ACCESSION: MSBNK-Eawag-EQ01151505
RECORD_TITLE: Losartan-carboxylic acid; LC-ESI-QFT; MS2; CE: 75%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$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: splash10-0k9x-0920000000-90e10fe61cdf902f9f3b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
67.0416 C4H5N+ 1 67.0417 -0.59
77.0386 C6H5+ 1 77.0386 -0.03
80.0496 C5H6N+ 1 80.0495 1.12
95.0492 C6H7O+ 2 95.0491 0.27
105.0446 C6H5N2+ 1 105.0447 -0.91
115.0543 C9H7+ 1 115.0542 0.46
129.0447 C8H5N2+ 1 129.0447 -0.16
129.0704 C10H9+ 1 129.0699 4.17
140.0493 C10H6N+ 1 140.0495 -1.29
151.0543 C12H7+ 1 151.0542 0.23
152.062 C12H8+ 1 152.0621 -0.15
153.0698 C12H9+ 1 153.0699 -0.64
154.0654 C11H8N+ 1 154.0651 1.78
155.0602 C10H7N2+ 1 155.0604 -1.15
157.0529 C7H10ClN2+ 2 157.0527 1.37
163.0544 C13H7+ 1 163.0542 0.86
164.0621 C13H8+ 1 164.0621 0.03
166.0657 C12H8N+ 1 166.0651 3.39
167.073 C12H9N+ 1 167.073 0.18
168.0684 C11H8N2+ 1 168.0682 1.03
169.0651 C12H9O+ 2 169.0648 1.6
177.0547 C7H12ClNO2+ 1 177.0551 -2.07
178.0785 C14H10+ 1 178.0777 4.39
180.0807 C13H10N+ 1 180.0808 -0.61
185.0479 C8H10ClN2O+ 2 185.0476 1.46
189.0578 C14H7N+ 1 189.0573 2.74
190.0651 C14H8N+ 1 190.0651 -0.31
191.0731 C14H9N+ 1 191.073 0.74
192.0681 C13H8N2+ 1 192.0682 -0.27
203.0584 C8H12ClN2O2+ 1 203.0582 0.86
205.076 C14H9N2+ 1 205.076 -0.08
206.0837 C14H10N2+ 1 206.0838 -0.6
207.0914 C14H11N2+ 1 207.0917 -1.1
PK$NUM_PEAK: 33
PK$PEAK: m/z int. rel.int.
67.0416 167817.5 15
77.0386 982291.1 93
80.0496 494776.1 47
95.0492 145142.9 13
105.0446 570535.9 54
115.0543 455855.6 43
129.0447 295813.5 28
129.0704 190198 18
140.0493 1505879.9 143
151.0543 792711.4 75
152.062 3629479.2 344
153.0698 7997386.5 759
154.0654 435590.5 41
155.0602 200238.4 19
157.0529 252229.9 23
163.0544 1872269.2 177
164.0621 461214 43
166.0657 452724.1 43
167.073 754207.4 71
168.0684 420956.9 39
169.0651 344808.3 32
177.0547 147095.3 13
178.0785 7178332.5 682
180.0807 9798693 931
185.0479 404341.2 38
189.0578 275541.7 26
190.0651 10513930 999
191.0731 2742617 260
192.0681 5276924.5 501
203.0584 550585.2 52
205.076 5708653.5 542
206.0837 4846693.5 460
207.0914 1625165.8 154
//
