ACCESSION: EA067413
RECORD_TITLE: Verapamil; LC-ESI-ITFT; MS2; 90%; R=30000; [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 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$CHROMATOGRAPHY: RETENTION_TIME 7.3 min
AC$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 0.07
  66.0465 1 C5H6+ 66.0464 1.04
  77.0386 1 C6H5+ 77.0386 0.17
  78.0464 1 C6H6+ 78.0464 0.62
  79.0543 1 C6H7+ 79.0542 0.67
  84.0808 1 C5H10N+ 84.0808 0.05
  86.0964 1 C5H12N+ 86.0964 0.16
  90.0464 1 C7H6+ 90.0464 0.54
  91.0543 1 C7H7+ 91.0542 0.7
  92.0621 1 C7H8+ 92.0621 0.31
  93.0699 1 C7H9+ 93.0699 0.36
  94.0651 1 C6H8N+ 94.0651 0.15
  95.0492 1 C6H7O+ 95.0491 0.93
  95.0855 1 C7H11+ 95.0855 0.03
  102.0464 1 C8H6+ 102.0464 0.47
  103.0543 1 C8H7+ 103.0542 0.61
  104.0621 1 C8H8+ 104.0621 0.56
  105.0336 1 C7H5O+ 105.0335 1.13
  105.0448 1 C6H5N2+ 105.0447 0.43
  105.0699 1 C8H9+ 105.0699 0.6
  107.0492 1 C7H7O+ 107.0491 0.46
  108.0571 1 C7H8O+ 108.057 0.96
  109.0648 1 C7H9O+ 109.0648 0.17
  115.0543 1 C9H7+ 115.0542 0.99
  118.0413 1 C8H6O+ 118.0413 0.2
  119.0492 1 C8H7O+ 119.0491 0.41
  120.057 1 C8H8O+ 120.057 0.36
  121.0649 1 C8H9O+ 121.0648 0.48
  122.0726 1 C8H10O+ 122.0726 0.28
  123.044 1 C7H7O2+ 123.0441 -0.13
  124.0519 1 C7H8O2+ 124.0519 0.4
  131.0492 1 C9H7O+ 131.0491 0.45
  132.0569 1 C9H8O+ 132.057 -0.73
  133.0648 1 C9H9O+ 133.0648 0.37
  133.0761 1 C8H9N2+ 133.076 0.72
  134.0727 1 C9H10O+ 134.0726 0.55
  135.0441 1 C8H7O2+ 135.0441 0.4
  135.0805 1 C9H11O+ 135.0804 0.58
  136.052 1 C8H8O2+ 136.0519 0.65
  137.0598 1 C8H9O2+ 137.0597 0.47
  138.0676 1 C8H10O2+ 138.0675 0.72
  139.0755 1 C8H11O2+ 139.0754 0.96
  146.0727 1 C10H10O+ 146.0726 0.5
  149.0598 1 C9H9O2+ 149.0597 0.3
  150.0676 1 C9H10O2+ 150.0675 0.39
  151.0754 1 C9H11O2+ 151.0754 0.36
  152.0832 1 C9H12O2+ 152.0832 -0.14
  159.0807 1 C11H11O+ 159.0804 1.88
  160.0885 1 C11H12O+ 160.0883 1.46
  165.0911 1 C10H13O2+ 165.091 0.63
  172.0758 1 C11H10NO+ 172.0757 0.87
  174.0914 1 C11H12NO+ 174.0913 0.23
  176.0707 1 C10H10NO2+ 176.0706 0.26
  177.091 1 C11H13O2+ 177.091 0.19
  187.0989 1 C12H13NO+ 187.0992 -1.42
  188.0706 1 C11H10NO2+ 188.0706 0.19
  202.0866 1 C12H12NO2+ 202.0863 1.61
  203.0935 1 C12H13NO2+ 203.0941 -2.81
  218.117 1 C13H16NO2+ 218.1176 -2.36
  303.2082 1 C18H27N2O2+ 303.2067 4.97
PK$NUM_PEAK: 60
PK$PEAK: m/z int. rel.int.
  58.0651 21940.4 83
  66.0465 3922.3 15
  77.0386 51693.8 197
  78.0464 17676.3 67
  79.0543 167872.3 642
  84.0808 16988 64
  86.0964 4417.3 16
  90.0464 19073.2 72
  91.0543 126112.5 482
  92.0621 14560.1 55
  93.0699 20777.2 79
  94.0651 3684.3 14
  95.0492 15791.2 60
  95.0855 5246.6 20
  102.0464 6076.6 23
  103.0543 145041.2 554
  104.0621 46981.1 179
  105.0336 11365.6 43
  105.0448 14220 54
  105.0699 151776.3 580
  107.0492 164781.2 630
  108.0571 9592.5 36
  109.0648 15064.7 57
  115.0543 8712.2 33
  118.0413 57163.3 218
  119.0492 90448.5 345
  120.057 38448.5 147
  121.0649 178744.5 683
  122.0726 33402.8 127
  123.044 7432.2 28
  124.0519 8189 31
  131.0492 32626 124
  132.0569 7195.7 27
  133.0648 73346.7 280
  133.0761 4436.4 16
  134.0727 223678.8 855
  135.0441 261176.6 999
  135.0805 18688.9 71
  136.052 18741.6 71
  137.0598 21741 83
  138.0676 16807.3 64
  139.0755 2787.6 10
  146.0727 16008.1 61
  149.0598 39359.4 150
  150.0676 231156.5 884
  151.0754 45803.9 175
  152.0832 5270.8 20
  159.0807 4535.7 17
  160.0885 6411.6 24
  165.0911 64187.5 245
  172.0758 9087.8 34
  174.0914 6822 26
  176.0707 15100.6 57
  177.091 8494.1 32
  187.0989 3656.9 13
  188.0706 3434.1 13
  202.0866 6931.5 26
  203.0935 3332.1 12
  218.117 3673.1 14
  303.2082 3611.5 13
