ACCESSION: MSBNK-Eawag-EQ01152906
RECORD_TITLE: Hydroxytorasemide; LC-ESI-QFT; MS2; CE: 90%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 % (nominal)
AC$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-0900000000-4d470d39abbcd4700f40
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
67.0416 C4H5N+ 1 67.0417 -0.14
81.0446 C4H5N2+ 1 81.0447 -1.37
89.0382 C7H5+ 1 89.0386 -3.97
98.0057 C4H4NS+ 1 98.0059 -1.77
103.0547 C8H7+ 1 103.0542 4.16
115.0543 C9H7+ 1 115.0542 0.53
116.0494 C8H6N+ 1 116.0495 -0.35
117.0578 C8H7N+ 2 117.0573 4.36
124.0094 C5H4N2S+ 1 124.009 3.24
125.0169 C5H5N2S+ 1 125.0168 1.1
127.0546 C10H7+ 1 127.0542 3.23
128.0498 C9H6N+ 2 128.0495 2.18
130.0655 C9H8N+ 2 130.0651 3.12
137.0167 C6H5N2S+ 1 137.0168 -0.34
140.0495 C10H6N+ 3 140.0495 0.12
141.0574 C10H7N+ 3 141.0573 0.36
142.0652 C10H8N+ 2 142.0651 0.47
145.0647 C10H9O+ 2 145.0648 -0.51
146.06 C9H8NO+ 2 146.06 -0.47
150.0249 C7H6N2S+ 1 150.0246 2.1
152.0042 C6H4N2OS+ 1 152.0039 1.95
154.0649 C11H8N+ 2 154.0651 -1.19
155.0605 C10H7N2+ 2 155.0604 1.11
156.0679 C10H8N2+ 2 156.0682 -1.71
157.076 C10H9N2+ 3 157.076 0.06
167.0603 C3H11N4O2S+ 3 167.0597 3.37
168.0683 C11H8N2+ 3 168.0682 0.76
169.0761 C11H9N2+ 3 169.076 0.59
179.0607 C6H13NO3S+ 2 179.0611 -1.83
180.068 C12H8N2+ 3 180.0682 -0.94
181.0761 C12H9N2+ 3 181.076 0.6
182.084 C12H10N2+ 3 182.0838 0.86
184.0629 C11H8N2O+ 2 184.0631 -1.32
185.0707 C11H9N2O+ 2 185.0709 -1.3
187.0324 C10H7N2S+ 1 187.0324 -0.42
189.0488 C10H9N2S+ 1 189.0481 3.57
197.0709 C12H9N2O+ 3 197.0709 -0.17
199.0868 C12H11N2O+ 3 199.0866 0.92
200.041 C11H8N2S+ 1 200.0403 3.62
215.0815 C12H11N2O2+ 2 215.0815 -0.09
216.0347 C11H8N2OS+ 1 216.0352 -2.39
233.039 C11H9N2O2S+ 1 233.0379 4.44
PK$NUM_PEAK: 42
PK$PEAK: m/z int. rel.int.
67.0416 1942615.5 31
81.0446 1201576.5 19
89.0382 814920.2 13
98.0057 1382755.5 22
103.0547 462865.8 7
115.0543 21167832 347
116.0494 801203.6 13
117.0578 946362.1 15
124.0094 547810.2 8
125.0169 3817756 62
127.0546 1295241 21
128.0498 4034762.8 66
130.0655 620082 10
137.0167 1494789.6 24
140.0495 1634519.4 26
141.0574 1177768.2 19
142.0652 7658240 125
145.0647 472091.9 7
146.06 1037634.5 17
150.0249 510857.8 8
152.0042 1365266 22
154.0649 5109584.5 83
155.0605 3241479.8 53
156.0679 1138267.9 18
157.076 804114.2 13
167.0603 1513050.2 24
168.0683 27876796 457
169.0761 60853020 999
179.0607 912204 14
180.068 1561982.2 25
181.0761 25727054 422
182.084 6575635.5 107
184.0629 1835513.2 30
185.0707 2232756.2 36
187.0324 2157348.5 35
189.0488 1576294.4 25
197.0709 4410131 72
199.0868 12040849 197
200.041 592048.6 9
215.0815 1242166.1 20
216.0347 586089.8 9
233.039 1213378.1 19
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