ACCESSION: EA268206
RECORD_TITLE: Reserpine; LC-ESI-ITFT; MS2; 75%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$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$ANNOTATION: m/z num {formula mass error(ppm)}
  77.0384 1 C6H5+ 77.0386 -2.68
  79.054 1 C6H7+ 79.0542 -2.36
  81.0335 1 C5H5O+ 81.0335 0.11
  81.0696 1 C6H9+ 81.0699 -3.29
  91.0541 1 C7H7+ 91.0542 -1.83
  94.0651 1 C6H8N+ 94.0651 -0.06
  95.0487 1 C6H7O+ 95.0491 -4.12
  96.0569 1 C6H8O+ 96.057 -0.27
  108.057 1 C7H8O+ 108.057 0.5
  109.0645 1 C7H9O+ 109.0648 -2.76
  115.0544 1 C9H7+ 115.0542 1.68
  122.0361 1 C7H6O2+ 122.0362 -1.15
  124.0516 1 C7H8O2+ 124.0519 -2.18
  130.0648 1 C9H8N+ 130.0651 -2.27
  131.0727 1 C9H9N+ 131.073 -1.76
  132.081 1 C9H10N+ 132.0808 1.32
  137.0228 1 C7H5O3+ 137.0233 -3.65
  139.0749 1 C8H11O2+ 139.0754 -3.42
  143.0729 1 C10H9N+ 143.073 -0.63
  144.0809 1 C10H10N+ 144.0808 0.93
  146.0595 1 C9H8NO+ 146.06 -3.49
  147.081 1 C10H11O+ 147.0804 3.87
  152.0466 1 C8H8O3+ 152.0468 -1.29
  159.0676 1 C10H9NO+ 159.0679 -1.48
  160.0753 1 C10H10NO+ 160.0757 -2.19
  162.0921 1 C10H12NO+ 162.0913 4.87
  172.0758 1 C11H10NO+ 172.0757 0.7
  173.0835 1 C11H11NO+ 173.0835 0.14
  174.0911 1 C11H12NO+ 174.0913 -1.21
  185.0827 1 C12H11NO+ 185.0835 -4.68
  195.0648 1 C10H11O4+ 195.0652 -2.18
  198.0893 1 C10H14O4+ 198.0887 3.38
  199.0861 1 C12H11N2O+ 199.0866 -2.71
  210.0906 1 C14H12NO+ 210.0913 -3.38
  224.1066 1 C15H14NO+ 224.107 -1.56
  227.1172 1 C14H15N2O+ 227.1179 -2.99
  236.1077 1 C16H14NO+ 236.107 3.09
  246.0905 1 C17H12NO+ 246.0913 -3.29
  251.1168 1 C16H15N2O+ 251.1179 -4.3
  262.1232 1 C18H16NO+ 262.1226 2.17
PK$NUM_PEAK: 40
PK$PEAK: m/z int. rel.int.
  77.0384 7572.8 78
  79.054 10685.6 110
  81.0335 7236.3 74
  81.0696 3765.6 38
  91.0541 7047.3 72
  94.0651 4278.2 44
  95.0487 4236.3 43
  96.0569 5493.6 56
  108.057 3093.4 31
  109.0645 10714.7 110
  115.0544 3880.6 40
  122.0361 11115.3 114
  124.0516 11540.8 119
  130.0648 11663.7 120
  131.0727 44064.5 454
  132.081 5884.3 60
  137.0228 5967.5 61
  139.0749 22643.9 233
  143.0729 31273.2 322
  144.0809 7190.8 74
  146.0595 4689 48
  147.081 5201.8 53
  152.0466 40662.5 419
  159.0676 64953.3 670
  160.0753 12926 133
  162.0921 3798.1 39
  172.0758 6455.1 66
  173.0835 9496.2 97
  174.0911 96847.3 999
  185.0827 4837.4 49
  195.0648 46588.8 480
  198.0893 4471.3 46
  199.0861 4294.2 44
  210.0906 5478.7 56
  224.1066 5105.8 52
  227.1172 2706.6 27
  236.1077 2790.2 28
  246.0905 4123.3 42
  251.1168 3770.2 38
  262.1232 4310.3 44
