ACCESSION: EA263707
RECORD_TITLE: D617; LC-ESI-ITFT; MS2; 90%; 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 2637
CH$NAME: D617
CH$NAME: Verapamil metabolite D617
CH$NAME: 2-(3,4-dimethoxyphenyl)-2-isopropyl-5-(methylamino)valeronitrile
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C17H26N2O2
CH$EXACT_MASS: 290.1994
CH$SMILES: CC(C)C(CCCNC)(C#N)C1=CC(=C(C=C1)OC)OC
CH$IUPAC: InChI=1S/C17H26N2O2/c1-13(2)17(12-18,9-6-10-19-3)14-7-8-15(20-4)16(11-14)21-5/h7-8,11,13,19H,6,9-10H2,1-5H3
CH$LINK: CAS 34245-14-2
CH$LINK: PUBCHEM CID:93168
CH$LINK: INCHIKEY WLOBUUJURNEQCL-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 84112
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 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 6.3 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 291.2077
MS$FOCUSED_ION: PRECURSOR_M/Z 291.2067
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)}
  65.0387 1 C5H5+ 65.0386 2.36
  67.0544 1 C5H7+ 67.0542 2.59
  70.0652 1 C4H8N+ 70.0651 0.35
  77.0388 1 C6H5+ 77.0386 2.38
  78.0464 1 C6H6+ 78.0464 0.24
  79.0543 1 C6H7+ 79.0542 0.42
  80.0495 1 C5H6N+ 80.0495 0.93
  81.0572 1 C5H7N+ 81.0573 -1.37
  91.0542 1 C7H7+ 91.0542 0.26
  93.0698 1 C7H9+ 93.0699 -0.93
  94.0415 1 C6H6O+ 94.0413 1.64
  94.0653 1 C6H8N+ 94.0651 2.17
  95.0491 1 C6H7O+ 95.0491 -0.12
  96.081 1 C6H10N+ 96.0808 1.92
  103.0543 1 C8H7+ 103.0542 0.52
  105.0336 1 C7H5O+ 105.0335 0.75
  105.07 1 C8H9+ 105.0699 1.27
  106.0647 1 C7H8N+ 106.0651 -3.64
  107.0492 1 C7H7O+ 107.0491 0.27
  108.0569 1 C7H8O+ 108.057 -0.71
  109.0285 1 C6H5O2+ 109.0284 1.23
  109.0644 1 C7H9O+ 109.0648 -3.95
  115.0543 1 C9H7+ 115.0542 0.29
  116.0615 1 C9H8+ 116.0621 -4.32
  117.0699 1 C9H9+ 117.0699 -0.23
  118.0413 1 C8H6O+ 118.0413 -0.31
  119.049 1 C8H7O+ 119.0491 -1.27
  120.057 1 C8H8O+ 120.057 -0.05
  121.0649 1 C8H9O+ 121.0648 0.82
  122.0362 1 C7H6O2+ 122.0362 -0.5
  123.0442 1 C7H7O2+ 123.0441 1.25
  124.0519 1 C7H8O2+ 124.0519 0.23
  128.0496 1 C9H6N+ 128.0495 0.97
  129.0697 1 C10H9+ 129.0699 -1.14
  131.0492 1 C9H7O+ 131.0491 0.68
  132.0566 1 C9H8O+ 132.057 -2.62
  133.065 1 C9H9O+ 133.0648 1.42
  134.0726 1 C9H10O+ 134.0726 -0.12
  135.044 1 C8H7O2+ 135.0441 -0.34
  135.0805 1 C9H11O+ 135.0804 0.29
  136.052 1 C8H8O2+ 136.0519 0.51
  137.0597 1 C8H9O2+ 137.0597 0.25
  138.0675 1 C8H10O2+ 138.0675 -0.37
  139.0757 1 C8H11O2+ 139.0754 2.47
  144.0575 1 C10H8O+ 144.057 3.98
  144.0807 1 C10H10N+ 144.0808 -0.39
  145.0649 1 C10H9O+ 145.0648 0.96
  146.0602 1 C9H8NO+ 146.06 1.16
  146.0726 1 C10H10O+ 146.0726 -0.11
  146.0969 1 C10H12N+ 146.0964 3.52
  147.0805 1 C10H11O+ 147.0804 0.67
  149.0599 1 C9H9O2+ 149.0597 1.03
  149.0968 1 C10H13O+ 149.0961 4.62
  150.0675 1 C9H10O2+ 150.0675 -0.07
  151.0754 1 C9H11O2+ 151.0754 0.22
  155.0605 1 C10H7N2+ 155.0604 1
  156.0807 1 C11H10N+ 156.0808 -0.36
  159.0678 1 C10H9NO+ 159.0679 -0.16
  159.0803 1 C11H11O+ 159.0804 -1.14
  160.0759 1 C10H10NO+ 160.0757 1.31
  161.0597 1 C10H9O2+ 161.0597 -0.35
  161.0956 1 C11H13O+ 161.0961 -2.93
  164.0827 1 C10H12O2+ 164.0832 -2.69
  165.0912 1 C10H13O2+ 165.091 1.3
  172.0757 1 C11H10NO+ 172.0757 -0.12
  174.0915 1 C11H12NO+ 174.0913 0.97
  175.0753 1 C11H11O2+ 175.0754 -0.43
  176.0705 1 C10H10NO2+ 176.0706 -0.82
  176.0838 1 C11H12O2+ 176.0832 3.34
  177.091 1 C11H13O2+ 177.091 0.02
  186.0919 1 C12H12NO+ 186.0913 3.11
  187.0992 1 C12H13NO+ 187.0992 0.02
  188.0704 1 C11H10NO2+ 188.0706 -0.88
  190.0858 1 C11H12NO2+ 190.0863 -2.24
  202.0865 1 C12H12NO2+ 202.0863 1.21
  203.0934 1 C12H13NO2+ 203.0941 -3.15
  214.1221 1 C14H16NO+ 214.1226 -2.52
PK$NUM_PEAK: 77
PK$PEAK: m/z int. rel.int.
  65.0387 22018.3 33
  67.0544 80577.4 121
  70.0652 121039.1 183
  77.0388 64325.2 97
  78.0464 34690.1 52
  79.0543 100722.8 152
  80.0495 26685.3 40
  81.0572 18287.4 27
  91.0542 218160 329
  93.0698 35857 54
  94.0415 19632 29
  94.0653 27241.4 41
  95.0491 145655.4 220
  96.081 15859.1 23
  103.0543 103072.1 155
  105.0336 16027.3 24
  105.07 127558.1 192
  106.0647 23712.3 35
  107.0492 321776.8 486
  108.0569 112141.5 169
  109.0285 20736.8 31
  109.0644 14679.6 22
  115.0543 63328.7 95
  116.0615 23272.4 35
  117.0699 89545.6 135
  118.0413 31156.9 47
  119.049 79774.5 120
  120.057 21563 32
  121.0649 170947.9 258
  122.0362 21684.9 32
  123.0442 97973.9 148
  124.0519 83184.1 125
  128.0496 23140.6 34
  129.0697 43134.2 65
  131.0492 127048 192
  132.0566 22382.4 33
  133.065 110060 166
  134.0726 111546.2 168
  135.044 182440.9 275
  135.0805 18219.8 27
  136.052 166449.1 251
  137.0597 145573.5 220
  138.0675 160901.9 243
  139.0757 21432.8 32
  144.0575 49104.6 74
  144.0807 40309.5 60
  145.0649 85235.2 128
  146.0602 204817.6 309
  146.0726 267486.3 404
  146.0969 28834.8 43
  147.0805 49998.9 75
  149.0599 67543.3 102
  149.0968 23501.6 35
  150.0675 169735.1 256
  151.0754 660723.4 999
  155.0605 23007.9 34
  156.0807 19701.4 29
  159.0678 41626.1 62
  159.0803 57417.4 86
  160.0759 121743 184
  161.0597 25285.5 38
  161.0956 34569 52
  164.0827 35893.7 54
  165.0912 145145.4 219
  172.0757 126633.2 191
  174.0915 122804.9 185
  175.0753 20707.4 31
  176.0705 37888.1 57
  176.0838 27736.6 41
  177.091 95723.5 144
  186.0919 29204.6 44
  187.0992 31689.5 47
  188.0704 47191.6 71
  190.0858 18156.4 27
  202.0865 79440.4 120
  203.0934 29480.6 44
  214.1221 41556.6 62
