ACCESSION: MSBNK-Eawag-EQ279453
RECORD_TITLE: Losartan; LC-ESI-QFT; MS2; CE: 45; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 45 (nominal)
AC$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$SPLASH: splash10-004i-0900000000-55368087829d113fdb7b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  100.9912 C3H2ClN2- 1 100.9912 -0.29
  113.999 C4H3ClN2- 2 113.999 -0.56
  121.0771 C7H9N2- 1 121.0771 -0.43
  127.0068 C5H4ClN2- 2 127.0068 -0.23
  140.0146 C6H5ClN2- 2 140.0147 -0.82
  141.9938 C5H3ClN2O- 1 141.9939 -1.33
  155.0018 C6H4ClN2O- 1 155.0018 0.3
  155.0382 C7H8ClN2- 2 155.0381 0.2
  156.046 C7H9ClN2- 2 156.046 0.16
  157.0538 C7H10ClN2- 2 157.0538 -0.19
  164.063 C13H8- 1 164.0631 -1.21
  165.0708 C13H9- 1 165.071 -0.93
  169.0538 C8H10ClN2- 2 169.0538 0.06
  177.0713 C14H9- 1 177.071 1.9
  178.0788 C14H10- 1 178.0788 0.12
  179.0866 C14H11- 1 179.0866 0.15
  180.0581 C13H8O- 2 180.0581 -0.02
  185.0486 C8H10ClN2O- 1 185.0487 -0.4
  187.0643 C8H12ClN2O- 1 187.0644 -0.4
  188.0358 C7H9ClN2O2- 1 188.0358 0.14
  193.0657 C14H9O- 2 193.0659 -0.92
  195.0814 C14H11O- 2 195.0815 -0.51
  207.0926 C14H11N2- 1 207.0928 -0.69
  216.082 C16H10N- 1 216.0819 0.4
  229.0769 C16H9N2- 1 229.0771 -0.79
  229.0897 C17H11N- 1 229.0897 -0.21
  230.0978 C17H12N- 1 230.0975 1.38
  241.0769 C17H9N2- 1 241.0771 -0.92
  242.0849 C17H10N2- 1 242.0849 -0.24
  255.0926 C18H11N2- 1 255.0928 -0.83
  256.1008 C18H12N2- 1 256.1006 0.68
  269.1085 C19H13N2- 1 269.1084 0.14
  270.116 C19H14N2- 1 270.1162 -0.8
  272.1444 C20H18N- 1 272.1445 -0.23
  277.0538 C17H10ClN2- 2 277.0538 0.15
  284.1323 C20H16N2- 1 284.1319 1.31
  291.0695 C18H12ClN2- 2 291.0694 0.04
  292.0772 C18H13ClN2- 2 292.0773 -0.19
  297.1393 C21H17N2- 1 297.1397 -1.56
  299.1552 C21H19N2- 1 299.1554 -0.51
  320.1084 C20H17ClN2- 1 320.1086 -0.58
  333.1168 C21H18ClN2- 1 333.1164 1.26
  334.1241 C21H19ClN2- 2 334.1242 -0.52
  335.1321 C21H20ClN2- 1 335.132 0.09
PK$NUM_PEAK: 44
PK$PEAK: m/z int. rel.int.
  100.9912 71575.4 2
  113.999 1049245.2 34
  121.0771 63613.7 2
  127.0068 30526570 999
  140.0146 177644.5 5
  141.9938 32093.4 1
  155.0018 233547.3 7
  155.0382 1552604.1 50
  156.046 696953.7 22
  157.0538 15900330 520
  164.063 36148.3 1
  165.0708 384612.5 12
  169.0538 268598.7 8
  177.0713 231053.9 7
  178.0788 282933.7 9
  179.0866 15107318 494
  180.0581 302419.5 9
  185.0486 549242.6 17
  187.0643 7524210 246
  188.0358 102314.3 3
  193.0657 1288360.8 42
  195.0814 2436023 79
  207.0926 108162.9 3
  216.082 210948.7 6
  229.0769 99726.6 3
  229.0897 91080.8 2
  230.0978 85218.3 2
  241.0769 168993.7 5
  242.0849 151476.8 4
  255.0926 113009.3 3
  256.1008 114044.3 3
  269.1085 30864.5 1
  270.116 143177.6 4
  272.1444 906098.1 29
  277.0538 229832.8 7
  284.1323 63588.8 2
  291.0695 1015722.1 33
  292.0772 128383 4
  297.1393 80956.7 2
  299.1552 159931.2 5
  320.1084 486558.6 15
  333.1168 92971.9 3
  334.1241 31071.8 1
  335.1321 229887.3 7
//