ACCESSION: EA268207
RECORD_TITLE: Reserpine; 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 % (nominal)
AC$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 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$ANNOTATION: m/z num {formula mass error(ppm)}
  53.0386 1 C4H5+ 53.0386 0.44
  77.0384 1 C6H5+ 77.0386 -1.9
  79.0542 1 C6H7+ 79.0542 -0.21
  81.0334 1 C5H5O+ 81.0335 -0.63
  91.0543 1 C7H7+ 91.0542 0.92
  96.0571 1 C6H8O+ 96.057 1.39
  108.057 1 C7H8O+ 108.057 0.13
  109.0645 1 C7H9O+ 109.0648 -2.3
  115.0542 1 C9H7+ 115.0542 0.03
  117.0569 1 C8H7N+ 117.0573 -3.34
  121.029 1 C7H5O2+ 121.0284 4.99
  121.065 1 C8H9O+ 121.0648 1.72
  122.0363 1 C7H6O2+ 122.0362 0.32
  124.0518 1 C7H8O2+ 124.0519 -0.65
  130.0649 1 C9H8N+ 130.0651 -1.66
  131.0728 1 C9H9N+ 131.073 -1.38
  137.0229 1 C7H5O3+ 137.0233 -3.36
  142.0647 1 C10H8N+ 142.0651 -3.21
  143.0728 1 C10H9N+ 143.073 -0.77
  144.0802 1 C10H10N+ 144.0808 -4.07
  146.0599 1 C9H8NO+ 146.06 -1.1
  151.0386 1 C8H7O3+ 151.039 -2.19
  152.0466 1 C8H8O3+ 152.0468 -1.22
  158.0596 1 C10H8NO+ 158.06 -3.04
  159.0676 1 C10H9NO+ 159.0679 -1.54
  160.0755 1 C10H10NO+ 160.0757 -1.19
  170.0601 1 C11H8NO+ 170.06 0.59
  172.0763 1 C11H10NO+ 172.0757 3.72
  173.0834 1 C11H11NO+ 173.0835 -0.55
  174.0912 1 C11H12NO+ 174.0913 -0.75
  195.0643 1 C10H11O4+ 195.0652 -4.33
  198.0891 1 C10H14O4+ 198.0887 2.07
  208.0763 1 C14H10NO+ 208.0757 2.79
  210.0924 1 C14H12NO+ 210.0913 4.95
  222.0921 1 C15H12NO+ 222.0913 3.42
  246.0907 1 C17H12NO+ 246.0913 -2.72
PK$NUM_PEAK: 36
PK$PEAK: m/z int. rel.int.
  53.0386 7997.4 118
  77.0384 8832.1 131
  79.0542 11053.6 164
  81.0334 15234.6 226
  91.0543 10885.5 161
  96.0571 6330.5 93
  108.057 3541.9 52
  109.0645 6995.4 103
  115.0542 8173.4 121
  117.0569 7179.1 106
  121.029 4605 68
  121.065 3665.8 54
  122.0363 8895.7 132
  124.0518 6645.3 98
  130.0649 32048.3 475
  131.0728 67300.5 999
  137.0229 13209.6 196
  142.0647 3013.3 44
  143.0728 38545.4 572
  144.0802 6528.4 96
  146.0599 8271.4 122
  151.0386 9738.8 144
  152.0466 21923.7 325
  158.0596 5841.5 86
  159.0676 53157 789
  160.0755 8353.5 123
  170.0601 6989 103
  172.0763 5130.8 76
  173.0834 8134.9 120
  174.0912 35239.4 523
  195.0643 5723.1 84
  198.0891 4821.4 71
  208.0763 3030.5 44
  210.0924 4562.7 67
  222.0921 3922.4 58
  246.0907 3398.9 50
