652368.8 86
184.0881 985203.1 131
193.0644 216252.6 28
194.0723 2671695 356
196.051 101156.2 13
197.0728 452126.5 60
198.0672 86895.9 11
209.059 128951.1 17
210.0673 292433.2 38
211.0751 1980610.2 264
212.0291 249983.5 33
212.0827 1121826.4 149
214.0984 297763.1 39
231.0471 68473.6 9
259.0429 182934.8 24
260.0501 338274.2 45
278.0605 7494224 999
//
