ACCESSION: MSBNK-Eawag-EQ01151506
RECORD_TITLE: Losartan-carboxylic acid; 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 % (nominal)
AC$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: splash10-0zfu-0920000000-cc63fbd0383c21d9d310
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
51.0229 C4H3+ 1 51.0229 -0.34
67.0418 C4H5N+ 1 67.0417 2.6
77.0386 C6H5+ 1 77.0386 0.17
80.0493 C5H6N+ 1 80.0495 -1.93
91.0545 C7H7+ 1 91.0542 2.46
95.0493 C6H7O+ 2 95.0491 1.96
105.0448 C6H5N2+ 1 105.0447 1.05
115.0544 C9H7+ 1 115.0542 1.92
116.0495 C8H6N+ 1 116.0495 0.44
127.0546 C10H7+ 1 127.0542 2.87
128.0621 C10H8+ 1 128.0621 0.61
129.0443 C8H5N2+ 1 129.0447 -3.35
138.0465 C11H6+ 1 138.0464 0.96
139.0545 C11H7+ 1 139.0542 1.95
140.0496 C10H6N+ 1 140.0495 1
140.0626 C11H8+ 1 140.0621 3.7
141.0571 C10H7N+ 1 141.0573 -1.27
141.0698 C11H9+ 1 141.0699 -0.42
145.0653 C10H9O+ 2 145.0648 3.28
151.0541 C12H7+ 1 151.0542 -0.57
152.062 C12H8+ 1 152.0621 -0.55
153.0699 C12H9+ 1 153.0699 -0.14
157.0533 C7H10ClN2+ 1 157.0527 3.99
163.0542 C13H7+ 1 163.0542 -0.45
166.0647 C12H8N+ 1 166.0651 -2.77
167.0729 C12H9N+ 1 167.073 -0.55
168.0685 C11H8N2+ 1 168.0682 1.57
176.0618 C14H8+ 1 176.0621 -1.39
180.0806 C13H10N+ 1 180.0808 -0.87
181.077 C11H14Cl+ 1 181.0779 -4.45
185.0483 C8H10ClN2O+ 1 185.0476 3.6
190.0651 C14H8N+ 1 190.0651 -0.31
192.0682 C13H8N2+ 1 192.0682 -0.04
203.0587 C8H12ClN2O2+ 1 203.0582 2.43
205.0761 C14H9N2+ 1 205.076 0.21
206.0837 C14H10N2+ 1 206.0838 -0.6
207.0919 C14H11N2+ 1 207.0917 0.96
PK$NUM_PEAK: 37
PK$PEAK: m/z int. rel.int.
51.0229 242692.4 27
67.0418 215329.3 24
77.0386 1378309.4 157
80.0493 592376.7 67
91.0545 249293.9 28
95.0493 343465.2 39
105.0448 579647.8 66
115.0544 610755.6 69
116.0495 127324.6 14
127.0546 438090 50
128.0621 125652.6 14
129.0443 195897.7 22
138.0465 114347.8 13
139.0545 337726 38
140.0496 1667602.8 190
140.0626 235121.7 26
141.0571 184804 21
141.0698 164243.8 18
145.0653 156299.2 17
151.0541 1541832.8 176
152.062 7907737 903
153.0699 5538792 633
157.0533 250653.7 28
163.0542 2483048.2 283
166.0647 485059.1 55
167.0729 607035.4 69
168.0685 466215.2 53
176.0618 462835.6 52
180.0806 4215659 481
181.077 155052.6 17
185.0483 120638.4 13
190.0651 8740879 999
192.0682 3599470 411
203.0587 153743.6 17
205.0761 7245382 828
206.0837 1816677.1 207
207.0919 135803.6 15
//
