ACCESSION: MSBNK-Eawag-EQ01152905
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 POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 17500
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-393
AC$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: splash10-014i-0900000000-c4bced821e2e3f80a2ce
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
65.0384 C5H5+ 1 65.0386 -2.22
67.0416 C4H5N+ 1 67.0417 -0.59
81.0448 C4H5N2+ 1 81.0447 1.46
89.0387 C7H5+ 1 89.0386 1.51
98.0059 C4H4NS+ 1 98.0059 -0.05
115.0543 C9H7+ 1 115.0542 0.26
125.0169 C5H5N2S+ 1 125.0168 0.61
127.0325 C5H7N2S+ 1 127.0324 0.16
128.0494 C9H6N+ 2 128.0495 -0.44
137.0166 C6H5N2S+ 1 137.0168 -1.12
142.0653 C10H8N+ 2 142.0651 1.12
152.0039 C6H4N2OS+ 1 152.0039 0.15
153.012 C6H5N2OS+ 1 153.0117 1.66
154.0652 C11H8N+ 3 154.0651 0.39
155.0604 C10H7N2+ 3 155.0604 0.23
156.0681 C10H8N2+ 2 156.0682 -0.93
168.0683 C11H8N2+ 3 168.0682 0.39
169.0761 C11H9N2+ 3 169.076 0.32
180.0687 C12H8N2+ 2 180.0682 3.05
181.0761 C12H9N2+ 3 181.076 0.34
182.084 C12H10N2+ 3 182.0838 0.77
184.0634 C11H8N2O+ 2 184.0631 1.58
185.071 C11H9N2O+ 3 185.0709 0.18
188.0402 C10H8N2S+ 1 188.0403 -0.16
189.048 C10H9N2S+ 1 189.0481 -0.47
197.071 C12H9N2O+ 3 197.0709 0.45
199.0868 C12H11N2O+ 3 199.0866 1
200.0404 C11H8N2S+ 1 200.0403 0.65
205.0426 C10H9N2OS+ 1 205.043 -2.19
216.0355 C11H8N2OS+ 1 216.0352 1.35
217.0425 C11H9N2OS+ 1 217.043 -2.16
228.0359 C12H8N2OS+ 1 228.0352 3.18
233.0377 C11H9N2O2S+ 1 233.0379 -0.79
245.0382 C12H9N2O2S+ 1 245.0379 1.18
263.0482 C12H11N2O3S+ 1 263.0485 -0.92
280.075 C12H14N3O3S+ 2 280.075 -0.06
PK$NUM_PEAK: 36
PK$PEAK: m/z int. rel.int.
65.0384 605767.9 6
67.0416 1378033.5 15
81.0448 629665.4 7
89.0387 560494.2 6
98.0059 1660357.1 18
115.0543 6444750 73
125.0169 7343597.5 83
127.0325 728677.6 8
128.0494 970309.4 11
137.0166 2015098.9 22
142.0653 4590331.5 52
152.0039 3949859.2 44
153.012 875289.2 9
154.0652 3325109.8 37
155.0604 942886.7 10
156.0681 1244247.2 14
168.0683 17136030 195
169.0761 87707840 999
180.0687 830318.6 9
181.0761 35614988 405
182.084 8063698.5 91
184.0634 2170066.2 24
185.071 2547882 29
188.0402 889364.2 10
189.048 4703984 53
197.071 6767259 77
199.0868 10029478 114
200.0404 1038346.6 11
205.0426 952449.5 10
216.0355 3194654.2 36
217.0425 2144345.8 24
228.0359 1262749.5 14
233.0377 6909432 78
245.0382 1781800.9 20
263.0482 1247833.5 14
280.075 2324630 26
//
