ACCESSION: EA067406
RECORD_TITLE: Verapamil; LC-ESI-ITFT; MS2; 75%; 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 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$LINK: CHEMSPIDER 2425
AC$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 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$DATA_PROCESSING: WHOLE RMassBank
PK$ANNOTATION: m/z num {formula mass error(ppm)}
  58.0651 1 C3H8N+ 58.0651 -0.1
  77.0386 1 C6H5+ 77.0386 0.3
  79.0542 1 C6H7+ 79.0542 0.04
  84.0808 1 C5H10N+ 84.0808 0.41
  86.0965 1 C5H12N+ 86.0964 1.09
  91.0543 1 C7H7+ 91.0542 0.37
  92.0618 1 C7H8+ 92.0621 -3.17
  93.0697 1 C7H9+ 93.0699 -1.36
  96.0805 1 C6H10N+ 96.0808 -3.29
  103.0543 1 C8H7+ 103.0542 0.52
  104.0621 1 C8H8+ 104.0621 0.85
  105.07 1 C8H9+ 105.0699 0.7
  107.0492 1 C7H7O+ 107.0491 0.92
  108.0573 1 C7H8O+ 108.057 3.09
  118.0414 1 C8H6O+ 118.0413 0.71
  119.0493 1 C8H7O+ 119.0491 1.42
  120.057 1 C8H8O+ 120.057 0.53
  121.0649 1 C8H9O+ 121.0648 0.48
  122.0725 1 C8H10O+ 122.0726 -0.95
  124.0518 1 C7H8O2+ 124.0519 -0.97
  131.0491 1 C9H7O+ 131.0491 0.07
  132.0567 1 C9H8O+ 132.057 -1.79
  133.0649 1 C9H9O+ 133.0648 0.67
  134.0727 1 C9H10O+ 134.0726 0.55
  135.0441 1 C8H7O2+ 135.0441 0.4
  135.0807 1 C9H11O+ 135.0804 1.77
  136.0517 1 C8H8O2+ 136.0519 -1.62
  137.0597 1 C8H9O2+ 137.0597 -0.04
  138.0675 1 C8H10O2+ 138.0675 -0.22
  139.0751 1 C8H11O2+ 139.0754 -1.7
  146.0723 1 C10H10O+ 146.0726 -2.23
  149.0594 1 C9H9O2+ 149.0597 -1.78
  150.0676 1 C9H10O2+ 150.0675 0.33
  151.0754 1 C9H11O2+ 151.0754 0.29
  152.083 1 C9H12O2+ 152.0832 -1.39
  164.0831 1 C10H12O2+ 164.0832 -0.25
  165.0911 1 C10H13O2+ 165.091 0.81
  172.0752 1 C11H10NO+ 172.0757 -2.73
  174.0906 1 C11H12NO+ 174.0913 -4.31
  176.0701 1 C10H10NO2+ 176.0706 -2.64
  177.091 1 C11H13O2+ 177.091 0.02
  191.1061 1 C12H15O2+ 191.1067 -2.86
  217.1087 1 C13H15NO2+ 217.1097 -4.88
  218.1171 1 C13H16NO2+ 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
