ACCESSION: EA268213
RECORD_TITLE: Reserpine; LC-ESI-ITFT; MS2; 90%; R=30000; [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 30000
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$ANNOTATION: m/z num {formula mass error(ppm)}
  53.0384 1 C4H5+ 53.0386 -2.58
  77.0385 1 C6H5+ 77.0386 -1.25
  79.0541 1 C6H7+ 79.0542 -1.1
  81.0334 1 C5H5O+ 81.0335 -1.13
  91.0541 1 C7H7+ 91.0542 -1.83
  95.0491 1 C6H7O+ 95.0491 -0.54
  96.0567 1 C6H8O+ 96.057 -2.25
  109.0647 1 C7H9O+ 109.0648 -1.3
  115.0541 1 C9H7+ 115.0542 -1.1
  117.0572 1 C8H7N+ 117.0573 -1.03
  118.0647 1 C8H8N+ 118.0651 -3.69
  121.0282 1 C7H5O2+ 121.0284 -1.37
  122.0361 1 C7H6O2+ 122.0362 -1.4
  124.0517 1 C7H8O2+ 124.0519 -1.3
  130.065 1 C9H8N+ 130.0651 -1.35
  131.0728 1 C9H9N+ 131.073 -1.15
  132.0803 1 C9H10N+ 132.0808 -3.83
  137.0232 1 C7H5O3+ 137.0233 -0.81
  139.0754 1 C8H11O2+ 139.0754 0.1
  142.0649 1 C10H8N+ 142.0651 -1.38
  143.0728 1 C10H9N+ 143.073 -1.33
  144.0809 1 C10H10N+ 144.0808 0.79
  145.0519 1 C9H7NO+ 145.0522 -2.24
  146.0599 1 C9H8NO+ 146.06 -1.23
  148.0755 1 C9H10NO+ 148.0757 -1.49
  151.0387 1 C8H7O3+ 151.039 -1.72
  152.0465 1 C8H8O3+ 152.0468 -1.61
  158.0599 1 C10H8NO+ 158.06 -1.14
  159.0677 1 C10H9NO+ 159.0679 -1.17
  160.0756 1 C10H10NO+ 160.0757 -0.31
  170.0597 1 C11H8NO+ 170.06 -1.82
  172.0756 1 C11H10NO+ 172.0757 -0.29
  173.0831 1 C11H11NO+ 173.0835 -2.46
  174.0911 1 C11H12NO+ 174.0913 -1.38
  186.0913 1 C12H12NO+ 186.0913 -0.11
  195.065 1 C10H11O4+ 195.0652 -1
  208.0757 1 C14H10NO+ 208.0757 0.05
  222.091 1 C15H12NO+ 222.0913 -1.53
  246.091 1 C17H12NO+ 246.0913 -1.26
PK$NUM_PEAK: 39
PK$PEAK: m/z int. rel.int.
  53.0384 2110.6 67
  77.0385 4052.7 129
  79.0541 3720 118
  81.0334 7647.7 244
  91.0541 4148.4 132
  95.0491 2783.2 88
  96.0567 2670.1 85
  109.0647 3517.4 112
  115.0541 5218.3 166
  117.0572 2810 89
  118.0647 1362.5 43
  121.0282 2168.5 69
  122.0361 4395.2 140
  124.0517 2788.4 89
  130.065 15311.5 489
  131.0728 31242.2 999
  132.0803 1855 59
  137.0232 8976.1 287
  139.0754 2500.6 79
  142.0649 1581.4 50
  143.0728 15602.9 498
  144.0809 2152.4 68
  145.0519 2032.2 64
  146.0599 3420.6 109
  148.0755 1482.5 47
  151.0387 3939 125
  152.0465 12536.3 400
  158.0599 3783.4 120
  159.0677 28732 918
  160.0756 2507.6 80
  170.0597 2937.9 93
  172.0756 3478.2 111
  173.0831 4206.6 134
  174.0911 18940.1 605
  186.0913 1875.7 59
  195.065 3382.8 108
  208.0757 1585.2 50
  222.091 2203.4 70
  246.091 1973.6 63
