ACCESSION: MSBNK-Eawag-EQ01152955
RECORD_TITLE: Hydroxytorasemide; 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$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: splash10-000x-3910000000-fdc5a49443518884a515
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
57.9757 CNS- 1 57.9757 0.13
60.9753 CHOS- 1 60.9754 -1.54
61.9706 NOS- 1 61.9706 0.54
77.9655 NO2S- 1 77.9655 -0.07
78.9732 HNO2S- 1 78.9733 -1.47
90.0351 C6H4N- 1 90.0349 1.82
91.0301 C5H3N2- 1 91.0302 -0.84
92.038 C5H4N2- 1 92.038 0.02
93.0459 C5H5N2- 1 93.0458 0.45
108.0329 C5H4N2O- 1 108.0329 -0.27
108.0568 C5H6N3- 1 108.0567 0.45
109.0405 C5H5N2O- 1 109.0407 -1.86
121.0532 C7H7NO- 1 121.0533 -0.86
123.0027 C5H3N2S- 1 123.0022 3.41
125.0184 C5H5N2S- 1 125.0179 4.12
135.0022 C6H3N2S- 1 135.0022 -0.2
150.9977 C6H3N2OS- 1 150.9972 3.59
154.9922 C5H3N2O2S- 1 154.9921 0.57
155.9997 C5H4N2O2S- 1 155.9999 -1.46
157.0079 C5H5N2O2S- 2 157.0077 1.38
167.0619 C11H7N2- 2 167.0615 2.27
168.0568 C10H6N3- 2 168.0567 0.75
169.0772 C11H9N2- 3 169.0771 0.74
179.062 C12H7N2- 2 179.0615 2.68
181.0646 C11H7N3- 2 181.0645 0.08
182.0723 C11H8N3- 2 182.0724 -0.16
184.0881 C11H10N3- 2 184.088 0.44
193.0648 C12H7N3- 2 193.0645 1.13
194.0722 C6H14N2O3S- 2 194.0731 -4.39
196.0525 C11H6N3O- 3 196.0516 4.23
197.0727 C6H15NO4S- 2 197.0727 -0.39
199.0875 C12H11N2O- 3 199.0877 -0.96
209.0601 C12H7N3O- 3 209.0595 2.91
210.0672 C12H8N3O- 2 210.0673 -0.44
211.0754 C12H9N3O- 2 211.0751 1.31
212.0286 C11H6N3S- 1 212.0288 -0.81
212.0829 C12H10N3O- 2 212.0829 -0.05
242.0401 C14H10O2S- 2 242.0407 -2.59
260.0493 C12H10N3O2S- 1 260.0499 -2.39
278.0608 C12H12N3O3S- 2 278.0605 1.14
PK$NUM_PEAK: 40
PK$PEAK: m/z int. rel.int.
57.9757 248959.9 112
60.9753 228544.9 103
61.9706 55800.1 25
77.9655 1434158.8 650
78.9732 118130.9 53
90.0351 122325.8 55
91.0301 320720.1 145
92.038 1737166.6 787
93.0459 713560.3 323
108.0329 1855655.1 841
108.0568 286306.5 129
109.0405 56297.5 25
121.0532 539734.8 244
123.0027 60254.6 27
125.0184 99111.4 44
135.0022 218275.5 98
150.9977 312484.4 141
154.9922 69837.8 31
155.9997 235548.9 106
157.0079 119485.6 54
167.0619 288563.4 130
168.0568 323652.6 146
169.0772 567718.9 257
179.062 65538.8 29
181.0646 780324.6 353
182.0723 841321.1 381
184.0881 809184.4 366
193.0648 270542.9 122
194.0722 2203988.5 999
196.0525 83652.2 37
197.0727 829162 375
199.0875 306416.7 138
209.0601 105579.1 47
210.0672 211469.4 95
211.0754 732448.1 331
212.0286 223696.6 101
212.0829 288370.3 130
242.0401 101478.1 45
260.0493 86110.9 39
278.0608 663717.2 300
//
