ACCESSION: MSBNK-Eawag-EQ01152908
RECORD_TITLE: Hydroxytorasemide; LC-ESI-QFT; MS2; CE: 150%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 150 % (nominal)
AC$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-2900000000-a4e2355c9bdee612fea3
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
51.023 C4H3+ 1 51.0229 0.7
53.0386 C4H5+ 1 53.0386 0.72
63.0231 C5H3+ 1 63.0229 2.22
65.0387 C5H5+ 1 65.0386 1.54
67.0417 C4H5N+ 1 67.0417 0.55
75.0231 C6H3+ 1 75.0229 1.99
77.0386 C6H5+ 1 77.0386 0.37
78.0339 C5H4N+ 1 78.0338 1.53
79.0418 C5H5N+ 1 79.0417 1.66
81.045 C4H5N2+ 1 81.0447 3.62
88.0308 C7H4+ 1 88.0308 0.98
89.0386 C7H5+ 1 89.0386 0.23
90.0464 C7H6+ 1 90.0464 0.34
91.0546 C7H7+ 1 91.0542 3.63
95.0491 C6H7O+ 1 95.0491 -0.77
101.0388 C8H5+ 1 101.0386 2.09
102.0463 C8H6+ 1 102.0464 -0.82
105.0446 C6H5N2+ 1 105.0447 -1.13
113.0383 C9H5+ 2 113.0386 -2.82
114.0462 C9H6+ 2 114.0464 -1.37
115.0542 C9H7+ 1 115.0542 0
116.0493 C8H6N+ 2 116.0495 -1.27
117.0574 C8H7N+ 1 117.0573 0.58
125.0386 C10H5+ 1 125.0386 0.13
126.0466 C10H6+ 1 126.0464 1.3
127.054 C10H7+ 2 127.0542 -1.63
128.0497 C9H6N+ 2 128.0495 1.7
129.045 C8H5N2+ 2 129.0447 2.32
129.0569 CH11N3O2S+ 2 129.0566 2.15
130.0648 C9H8N+ 2 130.0651 -2.16
140.0494 C10H6N+ 2 140.0495 -0.2
141.0573 C10H7N+ 2 141.0573 -0.29
142.0525 C9H6N2+ 2 142.0525 -0.69
142.0655 C10H8N+ 2 142.0651 2.52
146.0604 C9H8NO+ 2 146.06 2.35
152.0499 C5H12O3S+ 2 152.0502 -1.57
153.0571 C11H7N+ 2 153.0573 -1.02
154.0651 C11H8N+ 3 154.0651 -0.1
155.0601 C10H7N2+ 2 155.0604 -1.74
166.0528 C11H6N2+ 2 166.0525 1.29
167.0603 C3H11N4O2S+ 3 167.0597 3.46
168.0683 C11H8N2+ 3 168.0682 0.39
169.0762 C11H9N2+ 3 169.076 0.77
179.0606 C12H7N2+ 2 179.0604 1.43
181.0761 C12H9N2+ 3 181.076 0.26
182.0839 C12H10N2+ 3 182.0838 0.02
197.0711 C12H9N2O+ 3 197.0709 0.6
PK$NUM_PEAK: 47
PK$PEAK: m/z int. rel.int.
51.023 2779991 75
53.0386 762215.6 20
63.0231 2030601 55
65.0387 3601160.8 97
67.0417 1137196.9 30
75.0231 2257264.2 61
77.0386 7156237 194
78.0339 860063.6 23
79.0418 1437343 39
81.045 1234122 33
88.0308 883499.6 23
89.0386 13048487 354
90.0464 2540799.8 68
91.0546 946139.8 25
95.0491 1916958.2 52
101.0388 1675745.9 45
102.0463 628710.1 17
105.0446 1839462.2 49
113.0383 2131570.8 57
114.0462 5732770.5 155
115.0542 36799732 999
116.0493 3823605.5 103
117.0574 4726895 128
125.0386 885336.2 24
126.0466 1973162 53
127.054 3588203 97
128.0497 4905077 133
129.045 2792500 75
129.0569 758753.9 20
130.0648 492336.1 13
140.0494 11964762 324
141.0573 6134837.5 166
142.0525 1440226.1 39
142.0655 1439119.5 39
146.0604 942866.8 25
152.0499 786915.5 21
153.0571 2152580.2 58
154.0651 3426419 93
155.0601 4001213.5 108
166.0528 820732.7 22
167.0603 2057717.8 55
168.0683 7676157 208
169.0762 5458667.5 148
179.0606 2122147.8 57
181.0761 12080510 327
182.0839 3051860 82
197.0711 951376.1 25
//
