ACCESSION: MSBNK-Eawag-EA067411
RECORD_TITLE: Verapamil; LC-ESI-ITFT; MS2; CE: 60%; R=15000; [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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
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$SPLASH: splash10-0gb9-0900000000-ce61116806eaa908681c
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  58.0652 C3H8N+ 1 58.0651 0.59
  77.0384 C6H5+ 1 77.0386 -2.03
  79.0543 C6H7+ 1 79.0542 1.05
  84.0808 C5H10N+ 1 84.0808 0.88
  86.0967 C5H12N+ 1 86.0964 3.42
  91.0543 C7H7+ 1 91.0542 0.37
  96.0809 C6H10N+ 1 96.0808 0.98
  103.0543 C8H7+ 1 103.0542 1
  104.0621 C8H8+ 1 104.0621 0.37
  105.07 C8H9+ 1 105.0699 1.08
  107.0494 C7H7O+ 1 107.0491 2.32
  109.0649 C7H9O+ 1 109.0648 0.54
  118.0412 C8H6O+ 1 118.0413 -0.65
  119.0491 C8H7O+ 1 119.0491 0.07
  120.0571 C8H8O+ 1 120.057 1.11
  121.0649 C8H9O+ 1 121.0648 0.73
  122.0728 C8H10O+ 1 122.0726 1.18
  122.0965 C8H12N+ 1 122.0964 0.69
  124.0522 C7H8O2+ 1 124.0519 2.65
  131.0493 C9H7O+ 1 131.0491 1.44
  132.0572 C9H8O+ 1 132.057 1.77
  133.0649 C9H9O+ 1 133.0648 1.04
  133.0761 C8H9N2+ 1 133.076 0.49
  134.0728 C9H10O+ 1 134.0726 1
  135.0442 C8H7O2+ 1 135.0441 0.85
  135.0805 C9H11O+ 1 135.0804 0.66
  136.0521 C8H8O2+ 1 136.0519 1.24
  137.06 C8H9O2+ 1 137.0597 1.85
  138.0677 C8H10O2+ 1 138.0675 1.44
  139.0755 C8H11O2+ 1 139.0754 1.04
  146.073 C10H10O+ 1 146.0726 2.63
  149.0598 C9H9O2+ 1 149.0597 0.83
  150.0677 C9H10O2+ 1 150.0675 1.46
  151.0755 C9H11O2+ 1 151.0754 1.09
  152.0836 C9H12O2+ 1 152.0832 2.62
  164.0837 C10H12O2+ 1 164.0832 2.92
  165.0913 C10H13O2+ 1 165.091 1.48
  176.0709 C10H10NO2+ 1 176.0706 1.9
  177.0912 C11H13O2+ 1 177.091 0.98
  179.1068 C11H15O2+ 1 179.1067 0.91
  187.0993 C12H13NO+ 1 187.0992 0.51
  191.1069 C12H15O2+ 1 191.1067 1.43
  202.0865 C12H12NO2+ 1 202.0863 1.11
  217.1101 C13H15NO2+ 1 217.1097 1.75
  218.1177 C13H16NO2+ 1 218.1176 0.85
  243.1377 C16H19O2+ 1 243.138 -0.93
  245.1417 C15H19NO2+ 1 245.141 2.61
  260.1648 C16H22NO2+ 1 260.1645 1.21
  261.1599 C15H21N2O2+ 1 261.1598 0.67
  303.2063 C18H27N2O2+ 1 303.2067 -1.33
PK$NUM_PEAK: 50
PK$PEAK: m/z int. rel.int.
  58.0652 59297 36
  77.0384 8535.9 5
  79.0543 52490.1 32
  84.0808 18859.4 11
  86.0967 7359 4
  91.0543 22032.4 13
  96.0809 12567.5 7
  103.0543 53127.2 32
  104.0621 7750.1 4
  105.07 227156.2 140
  107.0494 22486.2 13
  109.0649 7322.6 4
  118.0412 26429.2 16
  119.0491 29081.8 18
  120.0571 24242.2 15
  121.0649 61193.5 37
  122.0728 16561.1 10
  122.0965 22842.3 14
  124.0522 8173.4 5
  131.0493 12111.7 7
  132.0572 9941.9 6
  133.0649 176851 109
  133.0761 10917.8 6
  134.0728 156312.5 96
  135.0442 94838.7 58
  135.0805 91504.6 56
  136.0521 30396.5 18
  137.06 22865.3 14
  138.0677 14402.6 8
  139.0755 20663.1 12
  146.073 9014.8 5
  149.0598 26389.6 16
  150.0677 869174.2 538
  151.0755 111440.5 69
  152.0836 19196.5 11
  164.0837 10449.7 6
  165.0913 1613093.9 999
  176.0709 7008.4 4
  177.0912 80381.2 49
  179.1068 5195.7 3
  187.0993 16455.5 10
  191.1069 16935.9 10
  202.0865 14658.5 9
  217.1101 16473.7 10
  218.1177 48711.5 30
  243.1377 9636.4 5
  245.1417 7191.5 4
  260.1648 48321 29
  261.1599 26788.1 16
  303.2063 15719.9 9
//