ACCESSION: MSBNK-Eawag-EA277413
RECORD_TITLE: Irbesartan; LC-ESI-ITFT; MS2; CE: 90%; R=30000; [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 30000
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$SPLASH: splash10-0a5c-0930000000-0b8d8a97e3db30de0e21
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0542 C5H7+ 1 67.0542 -0.84
  77.0386 C6H5+ 1 77.0386 -0.22
  79.0542 C6H7+ 1 79.0542 -0.97
  80.0494 C5H6N+ 1 80.0495 -0.69
  84.0807 C5H10N+ 1 84.0808 -0.31
  95.049 C6H7O+ 1 95.0491 -1.49
  104.0494 C7H6N+ 1 104.0495 -0.63
  105.0447 C6H5N2+ 1 105.0447 -0.23
  115.0542 C9H7+ 1 115.0542 -0.49
  128.0494 C9H6N+ 1 128.0495 -0.43
  128.0618 C10H8+ 1 128.0621 -2.2
  129.0446 C8H5N2+ 1 129.0447 -0.66
  130.0401 C7H4N3+ 1 130.04 1.05
  139.054 C11H7+ 1 139.0542 -1.49
  140.0494 C10H6N+ 1 140.0495 -0.54
  151.0541 C12H7+ 1 151.0542 -0.64
  152.062 C12H8+ 1 152.0621 -0.34
  153.0698 C12H9+ 1 153.0699 -0.57
  154.065 C11H8N+ 1 154.0651 -0.82
  155.0602 C10H7N2+ 1 155.0604 -1.06
  155.0853 C12H11+ 1 155.0855 -1.53
  163.0541 C13H7+ 1 163.0542 -0.65
  164.0493 C12H6N+ 1 164.0495 -0.83
  164.0617 C13H8+ 1 164.0621 -2.27
  165.0698 C13H9+ 1 165.0699 -0.53
  166.0651 C12H8N+ 1 166.0651 -0.46
  166.0776 C13H10+ 1 166.0777 -0.85
  167.0729 C12H9N+ 1 167.073 -0.36
  167.1543 C10H19N2+ 1 167.1543 0.03
  168.0681 C11H8N2+ 1 168.0682 -0.53
  169.0646 C12H9O+ 1 169.0648 -0.95
  177.0571 C13H7N+ 1 177.0573 -0.96
  178.065 C13H8N+ 1 178.0651 -0.71
  179.0602 C12H7N2+ 1 179.0604 -0.92
  179.0728 C13H9N+ 1 179.073 -0.62
  180.0807 C13H10N+ 1 180.0808 -0.48
  181.0759 C12H9N2+ 1 181.076 -0.47
  182.06 C12H8NO+ 1 182.06 -0.11
  183.0676 C12H9NO+ 1 183.0679 -1.56
  189.0572 C14H7N+ 1 189.0573 -0.69
  190.065 C14H8N+ 1 190.0651 -0.56
  191.0602 C13H7N2+ 1 191.0604 -0.86
  191.0728 C14H9N+ 1 191.073 -0.68
  192.0681 C13H8N2+ 1 192.0682 -0.62
  192.0806 C14H10N+ 1 192.0808 -0.91
  194.0599 C13H8NO+ 1 194.06 -0.83
  196.0756 C13H10NO+ 1 196.0757 -0.21
  205.076 C14H9N2+ 1 205.076 -0.22
  206.0837 C14H10N2+ 1 206.0838 -0.73
  207.0916 C14H11N2+ 1 207.0917 -0.31
  208.0755 C14H10NO+ 1 208.0757 -0.82
  211.0627 C13H9NO2+ 1 211.0628 -0.57
PK$NUM_PEAK: 52
PK$PEAK: m/z int. rel.int.
  67.0542 28504.6 27
  77.0386 63535.3 60
  79.0542 18707.3 17
  80.0494 46631.7 44
  84.0807 281209.5 267
  95.049 9968.3 9
  104.0494 12560.3 11
  105.0447 23605 22
  115.0542 12806.5 12
  128.0494 16685 15
  128.0618 6290.8 5
  129.0446 29994.2 28
  130.0401 13200.1 12
  139.054 24376.5 23
  140.0494 101450.5 96
  151.0541 149898.7 142
  152.062 436045 414
  153.0698 189818.7 180
  154.065 48240.8 45
  155.0602 36409.7 34
  155.0853 16687.5 15
  163.0541 116944.3 111
  164.0493 48421.7 45
  164.0617 14905.8 14
  165.0698 426104.9 404
  166.0651 70440.3 66
  166.0776 17944.4 17
  167.0729 82090.4 77
  167.1543 5045.9 4
  168.0681 20335.4 19
  169.0646 37350.4 35
  177.0571 107325.5 101
  178.065 196934.2 187
  179.0602 99272.2 94
  179.0728 311062 295
  180.0807 641309.5 609
  181.0759 29588.8 28
  182.06 19876.6 18
  183.0676 15794.2 15
  189.0572 20840.8 19
  190.065 391468.5 371
  191.0602 18491.2 17
  191.0728 62173.6 59
  192.0681 352978.8 335
  192.0806 141254.7 134
  194.0599 41450 39
  196.0756 27192.1 25
  205.076 1051685.7 999
  206.0837 267998.8 254
  207.0916 118888.5 112
  208.0755 18241.8 17
  211.0627 24814.9 23
//