ACCESSION: EA263711
RECORD_TITLE: D617; LC-ESI-ITFT; MS2; 60%; 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$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 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)}
  67.0542 1 C5H7+ 67.0542 -0.1
  70.0652 1 C4H8N+ 70.0651 0.63
  72.0808 1 C4H10N+ 72.0808 0.48
  79.0542 1 C6H7+ 79.0542 0.17
  80.0495 1 C5H6N+ 80.0495 0.55
  81.0574 1 C5H7N+ 81.0573 1.1
  81.0698 1 C6H9+ 81.0699 -1.44
  91.0543 1 C7H7+ 91.0542 1.14
  93.0698 1 C7H9+ 93.0699 -1.25
  94.0651 1 C6H8N+ 94.0651 -0.17
  95.0492 1 C6H7O+ 95.0491 1.04
  95.0856 1 C7H11+ 95.0855 0.45
  96.0808 1 C6H10N+ 96.0808 0.77
  103.0542 1 C8H7+ 103.0542 -0.65
  105.0699 1 C8H9+ 105.0699 0.6
  106.0416 1 C7H6O+ 106.0413 2.39
  107.0491 1 C7H7O+ 107.0491 -0.2
  107.073 1 C7H9N+ 107.073 0.93
  108.0807 1 C7H10N+ 108.0808 -0.42
  110.0965 1 C7H12N+ 110.0964 0.86
  117.0701 1 C9H9+ 117.0699 1.65
  121.0649 1 C8H9O+ 121.0648 0.82
  122.0965 1 C8H12N+ 122.0964 0.44
  123.0441 1 C7H7O2+ 123.0441 0.28
  124.0519 1 C7H8O2+ 124.0519 0.32
  126.1277 1 C8H16N+ 126.1277 -0.05
  131.0489 1 C9H7O+ 131.0491 -1.76
  133.0647 1 C9H9O+ 133.0648 -0.76
  134.0725 1 C9H10O+ 134.0726 -0.72
  135.0439 1 C8H7O2+ 135.0441 -1.01
  135.0805 1 C9H11O+ 135.0804 0.66
  136.0519 1 C8H8O2+ 136.0519 0.36
  137.0598 1 C8H9O2+ 137.0597 0.54
  138.0675 1 C8H10O2+ 138.0675 0.07
  139.0754 1 C8H11O2+ 139.0754 0.32
  144.0566 1 C10H8O+ 144.057 -2.27
  145.0649 1 C10H9O+ 145.0648 1.02
  146.0726 1 C10H10O+ 146.0726 0.09
  147.0802 1 C10H11O+ 147.0804 -1.44
  150.0676 1 C9H10O2+ 150.0675 0.39
  151.0755 1 C9H11O2+ 151.0754 0.69
  153.1386 1 C9H17N2+ 153.1386 -0.03
  159.0805 1 C11H11O+ 159.0804 0.24
  160.0763 1 C10H10NO+ 160.0757 3.81
  160.0882 1 C11H12O+ 160.0883 -0.23
  161.0599 1 C10H9O2+ 161.0597 1.14
  161.0963 1 C11H13O+ 161.0961 1.23
  162.0677 1 C10H10O2+ 162.0675 0.86
  163.0752 1 C10H11O2+ 163.0754 -1.2
  164.0833 1 C10H12O2+ 164.0832 0.66
  165.0911 1 C10H13O2+ 165.091 0.39
  172.0757 1 C11H10NO+ 172.0757 0.06
  173.0965 1 C12H13O+ 173.0961 2.48
  174.0914 1 C11H12NO+ 174.0913 0.11
  175.075 1 C11H11O2+ 175.0754 -2.03
  176.0707 1 C10H10NO2+ 176.0706 0.48
  176.0832 1 C11H12O2+ 176.0832 -0.06
  177.091 1 C11H13O2+ 177.091 0.19
  178.0991 1 C11H14O2+ 178.0988 1.4
  179.1065 1 C11H15O2+ 179.1067 -0.59
  186.0914 1 C12H12NO+ 186.0913 0.48
  187.0993 1 C12H13NO+ 187.0992 0.83
  188.0708 1 C11H10NO2+ 188.0706 1.2
  189.0785 1 C11H11NO2+ 189.0784 0.58
  189.0909 1 C12H13O2+ 189.091 -0.72
  190.0864 1 C11H12NO2+ 190.0863 0.92
  191.1067 1 C12H15O2+ 191.1067 0.07
  192.1144 1 C12H16O2+ 192.1145 -0.32
  197.0958 1 C14H13O+ 197.0961 -1.43
  201.0914 1 C13H13O2+ 201.091 1.91
  202.0863 1 C12H12NO2+ 202.0863 0.27
  203.0941 1 C12H13NO2+ 203.0941 -0.05
  204.1017 1 C12H14NO2+ 204.1019 -0.86
  212.1194 1 C15H16O+ 212.1196 -0.74
  214.1224 1 C14H16NO+ 214.1226 -0.94
  216.103 1 C13H14NO2+ 216.1019 4.93
  217.1098 1 C13H15NO2+ 217.1097 0.28
  218.1176 1 C13H16NO2+ 218.1176 0.21
  220.133 1 C13H18NO2+ 220.1332 -0.89
  228.1139 1 C15H16O2+ 228.1145 -2.5
  230.1176 1 C14H16NO2+ 230.1176 0.06
  233.1285 1 C13H17N2O2+ 233.1285 0.07
  233.1547 1 C15H21O2+ 233.1536 4.73
  243.1387 1 C16H19O2+ 243.138 2.94
  244.1337 1 C15H18NO2+ 244.1332 2.15
  245.1407 1 C15H19NO2+ 245.141 -1.18
  247.1441 1 C14H19N2O2+ 247.1441 -0.02
  248.1517 1 C14H20N2O2+ 248.1519 -1
  260.1649 1 C16H22NO2+ 260.1645 1.4
PK$NUM_PEAK: 89
PK$PEAK: m/z int. rel.int.
  67.0542 19983 18
  70.0652 169783.4 157
  72.0808 20699.6 19
  79.0542 19528.2 18
  80.0495 26537.6 24
  81.0574 8726.2 8
  81.0698 13592.8 12
  91.0543 18081.2 16
  93.0698 12223.2 11
  94.0651 52610.7 48
  95.0492 15383.4 14
  95.0856 75206.6 69
  96.0808 120093.2 111
  103.0542 19892.7 18
  105.0699 79718.6 73
  106.0416 13242.6 12
  107.0491 14300.8 13
  107.073 22806.9 21
  108.0807 17919.6 16
  110.0965 29872.5 27
  117.0701 19632.4 18
  121.0649 58312.6 54
  122.0965 125582.9 116
  123.0441 27913.5 25
  124.0519 58772.2 54
  126.1277 19994.5 18
  131.0489 15807.3 14
  133.0647 20834.2 19
  134.0725 10464.1 9
  135.0439 11342.7 10
  135.0805 18980.6 17
  136.0519 146140.1 135
  137.0598 143514.4 132
  138.0675 268243.7 248
  139.0754 91228.4 84
  144.0566 9493.9 8
  145.0649 15808.9 14
  146.0726 107884.6 99
  147.0802 23725 21
  150.0676 119433 110
  151.0755 1078158.4 999
  153.1386 18394.1 17
  159.0805 25098.4 23
  160.0763 21178.5 19
  160.0882 43030.6 39
  161.0599 9549.5 8
  161.0963 10890.5 10
  162.0677 27404.4 25
  163.0752 31942.2 29
  164.0833 61744.6 57
  165.0911 620822.6 575
  172.0757 21642.2 20
  173.0965 13514.6 12
  174.0914 49825 46
  175.075 10943.5 10
  176.0707 35540.6 32
  176.0832 36113.9 33
  177.091 590029.1 546
  178.0991 14099.9 13
  179.1065 41810 38
  186.0914 46886.6 43
  187.0993 100824.2 93
  188.0708 29037.7 26
  189.0785 13873.6 12
  189.0909 14563.7 13
  190.0864 48608.9 45
  191.1067 96662.3 89
  192.1144 58180.1 53
  197.0958 20530.5 19
  201.0914 13093.4 12
  202.0863 218582.1 202
  203.0941 107022.1 99
  204.1017 20012.3 18
  212.1194 20500.8 18
  214.1224 62017.8 57
  216.103 19839.4 18
  217.1098 94937.9 87
  218.1176 122082.1 113
  220.133 18929.1 17
  228.1139 11636.1 10
  230.1176 43533.6 40
  233.1285 229258.1 212
  233.1547 19807 18
  243.1387 22403.9 20
  244.1337 45278.7 41
  245.1407 18804 17
  247.1441 92554.4 85
  248.1517 106026.4 98
  260.1649 80945 75
