ACCESSION: MSBNK-Eawag-EA277405
RECORD_TITLE: Irbesartan; LC-ESI-ITFT; MS2; CE: 60%; 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 POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$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 9.2 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 429.2411
MS$FOCUSED_ION: PRECURSOR_M/Z 429.2397
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$SPLASH: splash10-0a4i-0490000000-e7c75f4866b7b9f0d0e8
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  77.0382 C6H5+ 1 77.0386 -4.37
  79.0542 C6H7+ 1 79.0542 -0.08
  80.0495 C5H6N+ 1 80.0495 0.3
  84.0808 C5H10N+ 1 84.0808 -0.19
  112.0752 C6H10NO+ 1 112.0757 -4.38
  129.0448 C8H5N2+ 1 129.0447 0.58
  140.0491 C10H6N+ 1 140.0495 -2.4
  152.062 C12H8+ 1 152.0621 -0.27
  153.0697 C12H9+ 1 153.0699 -1.09
  165.0702 C13H9+ 1 165.0699 2.02
  166.0656 C12H8N+ 1 166.0651 2.74
  166.0772 C13H10+ 1 166.0777 -3.14
  167.0732 C12H9N+ 1 167.073 1.49
  167.1543 C10H19N2+ 1 167.1543 0.45
  178.0649 C13H8N+ 1 178.0651 -1.16
  179.0727 C13H9N+ 1 179.073 -1.29
  180.0806 C13H10N+ 1 180.0808 -0.7
  182.0602 C12H8NO+ 1 182.06 1.1
  190.065 C14H8N+ 1 190.0651 -0.56
  191.0732 C14H9N+ 1 191.073 1.51
  194.0607 C13H8NO+ 1 194.06 3.14
  195.1492 C11H19N2O+ 1 195.1492 -0.15
  196.0756 C13H10NO+ 1 196.0757 -0.26
  205.0759 C14H9N2+ 1 205.076 -0.41
  206.0837 C14H10N2+ 1 206.0838 -0.58
  207.0916 C14H11N2+ 1 207.0917 -0.22
  208.0757 C14H10NO+ 1 208.0757 0.24
PK$NUM_PEAK: 27
PK$PEAK: m/z int. rel.int.
  77.0382 20614.8 4
  79.0542 50356.4 12
  80.0495 66338.7 15
  84.0808 478644 114
  112.0752 20671.4 4
  129.0448 28905.8 6
  140.0491 32245.4 7
  152.062 50577.4 12
  153.0697 117589.8 28
  165.0702 66698.3 16
  166.0656 47964.2 11
  166.0772 37069.6 8
  167.0732 65027.6 15
  167.1543 103555.2 24
  178.0649 170787.5 40
  179.0727 94962.2 22
  180.0806 1342688.1 322
  182.0602 16286.3 3
  190.065 260378 62
  191.0732 38544.2 9
  194.0607 55627.6 13
  195.1492 270671.2 64
  196.0756 87037.7 20
  205.0759 387715.7 93
  206.0837 1103950.7 264
  207.0916 4161844 999
  208.0757 63473.8 15
//