ACCESSION: EA277406
RECORD_TITLE: Irbesartan; LC-ESI-ITFT; MS2; 75%; R=7500; [M+H]+
DATE: 2012.11.21
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: http://massbank.ufz.de/MassBank/files/license.html
COPYRIGHT: Copyright (C) 2011 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$LINK: CHEMSPIDER 3618
AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (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$DATA_PROCESSING: WHOLE RMassBank
PK$ANNOTATION: m/z num {formula mass error(ppm)}
  67.0541 1 C5H7+ 67.0542 -1.44
  77.0386 1 C6H5+ 77.0386 -0.22
  79.0542 1 C6H7+ 79.0542 -0.97
  80.0495 1 C5H6N+ 80.0495 0.18
  84.0807 1 C5H10N+ 84.0808 -0.43
  104.0496 1 C7H6N+ 104.0495 0.91
  105.0449 1 C6H5N2+ 105.0447 1.67
  129.0448 1 C8H5N2+ 129.0447 0.51
  140.0496 1 C10H6N+ 140.0495 1.17
  151.054 1 C12H7+ 151.0542 -1.77
  152.0618 1 C12H8+ 152.0621 -1.33
  153.0697 1 C12H9+ 153.0699 -1.09
  154.0649 1 C11H8N+ 154.0651 -1.27
  163.054 1 C13H7+ 163.0542 -1.57
  165.0697 1 C13H9+ 165.0699 -0.89
  166.0649 1 C12H8N+ 166.0651 -1.42
  166.0772 1 C13H10+ 166.0777 -3.14
  167.0728 1 C12H9N+ 167.073 -0.9
  167.154 1 C10H19N2+ 167.1543 -1.71
  169.0653 1 C12H9O+ 169.0648 2.83
  177.0574 1 C13H7N+ 177.0573 0.39
  178.065 1 C13H8N+ 178.0651 -0.99
  179.0726 1 C13H9N+ 179.073 -2.07
  180.0806 1 C13H10N+ 180.0808 -0.98
  181.0753 1 C12H9N2+ 181.076 -3.95
  182.0597 1 C12H8NO+ 182.06 -1.81
  190.0649 1 C14H8N+ 190.0651 -1.03
  191.072 1 C14H9N+ 191.073 -4.71
  194.0601 1 C13H8NO+ 194.06 0.31
  195.149 1 C11H19N2O+ 195.1492 -1.13
  196.0757 1 C13H10NO+ 196.0757 0.1
  205.0759 1 C14H9N2+ 205.076 -0.71
  206.0836 1 C14H10N2+ 206.0838 -1.02
  207.0914 1 C14H11N2+ 207.0917 -1.23
  208.0759 1 C14H10NO+ 208.0757 0.77
PK$NUM_PEAK: 35
PK$PEAK: m/z int. rel.int.
  67.0541 39126.8 25
  77.0386 73481.7 47
  79.0542 62443.3 40
  80.0495 82969.5 53
  84.0807 550134 353
  104.0496 14244 9
  105.0449 18850.4 12
  129.0448 43459.2 27
  140.0496 46107.3 29
  151.054 103170.5 66
  152.0618 248912.2 159
  153.0697 283771.7 182
  154.0649 31156.2 20
  163.054 60556.9 38
  165.0697 297127.1 190
  166.0649 90279.8 57
  166.0772 54972.1 35
  167.0728 140763.9 90
  167.154 19365.8 12
  169.0653 25082.1 16
  177.0574 45179.5 29
  178.065 272732.6 175
  179.0726 299227.6 192
  180.0806 1555607.2 999
  181.0753 49021 31
  182.0597 17963.6 11
  190.0649 558918 358
  191.072 74319.5 47
  194.0601 97437.6 62
  195.149 24773.8 15
  196.0757 89778 57
  205.0759 1108736.1 712
  206.0836 922344.9 592
  207.0914 1072587.5 688
  208.0759 66221.7 42
