ACCESSION: EA268204
RECORD_TITLE: Reserpine; 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 2682
CH$NAME: Reserpine
CH$NAME: (1S,2R,3R,4aS,13bR,14aS)-2,11-dimethoxy-3-(3,4,5-trimethoxybenzoyl)oxy-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydroisoquinolino[3,2-a]$b-carboline-1-carboxylic acid methyl ester
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C33H40N2O9
CH$EXACT_MASS: 608.2734
CH$SMILES: COC1C(CC2CN3CCC4=C(C3CC2C1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
CH$IUPAC: InChI=1S/C33H40N2O9/c1-38-19-7-8-20-21-9-10-35-16-18-13-27(44-32(36)17-11-25(39-2)30(41-4)26(12-17)40-3)31(42-5)28(33(37)43-6)22(18)15-24(35)29(21)34-23(20)14-19/h7-8,11-12,14,18,22,24,27-28,31,34H,9-10,13,15-16H2,1-6H3/t18-,22+,24-,27-,28+,31+/m1/s1
CH$LINK: CAS 50-55-5
CH$LINK: CHEBI 28487
CH$LINK: KEGG C06539
CH$LINK: PUBCHEM CID:5770
CH$LINK: INCHIKEY QEVHRUUCFGRFIF-MDEJGZGSSA-N
CH$LINK: CHEMSPIDER 5566
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 8.2 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 609.2816
MS$FOCUSED_ION: PRECURSOR_M/Z 609.2807
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$ANNOTATION: m/z num {formula mass error(ppm)}
  139.0747 1 C8H11O2+ 139.0754 -4.57
  144.0805 1 C10H10N+ 144.0808 -2.12
  148.0757 1 C9H10NO+ 148.0757 0.07
  152.0468 1 C8H8O3+ 152.0468 -0.3
  159.0671 1 C10H9NO+ 159.0679 -4.5
  160.0756 1 C10H10NO+ 160.0757 -0.56
  174.0911 1 C11H12NO+ 174.0913 -1.21
  176.1062 1 C11H14NO+ 176.107 -4.49
  188.1066 1 C12H14NO+ 188.107 -2.08
  192.1012 1 C11H14NO2+ 192.1019 -3.51
  195.0649 1 C10H11O4+ 195.0652 -1.62
  200.1067 1 C13H14NO+ 200.107 -1.35
  204.102 1 C12H14NO2+ 204.1019 0.42
  224.1275 1 C12H18NO3+ 224.1281 -2.77
  236.1277 1 C13H18NO3+ 236.1281 -1.91
  238.1225 1 C16H16NO+ 238.1226 -0.72
  250.1235 1 C17H16NO+ 250.1226 3.32
  262.1225 1 C18H16NO+ 262.1226 -0.42
  265.1342 1 C17H17N2O+ 265.1335 2.45
  304.1329 1 C20H18NO2+ 304.1332 -0.87
  305.1653 1 C20H21N2O+ 305.1648 1.51
  333.1574 1 C18H23NO5+ 333.1571 0.98
  336.1588 1 C21H22NO3+ 336.1594 -1.81
  365.1851 1 C22H25N2O3+ 365.186 -2.3
  397.2115 1 C23H29N2O4+ 397.2122 -1.6
PK$NUM_PEAK: 25
PK$PEAK: m/z int. rel.int.
  139.0747 5709.5 16
  144.0805 3867.3 11
  148.0757 6979.4 19
  152.0468 5308.8 15
  159.0671 4289 12
  160.0756 11370.7 32
  174.0911 286741.2 820
  176.1062 4170.9 11
  188.1066 10703.8 30
  192.1012 21420.2 61
  195.0649 349056.4 999
  200.1067 13339.5 38
  204.102 8736.2 25
  224.1275 8188 23
  236.1277 33347.6 95
  238.1225 3176.6 9
  250.1235 3317.9 9
  262.1225 3024 8
  265.1342 4053.1 11
  304.1329 5246.5 15
  305.1653 3116.1 8
  333.1574 3659.9 10
  336.1588 10052.2 28
  365.1851 25130.2 71
  397.2115 21716.1 62
