ACCESSION: MSBNK-Eawag-EQ01151507
RECORD_TITLE: Losartan-carboxylic acid; 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 11515
CH$NAME: Losartan-carboxylic acid
CH$NAME: Losartan carboxylic acid
CH$NAME: 2-butyl-5-chloro-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]imidazole-4-carboxylic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C22H21ClN6O2
CH$EXACT_MASS: 436.1414516
CH$SMILES: CCCCC1=NC(=C(N1CC2=CC=C(C=C2)C3=CC=CC=C3C4=NNN=N4)C(=O)O)Cl
CH$IUPAC: InChI=1S/C22H21ClN6O2/c1-2-3-8-18-24-20(23)19(22(30)31)29(18)13-14-9-11-15(12-10-14)16-6-4-5-7-17(16)21-25-27-28-26-21/h4-7,9-12H,2-3,8,13H2,1H3,(H,30,31)(H,25,26,27,28)
CH$LINK: CHEBI
74125
CH$LINK: PUBCHEM
CID:108185
CH$LINK: INCHIKEY
ZEUXAIYYDDCIRX-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
97264
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$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-467
AC$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$CHROMATOGRAPHY: RETENTION_TIME 8.222 min
MS$FOCUSED_ION: BASE_PEAK 437.1482
MS$FOCUSED_ION: PRECURSOR_M/Z 437.1487
MS$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: splash10-0udi-0900000000-99f5d69d45e925e346a7
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
51.023 C4H3+ 1 51.0229 0.48
53.0387 C4H5+ 1 53.0386 1.95
63.0232 C5H3+ 1 63.0229 4.46
75.0231 C6H3+ 1 75.0229 2.4
77.0385 C6H5+ 1 77.0386 -0.52
80.0496 C5H6N+ 1 80.0495 1.31
89.0388 C7H5+ 1 89.0386 2.97
95.0493 C6H7O+ 2 95.0491 1.24
102.034 C7H4N+ 1 102.0338 1.22
105.0449 C6H5N2+ 1 105.0447 1.63
113.0389 C9H5+ 1 113.0386 3.05
114.0465 C9H6+ 1 114.0464 0.84
115.0541 C9H7+ 1 115.0542 -1.4
116.0496 C8H6N+ 1 116.0495 1.42
125.0387 C10H5+ 1 125.0386 1.04
126.0466 C10H6+ 1 126.0464 1.48
127.0541 C10H7+ 1 127.0542 -0.79
128.0623 C10H8+ 1 128.0621 1.56
129.0442 C8H5N2+ 1 129.0447 -3.95
137.0385 C11H5+ 1 137.0386 -0.28
138.0466 C11H6+ 1 138.0464 1.51
139.0539 C11H7+ 1 139.0542 -2.22
140.0494 C10H6N+ 1 140.0495 -0.64
140.0625 C11H8+ 1 140.0621 3.37
141.0573 C10H7N+ 1 141.0573 0.03
145.0649 C10H9O+ 2 145.0648 0.86
150.0464 C12H6+ 1 150.0464 0.12
151.0542 C12H7+ 1 151.0542 -0.17
152.062 C12H8+ 1 152.0621 -0.15
153.0571 C11H7N+ 1 153.0573 -1.61
153.0701 C12H9+ 1 153.0699 1.66
154.0651 C11H8N+ 1 154.0651 -0.1
155.0602 C10H7N2+ 1 155.0604 -1.35
162.0467 C13H6+ 1 162.0464 2.07
163.0542 C13H7+ 1 163.0542 0.11
165.0565 C12H7N+ 1 165.0573 -4.65
166.0653 C12H8N+ 1 166.0651 1.09
169.0651 C12H9O+ 2 169.0648 1.6
176.0622 C14H8+ 1 176.0621 0.69
178.0651 C13H8N+ 1 178.0651 0.13
180.0809 C13H10N+ 1 180.0808 0.66
188.0497 C14H6N+ 1 188.0495 0.96
189.057 C14H7N+ 1 189.0573 -1.7
190.0651 C14H8N+ 1 190.0651 -0.07
192.0681 C13H8N2+ 1 192.0682 -0.51
196.0764 C10H13ClN2+ 2 196.0762 1.29
205.0761 C14H9N2+ 1 205.076 0.29
PK$NUM_PEAK: 47
PK$PEAK: m/z int. rel.int.
51.023 817393.9 67
53.0387 199472 16
63.0232 135602.1 11
75.0231 122250.6 10
77.0385 1476530.8 121
80.0496 331184.8 27
89.0388 337898.8 27
95.0493 431638.4 35
102.034 235085.9 19
105.0449 492997.4 40
113.0389 457659.7 37
114.0465 315825.8 25
115.0541 967605.6 79
116.0496 157893 12
125.0387 226083.8 18
126.0466 276402.5 22
127.0541 997322.9 81
128.0623 509878.6 41
129.0442 149240.8 12
137.0385 118011.7 9
138.0466 589596.4 48
139.0539 888285.2 72
140.0494 1942832.6 159
140.0625 198835.1 16
141.0573 182659.2 14
145.0649 236103.9 19
150.0464 878663.4 72
151.0542 3465367.5 284
152.062 12184281 999
153.0571 301554.8 24
153.0701 932969.8 76
154.0651 166979.6 13
155.0602 902319.9 73
162.0467 240422.8 19
163.0542 3581340.2 293
165.0565 386893.6 31
166.0653 481446.2 39
169.0651 1168530.9 95
176.0622 1865282.6 152
178.0651 1655723.1 135
180.0809 354784.5 29
188.0497 557033.3 45
189.057 665065.3 54
190.0651 4258616 349
192.0681 484220 39
196.0764 138488 11
205.0761 3301705.5 270
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