ACCESSION: MSBNK-Eawag-EA277407
RECORD_TITLE: Irbesartan; LC-ESI-ITFT; MS2; CE: 90%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 % (nominal)
AC$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$SPLASH: splash10-0a5c-0920000000-d7f5d3920f8586eac33f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.054 C5H7+ 1 67.0542 -2.78
  77.0385 C6H5+ 1 77.0386 -0.47
  79.0542 C6H7+ 1 79.0542 -0.84
  80.0494 C5H6N+ 1 80.0495 -1.07
  84.0808 C5H10N+ 1 84.0808 -0.07
  95.0493 C6H7O+ 1 95.0491 1.88
  105.0444 C6H5N2+ 1 105.0447 -2.9
  115.0542 C9H7+ 1 115.0542 -0.32
  128.0494 C9H6N+ 1 128.0495 -0.51
  128.0623 C10H8+ 1 128.0621 1.63
  129.0449 C8H5N2+ 1 129.0447 1.28
  139.054 C11H7+ 1 139.0542 -1.7
  140.0496 C10H6N+ 1 140.0495 0.75
  151.0543 C12H7+ 1 151.0542 0.55
  152.0619 C12H8+ 1 152.0621 -0.67
  153.0698 C12H9+ 1 153.0699 -0.24
  154.0651 C11H8N+ 1 154.0651 0.03
  155.0605 C10H7N2+ 1 155.0604 0.87
  155.0857 C12H11+ 1 155.0855 1.25
  163.0542 C13H7+ 1 163.0542 -0.22
  164.0497 C12H6N+ 1 164.0495 1.25
  164.0615 C13H8+ 1 164.0621 -3.3
  165.0698 C13H9+ 1 165.0699 -0.59
  166.065 C12H8N+ 1 166.0651 -0.64
  166.0772 C13H10+ 1 166.0777 -3.14
  167.0728 C12H9N+ 1 167.073 -0.78
  168.068 C11H8N2+ 1 168.0682 -1.07
  169.0647 C12H9O+ 1 169.0648 -0.48
  177.0572 C13H7N+ 1 177.0573 -0.74
  178.0649 C13H8N+ 1 178.0651 -1.04
  179.0726 C13H9N+ 1 179.073 -2.01
  180.0807 C13H10N+ 1 180.0808 -0.53
  183.0681 C12H9NO+ 1 183.0679 1.06
  189.0573 C14H7N+ 1 189.0573 -0.21
  190.0651 C14H8N+ 1 190.0651 0.08
  192.0689 C13H8N2+ 1 192.0682 3.8
  194.06 C13H8NO+ 1 194.06 -0.16
  196.0759 C13H10NO+ 1 196.0757 0.81
  205.0759 C14H9N2+ 1 205.076 -0.56
  206.0838 C14H10N2+ 1 206.0838 -0.34
  207.091 C14H11N2+ 1 207.0917 -3.16
PK$NUM_PEAK: 41
PK$PEAK: m/z int. rel.int.
  67.054 47337.9 33
  77.0385 77727 55
  79.0542 39060.7 27
  80.0494 68713.9 48
  84.0808 382997.8 272
  95.0493 21164.4 15
  105.0444 29802.8 21
  115.0542 27448.6 19
  128.0494 18497.4 13
  128.0623 13864.2 9
  129.0449 61786.5 43
  139.054 43368.5 30
  140.0496 131953.9 93
  151.0543 218384.7 155
  152.0619 612789.8 435
  153.0698 268446.6 190
  154.0651 58083.7 41
  155.0605 79523.9 56
  155.0857 15645.1 11
  163.0542 155959.7 110
  164.0497 45959.5 32
  164.0615 16242 11
  165.0698 618927 439
  166.065 98950.7 70
  166.0772 26599.3 18
  167.0728 133512.3 94
  168.068 40582.7 28
  169.0647 54052.9 38
  177.0572 152683.4 108
  178.0649 271078.9 192
  179.0726 449451.5 319
  180.0807 864775 614
  183.0681 22416.6 15
  189.0573 32019.6 22
  190.0651 536067.6 380
  192.0689 528949.4 375
  194.06 65051.1 46
  196.0759 43145.7 30
  205.0759 1406431.7 999
  206.0838 341254.7 242
  207.091 131646.1 93
//