ACCESSION: EA268210
RECORD_TITLE: Reserpine; LC-ESI-ITFT; MS2; 45%; 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 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 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 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$ANNOTATION: m/z num {formula mass error(ppm)}
  94.065 1 C6H8N+ 94.0651 -1.44
  111.0439 1 C6H7O2+ 111.0441 -0.95
  132.0811 1 C9H10N+ 132.0808 2.15
  139.0751 1 C8H11O2+ 139.0754 -1.91
  144.081 1 C10H10N+ 144.0808 1.35
  148.0755 1 C9H10NO+ 148.0757 -1.15
  159.0674 1 C10H9NO+ 159.0679 -2.8
  160.0757 1 C10H10NO+ 160.0757 0.19
  161.0833 1 C10H11NO+ 161.0835 -1.09
  162.0916 1 C10H12NO+ 162.0913 1.66
  167.07 1 C9H11O3+ 167.0703 -1.92
  174.0912 1 C11H12NO+ 174.0913 -0.63
  186.0912 1 C12H12NO+ 186.0913 -0.54
  188.1067 1 C12H14NO+ 188.107 -1.54
  192.1017 1 C11H14NO2+ 192.1019 -1.02
  195.065 1 C10H11O4+ 195.0652 -0.85
  199.0873 1 C12H11N2O+ 199.0866 3.62
  200.1067 1 C13H14NO+ 200.107 -1.6
  204.102 1 C12H14NO2+ 204.1019 0.56
  215.1177 1 C13H15N2O+ 215.1179 -0.97
  224.1279 1 C12H18NO3+ 224.1281 -1.07
  236.1279 1 C13H18NO3+ 236.1281 -0.85
  238.1226 1 C16H16NO+ 238.1226 -0.13
  250.1239 1 C17H16NO+ 250.1226 5
  253.1334 1 C16H17N2O+ 253.1335 -0.63
  265.1323 1 C17H17N2O+ 265.1335 -4.71
  276.138 1 C19H18NO+ 276.1383 -1.02
  304.1327 1 C20H18NO2+ 304.1332 -1.53
  305.1638 1 C20H21N2O+ 305.1648 -3.37
  336.1587 1 C21H22NO3+ 336.1594 -2.02
  348.1587 1 C22H22NO3+ 348.1594 -2.18
  365.1856 1 C22H25N2O3+ 365.186 -0.96
  368.1501 1 C21H22NO5+ 368.1492 2.42
  397.2118 1 C23H29N2O4+ 397.2122 -0.92
  448.1959 1 C23H30NO8+ 448.1966 -1.52
PK$NUM_PEAK: 35
PK$PEAK: m/z int. rel.int.
  94.065 2843.3 11
  111.0439 2811 11
  132.0811 3915.1 15
  139.0751 3379.6 13
  144.081 3059.8 12
  148.0755 3494 14
  159.0674 3038.1 12
  160.0757 8292.3 33
  161.0833 3017.3 12
  162.0916 2114.1 8
  167.07 2650.9 10
  174.0912 203313.9 821
  186.0912 5453.1 22
  188.1067 11064.5 44
  192.1017 19524.7 78
  195.065 247332.1 999
  199.0873 1900.5 7
  200.1067 9059.9 36
  204.102 6617.1 26
  215.1177 2204.1 8
  224.1279 7788 31
  236.1279 20470.2 82
  238.1226 4218.8 17
  250.1239 2305.2 9
  253.1334 3257.8 13
  265.1323 3266.5 13
  276.138 4763.9 19
  304.1327 2848.6 11
  305.1638 2589.1 10
  336.1587 6603.9 26
  348.1587 3121.7 12
  365.1856 18841.4 76
  368.1501 2356.3 9
  397.2118 11947.5 48
  448.1959 2898 11
