ACCESSION: MSBNK-CASMI_2016-SM818951
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 NEGATIVE
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 10.864 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 421.1549
MS$FOCUSED_ION: PRECURSOR_M/Z 421.1549
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$SPLASH: splash10-00fr-0900700000-fef78a7f52d4aa515bb4
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  113.9981 C7NO- 1 113.9985 -3.44
  127.0065 C8HNO- 2 127.0064 0.82
  140.0145 C6H5ClN2- 2 140.0147 -1.07
  141.9938 C5H3ClN2O- 1 141.9939 -1.15
  155.0381 C7H8ClN2- 2 155.0381 -0.17
  156.0459 C7H9ClN2- 2 156.046 -0.59
  157.0538 C7H10ClN2- 2 157.0538 -0.14
  165.0709 C13H9- 1 165.071 -0.48
  169.0537 C8H10ClN2- 2 169.0538 -0.42
  174.0196 C4H5ClN5O- 1 174.0188 4.53
  177.0708 C14H9- 1 177.071 -0.73
  178.0788 C14H10- 1 178.0788 0.19
  179.0866 C14H11- 1 179.0866 -0.18
  180.0579 C13H8O- 2 180.0581 -0.66
  185.0487 C8H10ClN2O- 1 185.0487 -0.31
  187.0643 C8H12ClN2O- 1 187.0644 -0.13
  188.0357 C7H9ClN2O2- 1 188.0358 -0.69
  193.0659 C14H9O- 2 193.0659 -0.03
  195.0815 C14H11O- 2 195.0815 -0.18
  207.0922 C14H11N2- 1 207.0928 -2.94
  216.081 C16H10N- 1 216.0819 -3.87
  223.0767 C12H14ClNO- 1 223.0769 -0.87
  241.0777 C17H9N2- 1 241.0771 2.32
  259.1365 C19H17N- 1 259.1366 -0.49
  270.1169 C19H14N2- 2 270.1162 2.27
  272.1446 C20H18N- 1 272.1445 0.32
  277.0533 C20H7NO- 3 277.0533 -0.17
  291.0693 C18H12ClN2- 2 291.0694 -0.48
  292.0779 C18H13ClN2- 2 292.0773 2.08
  297.138 C15H22ClN2O2- 1 297.1375 1.56
  299.1556 C21H19N2- 1 299.1554 0.75
  320.1082 C20H17ClN2- 2 320.1086 -1.05
  333.1173 C21H18ClN2- 1 333.1164 2.62
  335.1321 C21H20ClN2- 1 335.132 0.07
  363.1389 C21H20ClN4- 1 363.1382 1.85
  393.1492 C22H22ClN4O- 1 393.1488 1.08
  421.1551 C22H22ClN6O- 1 421.1549 0.39
PK$NUM_PEAK: 37
PK$PEAK: m/z int. rel.int.
  113.9981 91743.6 27
  127.0065 1511128.1 446
  140.0145 14864 4
  141.9938 4345.8 1
  155.0381 208401.9 61
  156.0459 29798.7 8
  157.0538 821844.6 242
  165.0709 29134 8
  169.0537 3448.1 1
  174.0196 3806.5 1
  177.0708 5250.5 1
  178.0788 4188.8 1
  179.0866 824121.4 243
  180.0579 7678.8 2
  185.0487 33919.3 10
  187.0643 471816.7 139
  188.0357 36806.3 10
  193.0659 65403.4 19
  195.0815 155068.6 45
  207.0922 5084.1 1
  216.081 6704.1 1
  223.0767 7320.1 2
  241.0777 4269.3 1
  259.1365 4340.9 1
  270.1169 3957.8 1
  272.1446 59887.7 17
  277.0533 13860.7 4
  291.0693 43232 12
  292.0779 13754.2 4
  297.138 4045.9 1
  299.1556 24663 7
  320.1082 32689 9
  333.1173 5317.5 1
  335.1321 157783.7 46
  363.1389 50158.7 14
  393.1492 48454.7 14
  421.1551 3381857.5 999
//