ACCESSION: EA067412
RECORD_TITLE: Verapamil; LC-ESI-ITFT; MS2; 75%; R=15000; [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$MASS_SPECTROMETRY: RESOLUTION 15000
AC$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$DATA_PROCESSING: WHOLE RMassBank
PK$ANNOTATION: m/z num {formula mass error(ppm)}
  58.0652 1 C3H8N+ 58.0651 0.59
  77.0386 1 C6H5+ 77.0386 0.43
  79.0543 1 C6H7+ 79.0542 0.8
  84.0808 1 C5H10N+ 84.0808 0.29
  86.0965 1 C5H12N+ 86.0964 0.86
  90.0464 1 C7H6+ 90.0464 0.09
  91.0543 1 C7H7+ 91.0542 0.7
  92.0621 1 C7H8+ 92.0621 0.96
  93.0699 1 C7H9+ 93.0699 0.47
  94.0653 1 C6H8N+ 94.0651 1.64
  95.0495 1 C6H7O+ 95.0491 4.09
  103.0543 1 C8H7+ 103.0542 0.81
  104.0621 1 C8H8+ 104.0621 0.66
  105.0699 1 C8H9+ 105.0699 0.6
  107.0492 1 C7H7O+ 107.0491 0.36
  108.057 1 C7H8O+ 108.057 0.5
  109.0648 1 C7H9O+ 109.0648 -0.01
  115.0543 1 C9H7+ 115.0542 0.99
  118.0413 1 C8H6O+ 118.0413 0.29
  119.0492 1 C8H7O+ 119.0491 0.66
  120.057 1 C8H8O+ 120.057 0.36
  121.0649 1 C8H9O+ 121.0648 0.48
  122.0727 1 C8H10O+ 122.0726 0.69
  122.0962 1 C8H12N+ 122.0964 -1.69
  123.0443 1 C7H7O2+ 123.0441 1.58
  124.0521 1 C7H8O2+ 124.0519 1.44
  131.0493 1 C9H7O+ 131.0491 0.98
  132.0572 1 C9H8O+ 132.057 1.39
  133.0649 1 C9H9O+ 133.0648 0.52
  133.076 1 C8H9N2+ 133.076 0.04
  134.0727 1 C9H10O+ 134.0726 0.55
  135.0442 1 C8H7O2+ 135.0441 0.7
  135.0805 1 C9H11O+ 135.0804 0.06
  136.0519 1 C8H8O2+ 136.0519 -0.01
  137.0597 1 C8H9O2+ 137.0597 0.1
  138.0676 1 C8H10O2+ 138.0675 0.43
  139.0756 1 C8H11O2+ 139.0754 1.97
  146.0727 1 C10H10O+ 146.0726 0.44
  149.0598 1 C9H9O2+ 149.0597 0.5
  150.0677 1 C9H10O2+ 150.0675 0.86
  151.0754 1 C9H11O2+ 151.0754 0.42
  152.0832 1 C9H12O2+ 152.0832 0.06
  159.0805 1 C11H11O+ 159.0804 0.12
  160.0881 1 C11H12O+ 160.0883 -1.1
  164.0832 1 C10H12O2+ 164.0832 0.42
  165.0911 1 C10H13O2+ 165.091 0.51
  172.0755 1 C11H10NO+ 172.0757 -0.99
  174.0917 1 C11H12NO+ 174.0913 2.3
  176.0708 1 C10H10NO2+ 176.0706 1.33
  177.0912 1 C11H13O2+ 177.091 1.15
  187.0994 1 C12H13NO+ 187.0992 1.04
  188.0705 1 C11H10NO2+ 188.0706 -0.4
  191.107 1 C12H15O2+ 191.1067 1.69
  202.0861 1 C12H12NO2+ 202.0863 -0.82
  203.0941 1 C12H13NO2+ 203.0941 0.15
  218.1174 1 C13H16NO2+ 218.1176 -0.62
PK$NUM_PEAK: 56
PK$PEAK: m/z int. rel.int.
  58.0652 51922.6 86
  77.0386 22447.8 37
  79.0543 116065.5 192
  84.0808 18783.1 31
  86.0965 10004.3 16
  90.0464 7039.7 11
  91.0543 66128 109
  92.0621 10804.6 17
  93.0699 10174.3 16
  94.0653 5345 8
  95.0495 5420.4 8
  103.0543 126914.8 210
  104.0621 31460.5 52
  105.0699 255594.9 424
  107.0492 89222.8 148
  108.057 9610.8 15
  109.0648 16063 26
  115.0543 4185.2 6
  118.0413 68041.3 112
  119.0492 60428.9 100
  120.057 49390.2 81
  121.0649 141260.4 234
  122.0727 36740.8 60
  122.0962 6404.4 10
  123.0443 5757.7 9
  124.0521 8200.3 13
  131.0493 28202.6 46
  132.0572 13056.2 21
  133.0649 141378.3 234
  133.076 12883.1 21
  134.0727 252844.3 419
  135.0442 216130.7 358
  135.0805 55831.9 92
  136.0519 14839.3 24
  137.0597 28540.5 47
  138.0676 31712.8 52
  139.0756 5305.6 8
  146.0727 14551.5 24
  149.0598 33912.2 56
  150.0677 601890 999
  151.0754 90365.1 149
  152.0832 17015 28
  159.0805 8770.7 14
  160.0881 5040.2 8
  164.0832 9462.6 15
  165.0911 412006.8 683
  172.0755 5836.3 9
  174.0917 10605.2 17
  176.0708 12241 20
  177.0912 28396.4 47
  187.0994 14539.2 24
  188.0705 6036.9 10
  191.107 12288.5 20
  202.0861 15424.4 25
  203.0941 10557.2 17
  218.1174 10785.9 17
