ACCESSION: MSBNK-Eawag-EQ01152904
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 POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 17500
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-393
AC$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$CHROMATOGRAPHY: RETENTION_TIME 4.126 min
MS$FOCUSED_ION: BASE_PEAK 365.1276
MS$FOCUSED_ION: PRECURSOR_M/Z 365.1278
MS$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: splash10-0159-0950000000-313095eafb52425d6366
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
67.0417 C4H5N+ 1 67.0417 0.89
125.0168 C5H5N2S+ 1 125.0168 0.12
126.0006 C5H4NOS+ 1 126.0008 -1.51
127.0328 C5H7N2S+ 1 127.0324 2.86
137.0173 C6H5N2S+ 1 137.0168 3.89
138.0555 C7H8NO2+ 1 138.055 3.77
142.0647 C10H8N+ 2 142.0651 -3.07
152.004 C6H4N2OS+ 1 152.0039 0.65
153.0119 C6H5N2OS+ 1 153.0117 1.36
154.0653 C11H8N+ 2 154.0651 0.99
168.0683 C11H8N2+ 3 168.0682 0.3
169.0761 C11H9N2+ 3 169.076 0.23
181.0761 C12H9N2+ 3 181.076 0.26
182.0837 C12H10N2+ 3 182.0838 -0.74
184.0625 C11H8N2O+ 2 184.0631 -3.23
185.071 C11H9N2O+ 3 185.0709 0.27
187.0327 C10H7N2S+ 1 187.0324 1.54
188.0399 C10H8N2S+ 1 188.0403 -2.11
189.0481 C10H9N2S+ 1 189.0481 -0.23
197.0713 C12H9N2O+ 3 197.0709 1.61
199.0868 C12H11N2O+ 3 199.0866 1.15
201.0479 C11H9N2S+ 1 201.0481 -0.87
205.0426 C10H9N2OS+ 1 205.043 -2.05
214.0739 C12H10N2O2+ 2 214.0737 1.12
215.0815 C12H11N2O2+ 2 215.0815 -0.09
216.0353 C11H8N2OS+ 1 216.0352 0.36
217.0432 C11H9N2OS+ 1 217.043 0.79
228.0348 C12H8N2OS+ 1 228.0352 -1.57
233.0381 C11H9N2O2S+ 1 233.0379 0.58
245.0382 C12H9N2O2S+ 1 245.0379 0.93
263.0491 C12H11N2O3S+ 1 263.0485 2.21
280.0751 C12H14N3O3S+ 2 280.075 0.38
306.0546 C13H12N3O4S+ 1 306.0543 1.08
PK$NUM_PEAK: 33
PK$PEAK: m/z int. rel.int.
67.0417 542854.6 7
125.0168 10860363 156
126.0006 1179318.4 16
127.0328 453596.6 6
137.0173 1001875.1 14
138.0555 1337003 19
142.0647 533110.6 7
152.004 5923870 85
153.0119 1525671.8 21
154.0653 1251388.5 18
168.0683 7345771 105
169.0761 69407216 999
181.0761 28076992 404
182.0837 5197267 74
184.0625 1222667.1 17
185.071 996723.5 14
187.0327 1497391 21
188.0399 1046278.8 15
189.0481 7340618 105
197.0713 6322719 91
199.0868 6602427.5 95
201.0479 1650450.6 23
205.0426 2023422 29
214.0739 4993731.5 71
215.0815 4463425 64
216.0353 3461596.8 49
217.0432 7254352 104
228.0348 2320385.2 33
233.0381 15222576 219
245.0382 11817468 170
263.0491 3285302.8 47
280.0751 40304288 580
306.0546 4004476 57
//
