ACCESSION: MSBNK-Eawag-EQ01152957
RECORD_TITLE: Hydroxytorasemide; LC-ESI-QFT; MS2; CE: 120%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 120 % (nominal)
AC$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: splash10-004l-9400000000-0c92731cc48b2dbfca47
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0037 C3N- 1 50.0036 1.2
57.9757 CNS- 1 57.9757 0.52
60.9754 CHOS- 1 60.9754 0.65
61.9706 NOS- 1 61.9706 -0.88
63.9625 O2S- 1 63.9624 1.04
65.0146 C3HN2- 1 65.0145 1.28
77.9655 NO2S- 1 77.9655 -0.46
78.9735 HNO2S- 1 78.9733 2.49
79.9813 H2NO2S- 1 79.9812 1.92
90.0349 C6H4N- 1 90.0349 -0.3
91.0302 C5H3N2- 1 91.0302 -0.16
92.038 C5H4N2- 1 92.038 -0.48
93.0458 C5H5N2- 1 93.0458 -0.54
107.0486 C5H5N3- 1 107.0489 -2.62
108.0329 C5H4N2O- 1 108.0329 0.08
108.0567 C5H6N3- 1 108.0567 0.17
109.041 C5H5N2O- 1 109.0407 2.12
118.0416 C6H4N3- 2 118.0411 4.08
167.0612 C11H7N2- 2 167.0615 -1.38
168.0567 C10H6N3- 2 168.0567 -0.16
169.0776 C11H9N2- 2 169.0771 2.64
179.0618 C12H7N2- 2 179.0615 1.75
181.065 C11H7N3- 3 181.0645 2.44
182.0724 C11H8N3- 2 182.0724 0
192.0568 C12H6N3- 2 192.0567 0.42
194.0736 C6H14N2O3S- 2 194.0731 2.69
195.0557 C4H11N4O3S- 2 195.0557 -0.18
197.0724 C6H15NO4S- 2 197.0727 -1.47
PK$NUM_PEAK: 28
PK$PEAK: m/z int. rel.int.
50.0037 61084.7 23
57.9757 400141.5 153
60.9754 61979 23
61.9706 489763.3 187
63.9625 315405.5 120
65.0146 167679.2 64
77.9655 2610736.2 999
78.9735 310363.4 118
79.9813 57047.1 21
90.0349 168002.9 64
91.0302 886887 339
92.038 260711.3 99
93.0458 1632312.9 624
107.0486 67735 25
108.0329 482880.2 184
108.0567 609234.3 233
109.041 77776.3 29
118.0416 72877.9 27
167.0612 317788.1 121
168.0567 218185 83
169.0776 131900.3 50
179.0618 386369.2 147
181.065 201768 77
182.0724 123975.8 47
192.0568 299244.3 114
194.0736 127055.8 48
195.0557 62890.6 24
197.0724 124422.7 47
//
