ACCESSION: EA268205
RECORD_TITLE: Reserpine; LC-ESI-ITFT; MS2; 60%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$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$ANNOTATION: m/z num {formula mass error(ppm)}
  79.0541 1 C6H7+ 79.0542 -1.98
  81.07 1 C6H9+ 81.0699 1.89
  91.0542 1 C7H7+ 91.0542 -0.18
  109.0645 1 C7H9O+ 109.0648 -3.04
  111.0439 1 C6H7O2+ 111.0441 -1.22
  115.0542 1 C9H7+ 115.0542 -0.32
  118.0647 1 C8H8N+ 118.0651 -3.86
  122.0359 1 C7H6O2+ 122.0362 -2.55
  124.0519 1 C7H8O2+ 124.0519 0.23
  131.0725 1 C9H9N+ 131.073 -3.36
  132.0806 1 C9H10N+ 132.0808 -1.03
  139.0752 1 C8H11O2+ 139.0754 -1.41
  143.0729 1 C10H9N+ 143.073 -0.49
  144.0812 1 C10H10N+ 144.0808 2.81
  147.0802 1 C10H11O+ 147.0804 -1.57
  148.0758 1 C9H10NO+ 148.0757 0.94
  152.0466 1 C8H8O3+ 152.0468 -0.96
  159.0677 1 C10H9NO+ 159.0679 -1.29
  160.0751 1 C10H10NO+ 160.0757 -3.44
  161.0832 1 C10H11NO+ 161.0835 -2.02
  162.0915 1 C10H12NO+ 162.0913 0.68
  167.0697 1 C9H11O3+ 167.0703 -3.36
  173.0837 1 C11H11NO+ 173.0835 1.3
  174.0912 1 C11H12NO+ 174.0913 -0.69
  186.0916 1 C12H12NO+ 186.0913 1.45
  188.107 1 C12H14NO+ 188.107 -0.16
  192.1016 1 C11H14NO2+ 192.1019 -1.8
  195.065 1 C10H11O4+ 195.0652 -1.05
  200.1072 1 C13H14NO+ 200.107 1.2
  204.1015 1 C12H14NO2+ 204.1019 -2.18
  224.107 1 C15H14NO+ 224.107 -0.09
  227.1176 1 C14H15N2O+ 227.1179 -1.05
  236.1065 1 C16H14NO+ 236.107 -1.95
  251.1175 1 C16H15N2O+ 251.1179 -1.51
  265.1323 1 C17H17N2O+ 265.1335 -4.68
  276.1371 1 C19H18NO+ 276.1383 -4.24
PK$NUM_PEAK: 36
PK$PEAK: m/z int. rel.int.
  79.0541 5539.5 23
  81.07 4784.6 20
  91.0542 5035.8 21
  109.0645 11986.4 50
  111.0439 2951.9 12
  115.0542 4230.5 17
  118.0647 3233.2 13
  122.0359 7491.9 31
  124.0519 6732.9 28
  131.0725 14018.4 59
  132.0806 6718.3 28
  139.0752 22948.2 97
  143.0729 19932.5 84
  144.0812 6804.4 28
  147.0802 3954.2 16
  148.0758 5119 21
  152.0466 26278.3 111
  159.0677 40531.9 171
  160.0751 17782.7 75
  161.0832 8327.7 35
  162.0915 3488.5 14
  167.0697 8654.8 36
  173.0837 7982.4 33
  174.0912 235443.3 999
  186.0916 9226 39
  188.107 10299.3 43
  192.1016 6721.1 28
  195.065 189935.9 805
  200.1072 8846.4 37
  204.1015 4757.1 20
  224.107 6053.2 25
  227.1176 6146.9 26
  236.1065 4008.7 17
  251.1175 6108.6 25
  265.1323 3563.9 15
  276.1371 7411.3 31
