ACCESSION: MSBNK-Eawag-EQ01142855
RECORD_TITLE: Torasemidecarboxylic acid; LC-ESI-QFT; MS2; CE: 75%; 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 11428
CH$NAME: Torasemidecarboxylic acid
CH$NAME: Torsemide Carboxylic Acid
CH$NAME: 3-[[3-(propan-2-ylcarbamoylsulfamoyl)pyridin-4-yl]amino]benzoic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C16H18N4O5S
CH$EXACT_MASS: 378.0997907
CH$SMILES: CC(C)NC(=O)NS(=O)(=O)C1=C(C=CN=C1)NC2=CC=CC(=C2)C(=O)O
CH$IUPAC: InChI=1S/C16H18N4O5S/c1-10(2)18-16(23)20-26(24,25)14-9-17-7-6-13(14)19-12-5-3-4-11(8-12)15(21)22/h3-10H,1-2H3,(H,17,19)(H,21,22)(H2,18,20,23)
CH$LINK: CHEBI
155916
CH$LINK: PUBCHEM
CID:14475218
CH$LINK: INCHIKEY
PGPRBNDLCZQUST-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
48062317
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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 17500
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-406
AC$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$CHROMATOGRAPHY: RETENTION_TIME 4.449 min
MS$FOCUSED_ION: BASE_PEAK 377.0924
MS$FOCUSED_ION: PRECURSOR_M/Z 377.0925
MS$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: splash10-001i-4900000000-6e4e482a34295a5075a1
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
57.9758 CNS- 1 57.9757 1.7
60.9754 CHOS- 1 60.9754 1.09
63.9625 O2S- 1 63.9624 1.28
77.9655 NO2S- 1 77.9655 0.22
91.0304 C5H3N2- 1 91.0302 3.02
91.0428 C6H5N- 1 91.0427 0.14
92.038 C5H4N2- 1 92.038 -0.31
93.0458 C5H5N2- 1 93.0458 -0.05
107.0493 C5H5N3- 1 107.0489 3.72
108.0329 C5H4N2O- 1 108.0329 -0.55
123.0021 C5H3N2S- 1 123.0022 -1.43
135.0024 C6H3N2S- 1 135.0022 1.15
141.0461 C9H5N2- 2 141.0458 2.08
150.9975 C6H3N2OS- 1 150.9972 2.27
167.0615 C11H7N2- 3 167.0615 0.44
168.0566 C10H6N3- 2 168.0567 -0.71
169.077 C11H9N2- 3 169.0771 -0.79
181.0646 C11H7N3- 2 181.0645 0.16
182.072 C11H8N3- 1 182.0724 -2.01
183.0566 C11H7N2O- 3 183.0564 1.13
184.088 C11H10N3- 2 184.088 -0.22
185.0729 C5H15NO4S- 2 185.0727 0.78
212.0293 C11H6N3S- 2 212.0288 2.35
231.0241 C11H7N2O2S- 1 231.0234 2.95
248.0499 C11H10N3O2S- 1 248.0499 0.09
PK$NUM_PEAK: 25
PK$PEAK: m/z int. rel.int.
57.9758 592358.3 72
60.9754 783320.6 96
63.9625 174568.3 21
77.9655 3370124.5 414
91.0304 586180.5 72
91.0428 928499.2 114
92.038 3370909.8 414
93.0458 960434.9 118
107.0493 349542 42
108.0329 3429095 421
123.0021 136099.8 16
135.0024 237324.5 29
141.0461 154030.1 18
150.9975 623634.6 76
167.0615 3916393.8 481
168.0566 469864.2 57
169.077 1504811 185
181.0646 8122726.5 999
182.072 2738792.2 336
183.0566 401251.3 49
184.088 1145538.1 140
185.0729 113072 13
212.0293 529250.6 65
231.0241 290700.8 35
248.0499 389250.6 47
//