ACCESSION: MSBNK-Eawag-EA277412
RECORD_TITLE: Irbesartan; LC-ESI-ITFT; MS2; CE: 75%; R=15000; [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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$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: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.3.1

PK$SPLASH: splash10-0a59-1950000000-ac722925e6b2aa2930fb
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0541 C5H7+ 1 67.0542 -1.44
  77.0385 C6H5+ 1 77.0386 -0.47
  79.0542 C6H7+ 1 79.0542 -0.46
  80.0495 C5H6N+ 1 80.0495 0.18
  84.0808 C5H10N+ 1 84.0808 -0.07
  95.0491 C6H7O+ 1 95.0491 -0.54
  105.0447 C6H5N2+ 1 105.0447 -0.71
  129.0447 C8H5N2+ 1 129.0447 0.12
  130.0394 C7H4N3+ 1 130.04 -4.49
  139.0539 C11H7+ 1 139.0542 -2.49
  140.0495 C10H6N+ 1 140.0495 -0.04
  151.0544 C12H7+ 1 151.0542 0.95
  152.062 C12H8+ 1 152.0621 -0.27
  153.0699 C12H9+ 1 153.0699 -0.17
  154.0651 C11H8N+ 1 154.0651 -0.43
  155.06 C10H7N2+ 1 155.0604 -2.29
  163.0542 C13H7+ 1 163.0542 -0.41
  164.049 C12H6N+ 1 164.0495 -2.72
  165.0698 C13H9+ 1 165.0699 -0.59
  166.065 C12H8N+ 1 166.0651 -0.94
  166.0776 C13H10+ 1 166.0777 -0.43
  167.0728 C12H9N+ 1 167.073 -0.96
  167.1544 C10H19N2+ 1 167.1543 0.75
  169.0648 C12H9O+ 1 169.0648 0.23
  177.0572 C13H7N+ 1 177.0573 -0.79
  178.065 C13H8N+ 1 178.0651 -0.54
  179.0606 C12H7N2+ 1 179.0604 0.98
  179.0728 C13H9N+ 1 179.073 -0.67
  180.0807 C13H10N+ 1 180.0808 -0.14
  181.0755 C12H9N2+ 1 181.076 -2.73
  182.0604 C12H8NO+ 1 182.06 1.81
  190.065 C14H8N+ 1 190.0651 -0.45
  191.0605 C13H7N2+ 1 191.0604 0.66
  191.0729 C14H9N+ 1 191.073 -0.37
  192.0681 C13H8N2+ 1 192.0682 -0.52
  192.0806 C14H10N+ 1 192.0808 -0.91
  194.06 C13H8NO+ 1 194.06 -0.21
  195.149 C11H19N2O+ 1 195.1492 -0.72
  196.0755 C13H10NO+ 1 196.0757 -0.92
  205.076 C14H9N2+ 1 205.076 -0.22
  206.0838 C14H10N2+ 1 206.0838 -0.24
  207.0916 C14H11N2+ 1 207.0917 -0.41
  208.0755 C14H10NO+ 1 208.0757 -0.67
  211.0634 C13H9NO2+ 1 211.0628 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
//