ACCESSION: EA263704
RECORD_TITLE: D617; LC-ESI-ITFT; MS2; 45%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 45 % (nominal)
AC$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)}
  70.0652 1 C4H8N+ 70.0651 0.78
  72.0807 1 C4H10N+ 72.0808 -1.33
  80.0497 1 C5H6N+ 80.0495 2.55
  81.0572 1 C5H7N+ 81.0573 -0.99
  84.0806 1 C5H10N+ 84.0808 -1.97
  94.0653 1 C6H8N+ 94.0651 2.17
  95.0856 1 C7H11+ 95.0855 0.88
  96.0808 1 C6H10N+ 96.0808 0.04
  105.0697 1 C8H9+ 105.0699 -1.68
  108.0808 1 C7H10N+ 108.0808 0.59
  110.0967 1 C7H12N+ 110.0964 2.58
  122.0965 1 C8H12N+ 122.0964 0.28
  124.052 1 C7H8O2+ 124.0519 1.04
  126.1278 1 C8H16N+ 126.1277 0.19
  131.0492 1 C9H7O+ 131.0491 0.14
  136.052 1 C8H8O2+ 136.0519 0.65
  137.0597 1 C8H9O2+ 137.0597 0.18
  138.0677 1 C8H10O2+ 138.0675 1.01
  139.0755 1 C8H11O2+ 139.0754 0.82
  146.0728 1 C10H10O+ 146.0726 1.46
  150.0677 1 C9H10O2+ 150.0675 1.46
  151.0754 1 C9H11O2+ 151.0754 0.56
  153.1388 1 C9H17N2+ 153.1386 1.47
  162.0676 1 C10H10O2+ 162.0675 0.3
  163.0753 1 C10H11O2+ 163.0754 -0.16
  164.0831 1 C10H12O2+ 164.0832 -0.74
  165.0911 1 C10H13O2+ 165.091 0.63
  175.0756 1 C11H11O2+ 175.0754 1.68
  176.0713 1 C10H10NO2+ 176.0706 4.23
  176.0838 1 C11H12O2+ 176.0832 3.34
  177.0911 1 C11H13O2+ 177.091 0.47
  179.1072 1 C11H15O2+ 179.1067 2.92
  186.0915 1 C12H12NO+ 186.0913 0.59
  187.0994 1 C12H13NO+ 187.0992 1.36
  189.0901 1 C12H13O2+ 189.091 -4.95
  190.0869 1 C11H12NO2+ 190.0863 3.6
  191.1065 1 C12H15O2+ 191.1067 -0.71
  193.1227 1 C12H17O2+ 193.1223 1.83
  197.0953 1 C14H13O+ 197.0961 -4.12
  202.0863 1 C12H12NO2+ 202.0863 -0.02
  203.0945 1 C12H13NO2+ 203.0941 2.31
  204.1025 1 C12H14NO2+ 204.1019 3.06
  212.12 1 C15H16O+ 212.1196 2.28
  214.1231 1 C14H16NO+ 214.1226 2.29
  217.1101 1 C13H15NO2+ 217.1097 1.66
  218.1178 1 C13H16NO2+ 218.1176 0.94
  228.1152 1 C15H16O2+ 228.1145 3.15
  229.1465 1 C15H19NO+ 229.1461 1.5
  233.1288 1 C13H17N2O2+ 233.1285 1.35
  233.1534 1 C15H21O2+ 233.1536 -0.71
  243.1379 1 C16H19O2+ 243.138 -0.23
  244.132 1 C15H18NO2+ 244.1332 -4.73
  245.1414 1 C15H19NO2+ 245.141 1.51
  247.1443 1 C14H19N2O2+ 247.1441 0.67
  248.1521 1 C14H20N2O2+ 248.1519 0.65
  249.1586 1 C14H21N2O2+ 249.1598 -4.67
  260.1647 1 C16H22NO2+ 260.1645 0.59
  264.1955 1 C16H26NO2+ 264.1958 -1.12
  291.2068 1 C17H27N2O2+ 291.2067 0.36
PK$NUM_PEAK: 59
PK$PEAK: m/z int. rel.int.
  70.0652 259520.2 151
  72.0807 34633.3 20
  80.0497 23273.5 13
  81.0572 19362 11
  84.0806 27400.5 16
  94.0653 56606.3 33
  95.0856 103553.4 60
  96.0808 209105.1 122
  105.0697 58923 34
  108.0808 31730.2 18
  110.0967 84855.1 49
  122.0965 411885.6 241
  124.052 78064.3 45
  126.1278 43801 25
  131.0492 21872.8 12
  136.052 212241.6 124
  137.0597 160547.4 93
  138.0677 222768.8 130
  139.0755 180853 105
  146.0728 26636 15
  150.0677 73438.4 42
  151.0754 1592631.7 932
  153.1388 142925.9 83
  162.0676 20598.9 12
  163.0753 60544.4 35
  164.0831 55745.2 32
  165.0911 844954.7 494
  175.0756 26540.2 15
  176.0713 36073.3 21
  176.0838 14975.3 8
  177.0911 1326864.8 776
  179.1072 78973.5 46
  186.0915 34213.8 20
  187.0994 77424.4 45
  189.0901 18515.6 10
  190.0869 37377 21
  191.1065 123828.1 72
  193.1227 57061.8 33
  197.0953 26917.1 15
  202.0863 98591.4 57
  203.0945 87432.8 51
  204.1025 40198.3 23
  212.12 45978.2 26
  214.1231 48576.5 28
  217.1101 254749 149
  218.1178 532635.7 311
  228.1152 57416.2 33
  229.1465 41119.7 24
  233.1288 263594 154
  233.1534 267896.7 156
  243.1379 233038.6 136
  244.132 23874 13
  245.1414 205809.2 120
  247.1443 95298.1 55
  248.1521 1160821.4 679
  249.1586 24055.6 14
  260.1647 1706810.3 999
  264.1955 147365.7 86
  291.2068 1668502.5 976
