ACCESSION: MSBNK-Eawag-EQ01152907
RECORD_TITLE: Hydroxytorasemide; LC-ESI-QFT; MS2; CE: 120%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 120 % (nominal)
AC$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-0900000000-4e16791fd330a3c89356
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
51.0228 C4H3+ 1 51.0229 -2.66
53.0386 C4H5+ 1 53.0386 0.44
65.0386 C5H5+ 1 65.0386 1.07
67.0418 C4H5N+ 1 67.0417 2.25
77.0386 C6H5+ 1 77.0386 0.47
78.034 C5H4N+ 1 78.0338 2.71
79.0417 C5H5N+ 1 79.0417 0.79
81.0449 C4H5N2+ 1 81.0447 2.4
89.0386 C7H5+ 1 89.0386 0.74
90.0463 C7H6+ 1 90.0464 -0.68
91.0544 C7H7+ 1 91.0542 1.79
95.0495 C6H7O+ 1 95.0491 3.89
98.0058 C4H4NS+ 1 98.0059 -0.75
101.0385 C8H5+ 1 101.0386 -0.85
103.0545 C8H7+ 1 103.0542 2.31
105.0449 C6H5N2+ 1 105.0447 1.34
114.0466 C9H6+ 1 114.0464 1.51
115.0542 C9H7+ 1 115.0542 0.13
116.0494 C8H6N+ 1 116.0495 -0.22
117.0575 C8H7N+ 2 117.0573 1.95
125.0167 C5H5N2S+ 1 125.0168 -1.16
127.0541 C10H7+ 2 127.0542 -0.91
128.0496 C9H6N+ 2 128.0495 1.22
129.0449 C8H5N2+ 2 129.0447 1.49
129.0567 CH11N3O2S+ 1 129.0566 0.02
130.0657 C9H8N+ 2 130.0651 4.65
137.0172 C6H5N2S+ 1 137.0168 2.89
140.0497 C10H6N+ 2 140.0495 1.32
141.0573 C10H7N+ 2 141.0573 -0.19
142.0524 C9H6N2+ 2 142.0525 -1.33
142.0654 C10H8N+ 2 142.0651 2.09
145.0648 C10H9O+ 2 145.0648 -0.19
146.0602 C9H8NO+ 2 146.06 1.2
153.0573 C11H7N+ 3 153.0573 -0.22
154.0652 C11H8N+ 3 154.0651 0.49
155.0607 C10H7N2+ 2 155.0604 2
156.0683 C10H8N2+ 3 156.0682 0.63
157.076 C10H9N2+ 3 157.076 -0.13
167.0603 C3H11N4O2S+ 3 167.0597 3.55
168.0683 C11H8N2+ 3 168.0682 0.39
169.076 C11H9N2+ 3 169.076 0.04
179.0603 C12H7N2+ 3 179.0604 -0.61
180.0684 C12H8N2+ 3 180.0682 1.27
181.0761 C12H9N2+ 3 181.076 0.6
182.0841 C12H10N2+ 3 182.0838 1.19
187.033 C10H7N2S+ 1 187.0324 2.77
199.0868 C12H11N2O+ 3 199.0866 1.07
PK$NUM_PEAK: 47
PK$PEAK: m/z int. rel.int.
51.0228 526792.6 10
53.0386 575543.9 11
65.0386 795166.5 16
67.0418 1570344.1 32
77.0386 3663968.8 75
78.034 677613.4 13
79.0417 1170738.6 24
81.0449 1645013.2 33
89.0386 3075778.2 63
90.0463 1019426.4 20
91.0544 763814.6 15
95.0495 925653.6 19
98.0058 1191505.5 24
101.0385 894955.8 18
103.0545 1005824.3 20
105.0449 1154022.4 23
114.0466 2833793.8 58
115.0542 48545120 999
116.0494 3719680.5 76
117.0575 3459008.5 71
125.0167 630461.1 12
127.0541 3290554.5 67
128.0496 7103068.5 146
129.0449 2011533.1 41
129.0567 512289.7 10
130.0657 1116270.2 22
137.0172 1050823.6 21
140.0497 8099287 166
141.0573 6180415.5 127
142.0524 1633659 33
142.0654 4363245 89
145.0648 911065.7 18
146.0602 1307486.8 26
153.0573 2065735.5 42
154.0652 5575289 114
155.0607 5170500.5 106
156.0683 1329946.9 27
157.076 627542.3 12
167.0603 3136835.8 64
168.0683 23214902 477
169.076 18566654 382
179.0603 1954361.4 40
180.0684 1905152 39
181.0761 17383004 357
182.0841 7399353 152
187.033 1191382.2 24
199.0868 3033633.2 62
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