ACCESSION: MSBNK-Eawag-EA277451
RECORD_TITLE: Irbesartan; LC-ESI-ITFT; MS2; CE: 35%; R=7500; [M-H]-
DATE: 2014.01.14
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2012 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 2774

CH$NAME: Irbesartan
CH$NAME: 8-butyl-7-[4-[2-(2H-tetrazol-5-yl)phenyl]benzyl]-7,9-diazaspiro[4.4]non-8-en-6-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₂₅H₂₈N₆O
CH$EXACT_MASS: 428.2325
CH$SMILES: C12(C(N(Cc3ccc(c4c(c5[nH]nnn5)cccc4)cc3)C(=N1)CCCC)=O)CCCC2
CH$IUPAC: InChI=1S/C25H28N6O/c1-2-3-10-22-26-25(15-6-7-16-25)24(32)31(22)17-18-11-13-19(14-12-18)20-8-4-5-9-21(20)23-27-29-30-28-23/h4-5,8-9,11-14H,2-3,6-7,10,15-17H2,1H3,(H,27,28,29,30)
CH$LINK: CAS 138402-11-6
CH$LINK: CHEBI 5959
CH$LINK: KEGG C07469
CH$LINK: PUBCHEM CID:3749
CH$LINK: INCHIKEY YOSHYTLCDANDAN-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 3618
CH$LINK: COMPTOX DTXSID0023169

AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 35 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 7500
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 9.3 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 427.2243
MS$FOCUSED_ION: PRECURSOR_M/Z 427.2252
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$DATA_PROCESSING: DEPROFILE Spline
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 1.3.1

PK$SPLASH: splash10-0007-0908000000-0c994ee86857e7d63e48
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  138.0799 C7H10N2O- 1 138.0799 0.5
  164.0953 C9H12N2O- 1 164.0955 -1.11
  175.1248 C11H15N2- 1 175.1241 4.39
  177.0711 C14H9- 1 177.071 0.6
  193.1346 C11H17N2O- 1 193.1346 -0.03
  195.0811 C14H11O- 2 195.0815 -2.5
  259.1368 C19H17N- 1 259.1366 0.59
  260.1456 C19H18N- 1 260.1445 4.45
  287.1553 C20H19N2- 1 287.1554 -0.11
  353.2023 C25H25N2- 1 353.2023 -0.12
  371.2127 C25H27N2O- 2 371.2129 -0.61
  399.219 C25H27N4O- 1 399.219 -0.11
PK$NUM_PEAK: 12
PK$PEAK: m/z int. rel.int.
  138.0799 14948.9 1
  164.0953 55822.3 6
  175.1248 22891.8 2
  177.0711 84056.9 9
  193.1346 8862298.6 999
  195.0811 16602.6 1
  259.1368 31232.6 3
  260.1456 27655.5 3
  287.1553 283161.6 31
  353.2023 152272.1 17
  371.2127 508565.1 57
  399.219 7574985.9 853
//