ACCESSION: MSBNK-Eawag-EA067406
RECORD_TITLE: Verapamil; LC-ESI-ITFT; MS2; CE: 75%; 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 674

CH$NAME: Verapamil
CH$NAME: 2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methyl-amino]-2-propan-2-yl-pentanenitrile
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₂₇H₃₈N₂O₄
CH$EXACT_MASS: 454.2832
CH$SMILES: COC1=C(OC)C=CC(C(C(C)C)(C#N)CCCN(CCC2=CC(OC)=C(OC)C=C2)C)=C1
CH$IUPAC: InChI=1S/C27H38N2O4/c1-20(2)27(19-28,22-10-12-24(31-5)26(18-22)33-7)14-8-15-29(3)16-13-21-9-11-23(30-4)25(17-21)32-6/h9-12,17-18,20H,8,13-16H2,1-7H3
CH$LINK: CAS 56949-77-0
CH$LINK: HMDB HMDB01850
CH$LINK: KEGG C07188
CH$LINK: PUBCHEM CID:2520
CH$LINK: INCHIKEY SGTNSNPWRIOYBX-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 2425
CH$LINK: COMPTOX DTXSID9041152

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 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 7.3 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 455.292
MS$FOCUSED_ION: PRECURSOR_M/Z 455.2904
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$SPLASH: splash10-0uyi-0900000000-f3a9fa002c56d3e5689a
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  58.0651 C3H8N+ 1 58.0651 -0.1
  77.0386 C6H5+ 1 77.0386 0.3
  79.0542 C6H7+ 1 79.0542 0.04
  84.0808 C5H10N+ 1 84.0808 0.41
  86.0965 C5H12N+ 1 86.0964 1.09
  91.0543 C7H7+ 1 91.0542 0.37
  92.0618 C7H8+ 1 92.0621 -3.17
  93.0697 C7H9+ 1 93.0699 -1.36
  96.0805 C6H10N+ 1 96.0808 -3.29
  103.0543 C8H7+ 1 103.0542 0.52
  104.0621 C8H8+ 1 104.0621 0.85
  105.07 C8H9+ 1 105.0699 0.7
  107.0492 C7H7O+ 1 107.0491 0.92
  108.0573 C7H8O+ 1 108.057 3.09
  118.0414 C8H6O+ 1 118.0413 0.71
  119.0493 C8H7O+ 1 119.0491 1.42
  120.057 C8H8O+ 1 120.057 0.53
  121.0649 C8H9O+ 1 121.0648 0.48
  122.0725 C8H10O+ 1 122.0726 -0.95
  124.0518 C7H8O2+ 1 124.0519 -0.97
  131.0491 C9H7O+ 1 131.0491 0.07
  132.0567 C9H8O+ 1 132.057 -1.79
  133.0649 C9H9O+ 1 133.0648 0.67
  134.0727 C9H10O+ 1 134.0726 0.55
  135.0441 C8H7O2+ 1 135.0441 0.4
  135.0807 C9H11O+ 1 135.0804 1.77
  136.0517 C8H8O2+ 1 136.0519 -1.62
  137.0597 C8H9O2+ 1 137.0597 -0.04
  138.0675 C8H10O2+ 1 138.0675 -0.22
  139.0751 C8H11O2+ 1 139.0754 -1.7
  146.0723 C10H10O+ 1 146.0726 -2.23
  149.0594 C9H9O2+ 1 149.0597 -1.78
  150.0676 C9H10O2+ 1 150.0675 0.33
  151.0754 C9H11O2+ 1 151.0754 0.29
  152.083 C9H12O2+ 1 152.0832 -1.39
  164.0831 C10H12O2+ 1 164.0832 -0.25
  165.0911 C10H13O2+ 1 165.091 0.81
  172.0752 C11H10NO+ 1 172.0757 -2.73
  174.0906 C11H12NO+ 1 174.0913 -4.31
  176.0701 C10H10NO2+ 1 176.0706 -2.64
  177.091 C11H13O2+ 1 177.091 0.02
  191.1061 C12H15O2+ 1 191.1067 -2.86
  217.1087 C13H15NO2+ 1 217.1097 -4.88
  218.1171 C13H16NO2+ 1 218.1176 -2.04
PK$NUM_PEAK: 44
PK$PEAK: m/z int. rel.int.
  58.0651 79483.1 78
  77.0386 35758.4 35
  79.0542 187489 184
  84.0808 31920.2 31
  86.0965 14610.1 14
  91.0543 95434.8 94
  92.0618 16069.3 15
  93.0697 19280.3 18
  96.0805 9711.6 9
  103.0543 207286.3 204
  104.0621 51616.4 50
  105.07 427054.2 420
  107.0492 155429 153
  108.0573 10074.1 9
  118.0414 98095.8 96
  119.0493 91956.4 90
  120.057 83097.6 81
  121.0649 233920.8 230
  122.0725 65874.3 64
  124.0518 23436.9 23
  131.0491 45596.2 44
  132.0567 14936.9 14
  133.0649 245895.3 242
  134.0727 371084.9 365
  135.0441 326827.7 321
  135.0807 81577.1 80
  136.0517 22365.3 22
  137.0597 37837.9 37
  138.0675 43701.8 43
  139.0751 12350.5 12
  146.0723 30511.2 30
  149.0594 56882.7 56
  150.0676 1014139.8 999
  151.0754 147238.5 145
  152.083 17058.2 16
  164.0831 15060.2 14
  165.0911 668806.3 658
  172.0752 15146.9 14
  174.0906 14207.7 13
  176.0701 27860.4 27
  177.091 58726.5 57
  191.1061 19577.3 19
  217.1087 10058.9 9
  218.1171 19168.6 18
//