ACCESSION: MSBNK-Eawag-EQ01151509
RECORD_TITLE: Losartan-carboxylic acid; 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 180 % (nominal)
AC$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-5900000000-fe489b26c9ce2010b19f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.015 C4H2+ 1 50.0151 -1.78
51.0229 C4H3+ 1 51.0229 -0.27
52.0181 C3H2N+ 1 52.0182 -1.39
53.0386 C4H5+ 1 53.0386 -0.14
62.0152 C5H2+ 1 62.0151 1.69
63.0228 C5H3+ 1 63.0229 -1.41
65.0385 C5H5+ 1 65.0386 -0.92
74.0149 C6H2+ 1 74.0151 -2.47
75.0228 C6H3+ 1 75.0229 -1.47
76.0182 C5H2N+ 1 76.0182 0.96
76.0307 C6H4+ 1 76.0308 -0.79
77.0385 C6H5+ 1 77.0386 -0.52
78.0466 C6H6+ 1 78.0464 2.47
87.0228 C7H3+ 1 87.0229 -1.67
88.0306 C7H4+ 1 88.0308 -1.36
89.0384 C7H5+ 1 89.0386 -1.49
95.0489 C6H7O+ 1 95.0491 -2.21
99.0229 C8H3+ 1 99.0229 -0.69
101.0387 C8H5+ 1 101.0386 0.81
102.0462 C8H6+ 1 102.0464 -2.32
105.0444 C6H5N2+ 1 105.0447 -2.87
113.0384 C9H5+ 1 113.0386 -1.68
114.0464 C9H6+ 1 114.0464 -0.43
115.0541 C9H7+ 1 115.0542 -1.13
125.0385 C10H5+ 1 125.0386 -0.66
126.0463 C10H6+ 1 126.0464 -1.06
127.0543 C10H7+ 1 127.0542 0.23
128.0621 C10H8+ 1 128.0621 0.72
129.0451 C8H5N2+ 1 129.0447 2.79
137.0385 C11H5+ 1 137.0386 -0.39
138.0341 C10H4N+ 1 138.0338 2.19
138.0465 C11H6+ 1 138.0464 0.4
139.0541 C11H7+ 1 139.0542 -0.68
140.0493 C10H6N+ 1 140.0495 -1.51
149.0388 C12H5+ 1 149.0386 1.23
150.0463 C12H6+ 1 150.0464 -0.59
151.0543 C12H7+ 1 151.0542 0.44
152.062 C12H8+ 1 152.0621 -0.66
155.0604 C10H7N2+ 1 155.0604 0.33
161.0382 C13H5+ 1 161.0386 -2.39
162.0463 C13H6+ 1 162.0464 -0.56
163.0542 C13H7+ 1 163.0542 0.11
165.0705 C13H9+ 1 165.0699 3.74
169.0646 C12H9O+ 2 169.0648 -1.38
176.0622 C14H8+ 1 176.0621 0.87
179.0607 C12H7N2+ 1 179.0604 1.86
188.0495 C14H6N+ 1 188.0495 -0.02
190.0659 C14H8N+ 1 190.0651 4.26
PK$NUM_PEAK: 48
PK$PEAK: m/z int. rel.int.
50.015 768576.2 173
51.0229 2193332.2 496
52.0181 149160.6 33
53.0386 206708.6 46
62.0152 427902.8 96
63.0228 2208684.8 499
65.0385 716721.5 162
74.0149 799576.5 180
75.0228 1689466.5 382
76.0182 168738.3 38
76.0307 547864.8 123
77.0385 2284252.5 516
78.0466 373743.2 84
87.0228 985491 223
88.0306 451477.5 102
89.0384 1667085.8 377
95.0489 750053.3 169
99.0229 522335.6 118
101.0387 194019.6 43
102.0462 927849.7 209
105.0444 572246.2 129
113.0384 1602481.2 362
114.0464 203477.8 46
115.0541 1049544.4 237
125.0385 740031.6 167
126.0463 2017936.4 456
127.0543 484979.9 109
128.0621 368852.3 83
129.0451 287484.9 65
137.0385 892695.2 202
138.0341 186297.4 42
138.0465 212540 48
139.0541 953742.3 215
140.0493 820929.4 185
149.0388 283319.2 64
150.0463 4414094.5 999
151.0543 2517238.5 569
152.062 2866539.5 648
155.0604 363715.4 82
161.0382 321649.1 72
162.0463 665724.6 150
163.0542 2149395 486
165.0705 281292.2 63
169.0646 1383791.9 313
176.0622 1474957.6 333
179.0607 1083007.5 245
188.0495 608440.9 137
190.0659 231144.1 52
//
