ACCESSION: MSBNK-Eawag-EQ279452
RECORD_TITLE: Losartan; LC-ESI-QFT; MS2; CE: 30; R=35000; [M-H]-
DATE: 2015.08.26
AUTHORS: Beck B, Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 2794

CH$NAME: Losartan
CH$NAME: [2-butyl-5-chloranyl-3-[[4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl]methyl]imidazol-4-yl]methanol
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₂₂H₂₃ClN₆O
CH$EXACT_MASS: 421.15436
CH$SMILES: Clc1nc(n(c1CO)Cc4ccc(c2ccccc2c3[nH]nnn3)cc4)CCCC
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$MASS_SPECTROMETRY: COLLISION_ENERGY 30 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 ul/min
AC$CHROMATOGRAPHY: RETENTION_TIME 9.0 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 421.1545
MS$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 1.9.6

PK$SPLASH: splash10-056r-0900000000-43bb8508cd1dbc71bcee
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  100.9912 C3H2ClN2- 1 100.9912 -0.09
  121.0773 C7H9N2- 1 121.0771 1.14
  127.0068 C5H4ClN2- 2 127.0068 -0.07
  155.0382 C7H8ClN2- 2 155.0381 0.33
  156.046 C7H9ClN2- 2 156.046 0.36
  157.0537 C7H10ClN2- 2 157.0538 -0.38
  165.0709 C13H9- 1 165.071 -0.51
  168.0459 C8H9ClN2- 2 168.046 -0.56
  169.054 C8H10ClN2- 2 169.0538 1.48
  177.0707 C14H9- 1 177.071 -1.55
  178.0784 C14H10- 1 178.0788 -2.24
  179.0866 C14H11- 1 179.0866 0.15
  180.058 C13H8O- 2 180.0581 -0.24
  184.0405 C8H9ClN2O- 1 184.0409 -1.95
  185.0487 C8H10ClN2O- 1 185.0487 -0.29
  187.0643 C8H12ClN2O- 1 187.0644 -0.24
  188.0357 C7H9ClN2O2- 1 188.0358 -0.45
  193.0657 C14H9O- 2 193.0659 -0.77
  194.0737 C14H10O- 2 194.0737 0.03
  195.0814 C14H11O- 2 195.0815 -0.66
  207.0924 C14H11N2- 1 207.0928 -1.94
  216.0819 C16H10N- 1 216.0819 0.13
  230.0977 C17H12N- 1 230.0975 0.86
  242.0847 C17H10N2- 1 242.0849 -1.1
  256.1009 C18H12N2- 1 256.1006 1.3
  259.1369 C19H17N- 1 259.1366 0.89
  270.1159 C19H14N2- 1 270.1162 -1.47
  272.1443 C20H18N- 1 272.1445 -0.45
  277.0537 C17H10ClN2- 2 277.0538 -0.4
  278.0616 C17H11ClN2- 2 278.0616 -0.12
  284.1318 C20H16N2- 1 284.1319 -0.2
  291.0693 C18H12ClN2- 2 291.0694 -0.38
  292.0772 C18H13ClN2- 2 292.0773 -0.29
  297.1405 C21H17N2- 2 297.1397 2.75
  299.1551 C21H19N2- 1 299.1554 -0.81
  320.1083 C20H17ClN2- 2 320.1086 -0.86
  333.116 C21H18ClN2- 2 333.1164 -1.2
  334.1237 C21H19ClN2- 2 334.1242 -1.6
  335.132 C21H20ClN2- 1 335.132 0
  363.1381 C21H20ClN4- 2 363.1382 -0.32
  393.1491 C22H22ClN4O- 1 393.1488 0.81
  421.1548 C22H22ClN6O- 1 421.1549 -0.17
PK$NUM_PEAK: 42
PK$PEAK: m/z int. rel.int.
  100.9912 90946.6 4
  121.0773 59764.5 2
  127.0068 20476856 979
  155.0382 5629148 269
  156.046 5350146.5 255
  157.0537 14864392 710
  165.0709 305434.2 14
  168.0459 111336.6 5
  169.054 253006.4 12
  177.0707 77245.6 3
  178.0784 112193.4 5
  179.0866 20885706 999
  180.058 181325.7 8
  184.0405 28409.6 1
  185.0487 407215.5 19
  187.0643 12923715 618
  188.0357 1044460.6 49
  193.0657 1002756.5 47
  194.0737 38488.1 1
  195.0814 4752552.5 227
  207.0924 133015.3 6
  216.0819 95971.1 4
  230.0977 28615.5 1
  242.0847 96852.3 4
  256.1009 23623.8 1
  259.1369 213379.4 10
  270.1159 315298.3 15
  272.1443 1886813 90
  277.0537 39012.1 1
  278.0616 70828.8 3
  284.1318 25311.1 1
  291.0693 671177.8 32
  292.0772 421474.9 20
  297.1405 25645.7 1
  299.1551 1426876.9 68
  320.1083 943441 45
  333.116 173951.9 8
  334.1237 66389.9 3
  335.132 4825259.5 230
  363.1381 1489130.1 71
  393.1491 172841.5 8
  421.1548 5178839 247
//