ACCESSION: MSBNK-Eawag-EQ01152956
RECORD_TITLE: Hydroxytorasemide; LC-ESI-QFT; MS2; CE: 90%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 % (nominal)
AC$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: splash10-002f-8900000000-169ff30cfd15aab2f11b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
57.9756 CNS- 1 57.9757 -1.39
60.9756 CHOS- 1 60.9754 3.16
61.9707 NOS- 1 61.9706 1.64
63.9624 O2S- 1 63.9624 -0.81
65.0145 C3HN2- 1 65.0145 -0.01
77.9655 NO2S- 1 77.9655 -0.46
78.9734 HNO2S- 1 78.9733 0.56
79.981 H2NO2S- 1 79.9812 -1.89
90.035 C6H4N- 1 90.0349 0.8
91.0301 C5H3N2- 1 91.0302 -1
92.0379 C5H4N2- 1 92.038 -0.81
93.0458 C5H5N2- 1 93.0458 0.2
107.0489 C5H5N3- 1 107.0489 -0.05
108.0329 C5H4N2O- 1 108.0329 0.22
108.0567 C5H6N3- 1 108.0567 -0.11
109.0408 C5H5N2O- 1 109.0407 0.87
118.0411 C6H4N3- 1 118.0411 0.59
121.0532 C7H7NO- 1 121.0533 -0.73
135.0021 C6H3N2S- 1 135.0022 -0.77
150.9972 C6H3N2OS- 1 150.9972 0.05
167.0613 C11H7N2- 2 167.0615 -1.29
169.077 C11H9N2- 2 169.0771 -0.97
179.0615 C12H7N2- 3 179.0615 0.3
181.064 C11H7N3- 1 181.0645 -3.13
182.0725 C11H8N3- 2 182.0724 0.84
184.0881 C11H10N3- 2 184.088 0.6
192.0565 C12H6N3- 2 192.0567 -1.17
193.064 C12H7N3- 1 193.0645 -2.82
194.0722 C6H14N2O3S- 2 194.0731 -4.62
197.0721 C6H15NO4S- 3 197.0727 -3.18
199.0877 C12H11N2O- 3 199.0877 -0.11
211.0751 C12H9N3O- 2 211.0751 0.16
212.0288 C11H6N3S- 1 212.0288 0.2
PK$NUM_PEAK: 33
PK$PEAK: m/z int. rel.int.
57.9756 282570.1 138
60.9756 137541 67
61.9707 196992.4 96
63.9624 58473.9 28
65.0145 92743 45
77.9655 2041055.8 999
78.9734 214695.1 105
79.981 110669.3 54
90.035 184697.2 90
91.0301 567362.5 277
92.0379 1130339.5 553
93.0458 960479.7 470
107.0489 91353.7 44
108.0329 1190304.9 582
108.0567 445935.6 218
109.0408 79531.9 38
118.0411 56192.1 27
121.0532 235363 115
135.0021 78218.7 38
150.9972 176131.3 86
167.0613 358570.6 175
169.077 354960 173
179.0615 213602.3 104
181.064 522943.5 255
182.0725 496284.2 242
184.0881 177397.6 86
192.0565 342510.5 167
193.064 115244.9 56
194.0722 782839.8 383
197.0721 857788.6 419
199.0877 83055.4 40
211.0751 135130.9 66
212.0288 104464.6 51
//
