ACCESSION: MSBNK-Eawag-EQ01151508
RECORD_TITLE: Losartan-carboxylic acid; LC-ESI-QFT; MS2; CE: 150%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 150 % (nominal)
AC$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-1900000000-24b926515b7357f975c5
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0153 C4H2+ 1 50.0151 3.4
51.0229 C4H3+ 1 51.0229 -1.09
52.0181 C3H2N+ 1 52.0182 -1.47
53.0386 C4H5+ 1 53.0386 0.29
63.0228 C5H3+ 1 63.0229 -1.89
65.0386 C5H5+ 1 65.0386 1.07
75.0229 C6H3+ 1 75.0229 -0.55
77.0385 C6H5+ 1 77.0386 -1.12
78.0464 C6H6+ 1 78.0464 0.62
80.0495 C5H6N+ 1 80.0495 0.07
87.0231 C7H3+ 1 87.0229 2.1
88.0305 C7H4+ 1 88.0308 -2.58
89.0384 C7H5+ 1 89.0386 -1.57
95.0491 C6H7O+ 1 95.0491 -0.29
99.0231 C8H3+ 1 99.0229 1.86
101.0384 C8H5+ 1 101.0386 -1.76
102.0337 C7H4N+ 1 102.0338 -0.87
102.0464 C8H6+ 1 102.0464 -0.3
105.0445 C6H5N2+ 1 105.0447 -1.85
113.0386 C9H5+ 1 113.0386 -0.06
114.0465 C9H6+ 1 114.0464 1.11
115.0543 C9H7+ 1 115.0542 0.33
125.0383 C10H5+ 1 125.0386 -2.19
126.0462 C10H6+ 1 126.0464 -1.85
127.054 C10H7+ 1 127.0542 -1.45
128.0623 C10H8+ 1 128.0621 1.68
129.0451 C8H5N2+ 1 129.0447 3.03
137.0385 C11H5+ 1 137.0386 -0.73
138.034 C10H4N+ 1 138.0338 1.31
138.0467 C11H6+ 1 138.0464 2.17
139.0542 C11H7+ 1 139.0542 -0.13
140.0493 C10H6N+ 1 140.0495 -0.97
150.0463 C12H6+ 1 150.0464 -0.59
151.0541 C12H7+ 1 151.0542 -0.57
152.062 C12H8+ 1 152.0621 -0.66
153.0574 C11H7N+ 1 153.0573 0.58
155.0605 C10H7N2+ 1 155.0604 0.52
161.0387 C13H5+ 1 161.0386 1.02
162.046 C13H6+ 1 162.0464 -2.26
163.0541 C13H7+ 1 163.0542 -0.54
164.0628 C13H8+ 1 164.0621 4.68
165.0706 C13H9+ 1 165.0699 4.3
169.0648 C12H9O+ 2 169.0648 -0.12
176.0621 C14H8+ 1 176.0621 0.09
177.0555 C7H12ClNO2+ 1 177.0551 2.42
188.0495 C14H6N+ 1 188.0495 0.39
189.0573 C14H7N+ 1 189.0573 -0.25
190.0653 C14H8N+ 1 190.0651 1.05
205.0766 C14H9N2+ 1 205.076 2.67
PK$NUM_PEAK: 49
PK$PEAK: m/z int. rel.int.
50.0153 180009 20
51.0229 1783065 202
52.0181 162920.6 18
53.0386 327707.6 37
63.0228 773516.1 88
65.0386 366832.1 41
75.0229 864438.3 98
77.0385 2153002 245
78.0464 275040 31
80.0495 231608.4 26
87.0231 421445.1 47
88.0305 230134.7 26
89.0384 1065315.4 121
95.0491 641506 73
99.0231 193268.8 22
101.0384 246178.1 28
102.0337 212018.5 24
102.0464 625458.9 71
105.0445 610461.1 69
113.0386 1546755.4 176
114.0465 509383 57
115.0543 1103946.9 125
125.0383 584497.2 66
126.0462 1341935.5 152
127.054 1090386.6 124
128.0623 748651.4 85
129.0451 171419.4 19
137.0385 764974.4 87
138.034 206824.5 23
138.0467 445428.5 50
139.0542 1664683.9 189
140.0493 1982924 225
150.0463 2915521.5 331
151.0541 4991905 568
152.062 8775668 999
153.0574 305136 34
155.0605 677221.4 77
161.0387 178045.6 20
162.046 624967.6 71
163.0541 3610868.5 411
164.0628 431007.7 49
165.0706 757799.9 86
169.0648 1679988.4 191
176.0621 3049026.8 347
177.0555 1415218.1 161
188.0495 943514.6 107
189.0573 519479 59
190.0653 1607741 183
205.0766 784197.8 89
//
