ACCESSION: EA277412
RECORD_TITLE: Irbesartan; LC-ESI-ITFT; MS2; 75%; R=15000; [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$MASS_SPECTROMETRY: RESOLUTION 15000
AC$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
  77.0385 1 C6H5+ 77.0386 -0.47
  79.0542 1 C6H7+ 79.0542 -0.46
  80.0495 1 C5H6N+ 80.0495 0.18
  84.0808 1 C5H10N+ 84.0808 -0.07
  95.0491 1 C6H7O+ 95.0491 -0.54
  105.0447 1 C6H5N2+ 105.0447 -0.71
  129.0447 1 C8H5N2+ 129.0447 0.12
  130.0394 1 C7H4N3+ 130.04 -4.49
  139.0539 1 C11H7+ 139.0542 -2.49
  140.0495 1 C10H6N+ 140.0495 -0.04
  151.0544 1 C12H7+ 151.0542 0.95
  152.062 1 C12H8+ 152.0621 -0.27
  153.0699 1 C12H9+ 153.0699 -0.17
  154.0651 1 C11H8N+ 154.0651 -0.43
  155.06 1 C10H7N2+ 155.0604 -2.29
  163.0542 1 C13H7+ 163.0542 -0.41
  164.049 1 C12H6N+ 164.0495 -2.72
  165.0698 1 C13H9+ 165.0699 -0.59
  166.065 1 C12H8N+ 166.0651 -0.94
  166.0776 1 C13H10+ 166.0777 -0.43
  167.0728 1 C12H9N+ 167.073 -0.96
  167.1544 1 C10H19N2+ 167.1543 0.75
  169.0648 1 C12H9O+ 169.0648 0.23
  177.0572 1 C13H7N+ 177.0573 -0.79
  178.065 1 C13H8N+ 178.0651 -0.54
  179.0606 1 C12H7N2+ 179.0604 0.98
  179.0728 1 C13H9N+ 179.073 -0.67
  180.0807 1 C13H10N+ 180.0808 -0.14
  181.0755 1 C12H9N2+ 181.076 -2.73
  182.0604 1 C12H8NO+ 182.06 1.81
  190.065 1 C14H8N+ 190.0651 -0.45
  191.0605 1 C13H7N2+ 191.0604 0.66
  191.0729 1 C14H9N+ 191.073 -0.37
  192.0681 1 C13H8N2+ 192.0682 -0.52
  192.0806 1 C14H10N+ 192.0808 -0.91
  194.06 1 C13H8NO+ 194.06 -0.21
  195.149 1 C11H19N2O+ 195.1492 -0.72
  196.0755 1 C13H10NO+ 196.0757 -0.92
  205.076 1 C14H9N2+ 205.076 -0.22
  206.0838 1 C14H10N2+ 206.0838 -0.24
  207.0916 1 C14H11N2+ 207.0917 -0.41
  208.0755 1 C14H10NO+ 208.0757 -0.67
  211.0634 1 C13H9NO2+ 211.0628 2.75
PK$NUM_PEAK: 44
PK$PEAK: m/z int. rel.int.
  67.0541 9478 7
  77.0385 39407.2 31
  79.0542 45148.7 35
  80.0495 51423.1 40
  84.0808 404702 322
  95.0491 16011.8 12
  105.0447 12710.3 10
  129.0447 44041.8 35
  130.0394 9002.7 7
  139.0539 9483.8 7
  140.0495 47123.3 37
  151.0544 74332.6 59
  152.062 185572.5 147
  153.0699 242769.7 193
  154.0651 23887.1 19
  155.06 19463.9 15
  163.0542 38581.4 30
  164.049 19054.8 15
  165.0698 242763.7 193
  166.065 70512.6 56
  166.0776 39201.1 31
  167.0728 114589.2 91
  167.1544 10566.3 8
  169.0648 24001.7 19
  177.0572 38309.1 30
  178.065 184544.1 147
  179.0606 47532 37
  179.0728 221704.7 176
  180.0807 1254130.3 999
  181.0755 23723.7 18
  182.0604 23948.2 19
  190.065 415080.3 330
  191.0605 15910.5 12
  191.0729 52762.4 42
  192.0681 444774.6 354
  192.0806 284238.3 226
  194.06 77143.9 61
  195.149 28990.8 23
  196.0755 69236.7 55
  205.076 871989.2 694
  206.0838 741247.8 590
  207.0916 861869.8 686
  208.0755 34383.9 27
  211.0634 13172.9 10
