ACCESSION: MSBNK-CASMI_2016-SM860702
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 8607

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)N1CC1=CC=C(C=C1)C1=C(C=CC=C1)C1=NNN=N1
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 10.866 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 416.9898
MS$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$SPLASH: splash10-0a4i-0591300000-32a922edf20b3eb76950
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  77.0387 C6H5+ 1 77.0386 1.41
  79.0542 C6H7+ 1 79.0542 -0.24
  80.0495 C5H6N+ 1 80.0495 -0.09
  83.0855 C6H11+ 1 83.0855 -0.49
  95.0491 C6H7O+ 1 95.0491 -0.77
  102.0105 C4H5ClN+ 2 102.0105 -0.23
  105.0446 C6H5N2+ 1 105.0447 -0.92
  108.0807 C7H10N+ 1 108.0808 -0.34
  115.0055 C7HNO+ 2 115.0053 1.82
  115.0543 C9H7+ 1 115.0542 0.54
  129.0213 C5H6ClN2+ 2 129.0214 -0.57
  129.0447 C8H5N2+ 1 129.0447 -0.38
  135.0916 C8H11N2+ 1 135.0917 -0.67
  140.0494 C10H6N+ 1 140.0495 -0.64
  142.0291 C6H7ClN2+ 2 142.0292 -0.55
  144.0574 C7H11ClN+ 2 144.0575 -0.14
  152.0619 C12H8+ 1 152.0621 -0.9
  153.0698 C12H9+ 1 153.0699 -0.67
  154.0651 C11H8N+ 1 154.0651 -0.13
  160.9734 C2ClN5O2+ 1 160.9735 -0.79
  163.0541 C13H7+ 1 163.0542 -0.88
  165.0697 C13H9+ 1 165.0699 -0.92
  166.0649 C12H8N+ 1 166.0651 -1.15
  166.0774 C13H10+ 1 166.0777 -2
  167.0729 C12H9N+ 1 167.073 -0.21
  168.0679 C11H8N2+ 1 168.0682 -1.8
  169.0646 C12H9O+ 2 169.0648 -0.85
  171.0682 C8H12ClN2+ 2 171.0684 -0.69
  177.0573 C13H7N+ 1 177.0573 0.17
  178.0652 C13H8N+ 1 178.0651 0.27
  178.0774 C14H10+ 1 178.0777 -1.8
  179.0603 C12H7N2+ 1 179.0604 -0.46
  179.0728 C13H9N+ 1 179.073 -0.64
  179.0854 C14H11+ 1 179.0855 -0.49
  180.0807 C13H10N+ 1 180.0808 -0.62
  181.0762 C12H9N2+ 1 181.076 0.77
  182.0599 C12H8NO+ 2 182.06 -0.53
  183.0681 C12H9NO+ 2 183.0679 1.16
  189.079 C8H14ClN2O+ 1 189.0789 0.57
  190.065 C14H8N+ 1 190.0651 -0.65
  191.0729 C14H9N+ 1 191.073 -0.47
  192.0681 C13H8N2+ 1 192.0682 -0.35
  192.0807 C14H10N+ 1 192.0808 -0.36
  194.06 C13H8NO+ 2 194.06 -0.27
  195.0916 C13H11N2+ 1 195.0917 -0.36
  196.0756 C13H10NO+ 2 196.0757 -0.46
  204.081 C15H10N+ 1 204.0808 1.02
  205.076 C14H9N2+ 1 205.076 -0.14
  206.0838 C14H10N2+ 1 206.0838 -0.19
  207.0916 C14H11N2+ 1 207.0917 -0.38
  208.0757 C14H10NO+ 2 208.0757 -0.19
  214.065 C16H8N+ 1 214.0651 -0.59
  216.0805 C16H10N+ 1 216.0808 -1.38
  218.0833 C15H10N2+ 1 218.0838 -2.63
  219.0916 C15H11N2+ 1 219.0917 -0.44
  229.0758 C16H9N2+ 1 229.076 -0.79
  231.0914 C16H11N2+ 1 231.0917 -1
  232.0993 C16H12N2+ 1 232.0995 -0.77
  233.1069 C16H13N2+ 1 233.1073 -1.79
  235.0977 C14H11N4+ 1 235.0978 -0.41
  239.118 C15H15N2O+ 2 239.1179 0.35
  241.076 C17H9N2+ 1 241.076 -0.29
  242.0838 C17H10N2+ 1 242.0838 -0.26
  243.0917 C17H11N2+ 1 243.0917 -0.05
  254.0613 C15H11ClN2+ 2 254.0605 3.05
  257.0948 C17H11N3+ 2 257.0947 0.33
  258.1026 C17H12N3+ 1 258.1026 0.05
  259.0866 C17H11N2O+ 2 259.0866 0.15
  259.11 C17H13N3+ 1 259.1104 -1.4
  267.1241 C15H15N4O+ 2 267.124 0.34
  281.0949 C19H11N3+ 2 281.0947 0.54
  282.1025 C19H12N3+ 1 282.1026 -0.36
  294.0792 C17H13ClN3+ 3 294.0793 -0.33
  295.0634 C17H12ClN2O+ 1 295.0633 0.59
  295.1103 C20H13N3+ 2 295.1104 -0.28
  298.1212 C19H14N4+ 2 298.1213 -0.27
  299.1291 C19H15N4+ 2 299.1291 -0.1
  300.1128 C19H14N3O+ 3 300.1131 -1.03
  311.1291 C20H15N4+ 2 311.1291 -0.12
  324.1497 C22H18N3+ 1 324.1495 0.57
  341.1761 C22H21N4+ 1 341.1761 0.1
  348.139 C22H21ClN2+ 1 348.1388 0.58
  362.1417 C22H21ClN3+ 1 362.1419 -0.45
  365.153 C21H22ClN4+ 1 365.1528 0.55
  376.1449 C22H21ClN4+ 1 376.1449 -0.12
  377.1528 C22H22ClN4+ 1 377.1528 0.01
  380.153 C22H23ClN3O+ 1 380.1524 1.54
  393.159 C21H22ClN6+ 1 393.1589 0.18
  405.1589 C22H22ClN6+ 1 405.1589 -0.02
  423.1694 C22H24ClN6O+ 1 423.1695 -0.13
PK$NUM_PEAK: 90
PK$PEAK: m/z int. rel.int.
  77.0387 226577.2 3
  79.0542 882692.1 12
  80.0495 1114241.1 16
  83.0855 141177.1 2
  95.0491 405492.7 5
  102.0105 204587.4 2
  105.0446 172862.5 2
  108.0807 351628.1 5
  115.0055 272690.8 3
  115.0543 144216 2
  129.0213 491510.3 7
  129.0447 541453.2 7
  135.0916 671695.2 9
  140.0494 468528 6
  142.0291 2398267.8 34
  144.0574 232882.7 3
  152.0619 1123650.8 16
  153.0698 2479692.5 35
  154.0651 188144.8 2
  160.9734 72042.2 1
  163.0541 315477.4 4
  165.0697 1153881.6 16
  166.0649 264275.4 3
  166.0774 317339.5 4
  167.0729 858133.6 12
  168.0679 82129.4 1
  169.0646 425596.7 6
  171.0682 10097201 145
  177.0573 179407.7 2
  178.0652 1198818.5 17
  178.0774 1067325 15
  179.0603 235613.3 3
  179.0728 1916881.4 27
  179.0854 188151.8 2
  180.0807 18704328 270
  181.0762 211884.8 3
  182.0599 157865.4 2
  183.0681 162521.7 2
  189.079 469154.3 6
  190.065 5316131.5 76
  191.0729 796454.1 11
  192.0681 3772732.5 54
  192.0807 6870890 99
  194.06 901209 13
  195.0916 414523.5 5
  196.0756 2532412 36
  204.081 185772.6 2
  205.076 6586000 95
  206.0838 14639277 211
  207.0916 69139776 999
  208.0757 1322339.2 19
  214.065 790136.5 11
  216.0805 441859.4 6
  218.0833 244594.4 3
  219.0916 313855.9 4
  229.0758 77346.5 1
  231.0914 557581 8
  232.0993 272737.3 3
  233.1069 82431.9 1
  235.0977 4279513.5 61
  239.118 76776 1
  241.076 1445182.2 20
  242.0838 451966.5 6
  243.0917 544190.1 7
  254.0613 267909.8 3
  257.0948 191571.4 2
  258.1026 3790539 54
  259.0866 1765277.9 25
  259.11 216234.8 3
  267.1241 87310.1 1
  281.0949 814887.6 11
  282.1025 1216543.8 17
  294.0792 471844.1 6
  295.0634 279925.8 4
  295.1103 266475.3 3
  298.1212 743699.1 10
  299.1291 150281.9 2
  300.1128 74758.1 1
  311.1291 149486.8 2
  324.1497 1256328.2 18
  341.1761 2855322.2 41
  348.139 140329.1 2
  362.1417 1892120.9 27
  365.153 177212.7 2
  376.1449 162711.3 2
  377.1528 17596076 254
  380.153 69667.6 1
  393.159 194292.1 2
  405.1589 38527016 556
  423.1694 9318669 134
//