ACCESSION: EA277407
RECORD_TITLE: Irbesartan; LC-ESI-ITFT; MS2; 90%; 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 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$DATA_PROCESSING: WHOLE RMassBank
PK$ANNOTATION: m/z num {formula mass error(ppm)}
  67.054 1 C5H7+ 67.0542 -2.78
  77.0385 1 C6H5+ 77.0386 -0.47
  79.0542 1 C6H7+ 79.0542 -0.84
  80.0494 1 C5H6N+ 80.0495 -1.07
  84.0808 1 C5H10N+ 84.0808 -0.07
  95.0493 1 C6H7O+ 95.0491 1.88
  105.0444 1 C6H5N2+ 105.0447 -2.9
  115.0542 1 C9H7+ 115.0542 -0.32
  128.0494 1 C9H6N+ 128.0495 -0.51
  128.0623 1 C10H8+ 128.0621 1.63
  129.0449 1 C8H5N2+ 129.0447 1.28
  139.054 1 C11H7+ 139.0542 -1.7
  140.0496 1 C10H6N+ 140.0495 0.75
  151.0543 1 C12H7+ 151.0542 0.55
  152.0619 1 C12H8+ 152.0621 -0.67
  153.0698 1 C12H9+ 153.0699 -0.24
  154.0651 1 C11H8N+ 154.0651 0.03
  155.0605 1 C10H7N2+ 155.0604 0.87
  155.0857 1 C12H11+ 155.0855 1.25
  163.0542 1 C13H7+ 163.0542 -0.22
  164.0497 1 C12H6N+ 164.0495 1.25
  164.0615 1 C13H8+ 164.0621 -3.3
  165.0698 1 C13H9+ 165.0699 -0.59
  166.065 1 C12H8N+ 166.0651 -0.64
  166.0772 1 C13H10+ 166.0777 -3.14
  167.0728 1 C12H9N+ 167.073 -0.78
  168.068 1 C11H8N2+ 168.0682 -1.07
  169.0647 1 C12H9O+ 169.0648 -0.48
  177.0572 1 C13H7N+ 177.0573 -0.74
  178.0649 1 C13H8N+ 178.0651 -1.04
  179.0726 1 C13H9N+ 179.073 -2.01
  180.0807 1 C13H10N+ 180.0808 -0.53
  183.0681 1 C12H9NO+ 183.0679 1.06
  189.0573 1 C14H7N+ 189.0573 -0.21
  190.0651 1 C14H8N+ 190.0651 0.08
  192.0689 1 C13H8N2+ 192.0682 3.8
  194.06 1 C13H8NO+ 194.06 -0.16
  196.0759 1 C13H10NO+ 196.0757 0.81
  205.0759 1 C14H9N2+ 205.076 -0.56
  206.0838 1 C14H10N2+ 206.0838 -0.34
  207.091 1 C14H11N2+ 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
