ACCESSION: MSBNK-CASMI_2016-SM860752
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 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 10.849 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$SPLASH: splash10-00fr-0900600000-c62f0db44e17f79e0c70
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  113.9982 C7NO- 1 113.9985 -3.11
  127.0066 C8HNO- 2 127.0064 1.49
  140.0144 C9H2NO- 2 140.0142 1.32
  155.0018 C6H4ClN2O- 1 155.0018 0.48
  155.0382 C7H8ClN2- 2 155.0381 0.42
  156.0461 C7H9ClN2- 2 156.046 0.68
  157.0539 C7H10ClN2- 2 157.0538 0.35
  165.071 C13H9- 1 165.071 0.17
  177.0712 C14H9- 1 177.071 1
  179.0867 C14H11- 1 179.0866 0.34
  180.0579 C13H8O- 2 180.0581 -0.75
  185.0489 C8H10ClN2O- 1 185.0487 0.76
  187.0644 C8H12ClN2O- 1 187.0644 0.28
  188.0358 C7H9ClN2O2- 1 188.0358 -0.04
  193.066 C14H9O- 2 193.0659 0.68
  195.0816 C14H11O- 2 195.0815 0.13
  207.0931 C14H11N2- 1 207.0928 1.41
  216.0824 C16H10N- 1 216.0819 2.27
  223.0764 C12H14ClNO- 2 223.0769 -2.44
  229.0782 C15H14Cl- 2 229.079 -3.2
  230.0977 C17H12N- 1 230.0975 0.81
  241.0774 C17H9N2- 1 241.0771 1.18
  272.1446 C20H18N- 1 272.1445 0.54
  277.0537 C17H10ClN2- 2 277.0538 -0.28
  291.0694 C18H12ClN2- 2 291.0694 -0.27
  292.0781 C18H13ClN2- 2 292.0773 2.92
  299.1556 C21H19N2- 1 299.1554 0.75
  320.1079 C20H17ClN2- 2 320.1086 -2
  333.1174 C21H18ClN2- 1 333.1164 2.9
  335.1322 C21H20ClN2- 1 335.132 0.43
  363.1387 C21H20ClN4- 1 363.1382 1.26
  393.1492 C22H22ClN4O- 1 393.1488 1.08
  421.1552 C22H22ClN6O- 1 421.1549 0.61
PK$NUM_PEAK: 33
PK$PEAK: m/z int. rel.int.
  113.9982 186715.7 29
  127.0066 3007561.2 471
  140.0144 8149.1 1
  155.0018 24633.3 3
  155.0382 439645.8 68
  156.0461 68879.9 10
  157.0539 1554404.9 243
  165.071 31138.9 4
  177.0712 6392 1
  179.0867 1592211.5 249
  180.0579 16611.3 2
  185.0489 43712.1 6
  187.0644 924270.6 144
  188.0358 65418.6 10
  193.066 127187.2 19
  195.0816 288879.4 45
  207.0931 8142 1
  216.0824 10794.8 1
  223.0764 9628.8 1
  229.0782 6428.8 1
  230.0977 7400.2 1
  241.0774 9447.5 1
  272.1446 111553.6 17
  277.0537 25186 3
  291.0694 97362.2 15
  292.0781 10435.8 1
  299.1556 60928.1 9
  320.1079 52888.6 8
  333.1174 7079.7 1
  335.1322 305860.8 47
  363.1387 88350.3 13
  393.1492 82339.8 12
  421.1552 6373141.5 999
//