ACCESSION: MSBNK-CASMI_2016-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, E. L.; Ruttkies, C.; Krauss, M.; Brouard, C.; Kind, T.; Dührkop, K.; Allen, F.; Vaniya, A.; Verdegem, D.; Böcker, S.; et al. Critical Assessment of Small Molecule Identification 2016: Automated Methods. Journal of Cheminformatics 2017, 9 (1). DOI:10.1186/s13321-017-0207-1
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$LINK: CHEMSPIDER 3824
CH$LINK: COMPTOX DTXSID7023227

AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$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$MASS_SPECTROMETRY: COLLISION_ENERGY 35 (nominal)
AC$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
//