MassBank Record: SM818901



 Losartan; LC-ESI-QFT; MS2; CE: 35 NCE; R=35000; [M+H]+ 
Mass Spectrum
Chemical Structure


ACCESSION: SM818901
RECORD_TITLE: Losartan; LC-ESI-QFT; MS2; CE: 35 NCE; R=35000; [M+H]+
DATE: 2016.12.12
AUTHORS: Krauss M, Schymanski EL, Weidauer C, Schupke H, UFZ and Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2016 UFZ/Eawag
PUBLICATION: Schymanski, EL et al. Critical Assessment of Small Molecule Identification 2016 - Automated Methods. Submitted.
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 8189

CH$NAME: Losartan CH$NAME: [2-butyl-5-chloro-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]imidazol-4-yl]methanol CH$COMPOUND_CLASS: N/A; Environmental Standard CH$FORMULA: C22H23ClN6O CH$EXACT_MASS: 422.16219 CH$SMILES: CCCCC1=NC(Cl)=C(CO)N1Cc1ccc(-c2ccccc2C2=NNN=N2)cc1 CH$IUPAC: InChI=1S/C22H23ClN6O/c1-2-3-8-20-24-21(23)19(14-30)29(20)13-15-9-11-16(12-10-15)17-6-4-5-7-18(17)22-25-27-28-26-22/h4-7,9-12,30H,2-3,8,13-14H2,1H3,(H,25,26,27,28) CH$LINK: CAS 114798-26-4 CH$LINK: CHEBI 6541 CH$LINK: KEGG C07072 CH$LINK: PUBCHEM CID:3961 CH$LINK: INCHIKEY PSIFNNKUMBGKDQ-UHFFFAOYSA-N CH$LINK: CHEMSPIDER 3824
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific AC$INSTRUMENT_TYPE: LC-ESI-QFT AC$MASS_SPECTROMETRY: MS_TYPE MS2 AC$MASS_SPECTROMETRY: IONIZATION ESI AC$MASS_SPECTROMETRY: ION_MODE POSITIVE AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD AC$MASS_SPECTROMETRY: COLLISION_ENERGY 35 (nominal) AC$MASS_SPECTROMETRY: RESOLUTION 35000 AC$CHROMATOGRAPHY: COLUMN_NAME Kinetex C18 EVO 2.6 um, 2.1x50 mm, precolumn 2.1x5 mm, Phenomenex AC$CHROMATOGRAPHY: FLOW_GRADIENT 95/5 at 0 min, 95/5 at 1 min, 0/100 at 13 min, 0/100 at 24 min AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min AC$CHROMATOGRAPHY: RETENTION_TIME 10.921 min AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 423.1695 MS$FOCUSED_ION: PRECURSOR_M/Z 423.1695 MS$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$DATA_PROCESSING: WHOLE RMassBank 2.3.1
PK$SPLASH: splash10-0a4i-0491300000-f4b08850a154cfc2117c PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm) 77.0388 C6H5+ 1 77.0386 3.29 79.0543 C6H7+ 1 79.0542 1.49 80.0495 C5H6N+ 1 80.0495 0.77 83.0856 C6H11+ 1 83.0855 1.07 95.0492 C6H7O+ 2 95.0491 1 102.0107 C4H5ClN+ 1 102.0105 1.56 108.0808 C7H10N+ 1 108.0808 0.58 115.0058 C4H4ClN2+ 2 115.0058 0.11 129.0215 C5H6ClN2+ 2 129.0214 0.85 129.0447 C8H5N2+ 1 129.0447 -0.5 135.0917 C8H11N2+ 1 135.0917 0.34 140.0493 C10H6N+ 1 140.0495 -1.29 142.0293 C6H7ClN2+ 2 142.0292 0.63 144.0575 C7H11ClN+ 2 144.0575 0.18 151.0546 C12H7+ 1 151.0542 2.19 152.0621 C12H8+ 1 152.0621 0.5 153.0699 C12H9+ 1 153.0699 0.43 154.0655 C11H8N+ 1 154.0651 2.45 163.0543 C13H7+ 1 163.0542 0.24 165.07 C13H9+ 1 165.0699 0.56 166.0652 C12H8N+ 1 166.0651 0.59 166.0778 C13H10+ 1 166.0777 0.48 167.073 C12H9N+ 1 167.073 0.16 169.065 C12H9O+ 2 169.0648 1.13 171.0684 C8H12ClN2+ 2 171.0684 0.39 177.0575 C13H7N+ 1 177.0573 1.03 178.0653 C13H8N+ 1 178.0651 0.96 178.0777 C14H10+ 1 178.0777 0 179.0606 C12H7N2+ 1 179.0604 1.5 179.073 C13H9N+ 1 179.073 0.38 179.0853 C14H11+ 1 179.0855 -1.26 180.0809 C13H10N+ 1 180.0808 0.57 183.0683 C9H12ClN2+ 2 183.0684 -0.33 189.0791 C8H14ClN2O+ 1 189.0789 1.05 190.0653 C14H8N+ 1 190.0651 0.72 191.0734 C14H9N+ 1 191.073 2.41 192.0683 C13H8N2+ 1 192.0682 0.37 192.0809 C14H10N+ 1 192.0808 0.51 194.0601 C13H8NO+ 2 194.06 0.12 195.0918 C13H11N2+ 1 195.0917 0.66 196.0758 C13H10NO+ 2 196.0757 0.78 205.0763 C14H9N2+ 1 205.076 1.13 206.0841 C14H10N2+ 1 206.0838 1 207.0918 C14H11N2+ 1 207.0917 0.72 208.0759 C14H10NO+ 2 208.0757 0.77 214.065 C16H8N+ 1 214.0651 -0.66 216.0807 C16H10N+ 1 216.0808 -0.53 218.084 C15H10N2+ 1 218.0838 0.8 219.092 C15H11N2+ 1 219.0917 1.58 229.0763 C16H9N2+ 1 229.076 1.27 231.0923 C16H11N2+ 1 231.0917 2.76 232.1 C16H12N2+ 1 232.0995 2.05 233.1079 C16H13N2+ 1 233.1073 2.27 235.098 C14H11N4+ 2 235.0978 0.89 241.0761 C17H9N2+ 1 241.076 0.47 242.0836 C17H10N2+ 1 242.0838 -1.08 243.0915 C17H11N2+ 1 243.0917 -0.67 244.1005 C16H17Cl+ 2 244.1013 -3.2 254.0606 C15H11ClN2+ 2 254.0605 0.22 257.0948 C17H11N3+ 1 257.0947 0.21 258.1029 C17H12N3+ 2 258.1026 1.12 259.0869 C14H14ClN3+ 2 259.0871 -0.55 259.1105 C17H13N3+ 2 259.1104 0.49 267.1244 C12H18ClN5+ 2 267.1245 -0.57 281.0951 C19H11N3+ 2 281.0947 1.19 282.1028 C19H12N3+ 2 282.1026 0.83 294.0794 C17H13ClN3+ 3 294.0793 0.4 295.0635 C17H12ClN2O+ 1 295.0633 0.79 295.1106 C20H13N3+ 2 295.1104 0.65 298.1217 C19H14N4+ 3 298.1213 1.26 299.1298 C19H15N4+ 3 299.1291 2.14 311.129 C20H15N4+ 2 311.1291 -0.51 314.1654 C21H20N3+ 1 314.1652 0.74 324.1499 C22H18N3+ 2 324.1495 1.04 341.1764 C22H21N4+ 1 341.1761 1.08 342.1601 C22H20N3O+ 3 342.1601 0.08 362.1422 C22H21ClN3+ 1 362.1419 0.98 377.1532 C22H22ClN4+ 1 377.1528 1.14 380.1535 C22H23ClN3O+ 1 380.1524 2.82 405.1593 C22H22ClN6+ 1 405.1589 1.11 423.1698 C22H24ClN6O+ 1 423.1695 0.88 PK$NUM_PEAK: 81 PK$PEAK: m/z int. rel.int. 77.0388 64705 1 79.0543 524542 11 80.0495 657698.2 14 83.0856 78746 1 95.0492 181182.1 4 102.0107 73816.7 1 108.0808 150732.1 3 115.0058 79810.4 1 129.0215 260557 5 129.0447 332963.9 7 135.0917 318486.6 7 140.0493 337145.9 7 142.0293 1223456.1 27 144.0575 55955.1 1 151.0546 78747.4 1 152.0621 594806.4 13 153.0699 1249259.1 27 154.0655 56648.1 1 163.0543 170631.2 3 165.07 514471.3 11 166.0652 175873.3 3 166.0778 151691.1 3 167.073 555956 12 169.065 217618.3 4 171.0684 5889024.5 130 177.0575 76372.9 1 178.0653 729562.4 16 178.0777 518748 11 179.0606 143739.8 3 179.073 1096254.5 24 179.0853 57415 1 180.0809 10472278 232 183.0683 74112.2 1 189.0791 343976.2 7 190.0653 3034104.5 67 191.0734 337483.2 7 192.0683 2172182 48 192.0809 3599839.8 79 194.0601 491433.6 10 195.0918 282207.7 6 196.0758 1422387.9 31 205.0763 3915109 86 206.0841 8486777 188 207.0918 45048068 999 208.0759 702701.9 15 214.065 413259.2 9 216.0807 300093 6 218.084 76451.8 1 219.092 139060.2 3 229.0763 64117.9 1 231.0923 248697.2 5 232.1 136372.8 3 233.1079 57095 1 235.098 3031424 67 241.0761 794496.1 17 242.0836 327243.7 7 243.0915 331356 7 244.1005 49749.3 1 254.0606 74660.2 1 257.0948 180080.9 3 258.1029 2340918.2 51 259.0869 1233163 27 259.1105 164094.3 3 267.1244 77149.1 1 281.0951 613098.2 13 282.1028 669351.1 14 294.0794 334930.5 7 295.0635 167732 3 295.1106 163100.3 3 298.1217 404701.2 8 299.1298 115525 2 311.129 47822.6 1 314.1654 57887.1 1 324.1499 853982.2 18 341.1764 1941302.2 43 342.1601 76503.7 1 362.1422 1401660.9 31 377.1532 10237564 227 380.1535 67814.4 1 405.1593 23804030 527 423.1698 5329694.5 118 //