ACCESSION: MSBNK-Eawag-EQ01152909
RECORD_TITLE: Hydroxytorasemide; LC-ESI-QFT; MS2; CE: 180%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 180 % (nominal)
AC$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: splash10-02vr-7900000000-62e6ebbfa7a57a3777ac
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0152 C4H2+ 1 50.0151 2.34
51.023 C4H3+ 1 51.0229 1.15
53.0386 C4H5+ 1 53.0386 -0.21
63.0229 C5H3+ 1 63.0229 -0.14
65.0386 C5H5+ 1 65.0386 0.25
67.042 C4H5N+ 1 67.0417 4.98
75.0229 C6H3+ 1 75.0229 0.26
77.0386 C6H5+ 1 77.0386 0.37
78.0338 C5H4N+ 1 78.0338 0.07
79.0417 C5H5N+ 1 79.0417 0.98
87.0232 C7H3+ 1 87.0229 3.23
88.0308 C7H4+ 1 88.0308 0.2
89.0386 C7H5+ 1 89.0386 0.31
90.0465 C7H6+ 1 90.0464 1.19
91.0543 C7H7+ 1 91.0542 0.62
95.0491 C6H7O+ 1 95.0491 -0.45
101.0388 C8H5+ 1 101.0386 2.32
103.0544 C8H7+ 1 103.0542 1.5
105.0449 C6H5N2+ 1 105.0447 1.27
113.0386 C9H5+ 1 113.0386 0.48
114.0466 C9H6+ 1 114.0464 1.91
115.0542 C9H7+ 1 115.0542 -0.14
116.0495 C8H6N+ 1 116.0495 0.63
117.0574 C8H7N+ 1 117.0573 0.52
126.0463 C10H6+ 2 126.0464 -0.88
127.0545 C10H7+ 1 127.0542 2.03
128.0495 C9H6N+ 1 128.0495 0.27
129.045 C8H5N2+ 2 129.0447 2.44
129.0561 CH11N3O2S+ 1 129.0566 -4.12
132.0574 C9H8O+ 1 132.057 3.28
140.0494 C10H6N+ 2 140.0495 -0.86
141.0572 C10H7N+ 2 141.0573 -1.05
142.0526 C9H6N2+ 2 142.0525 0.6
142.0656 C10H8N+ 2 142.0651 3.48
153.0576 C11H7N+ 2 153.0573 2.27
154.0649 C11H8N+ 2 154.0651 -1.59
155.0602 C10H7N2+ 2 155.0604 -0.85
167.0605 C3H11N4O2S+ 3 167.0597 4.38
168.0679 C11H8N2+ 2 168.0682 -1.51
169.0764 C11H9N2+ 2 169.076 2.03
179.0608 C6H13NO3S+ 2 179.0611 -1.66
181.0762 C12H9N2+ 3 181.076 0.85
PK$NUM_PEAK: 42
PK$PEAK: m/z int. rel.int.
50.0152 1334824.5 72
51.023 5356200 291
53.0386 870487.8 47
63.0229 8300766 451
65.0386 4928716 267
67.042 634019.8 34
75.0229 6437562.5 349
77.0386 7442121.5 404
78.0338 847694.7 46
79.0417 1147586.9 62
87.0232 1188760.6 64
88.0308 3750603 203
89.0386 18353096 997
90.0465 3057001.2 166
91.0543 1031068.9 56
95.0491 2423849.5 131
101.0388 1452702.2 78
103.0544 709310.4 38
105.0449 2069433.2 112
113.0386 6227073 338
114.0466 4698456.5 255
115.0542 18384562 999
116.0495 1715257.5 93
117.0574 2147612.2 116
126.0463 1833998.1 99
127.0545 1865563.1 101
128.0495 4226537 229
129.045 2632425 143
129.0561 660140.7 35
132.0574 601044.6 32
140.0494 11483173 623
141.0572 2874344.2 156
142.0526 1002762.4 54
142.0656 746805.7 40
153.0576 710452.6 38
154.0649 2278739.2 123
155.0602 3324559.5 180
167.0605 889695.1 48
168.0679 2349675 127
169.0764 1347992.2 73
179.0608 1224891.8 66
181.0762 7911499.5 429
//
