ACCESSION: EA268212
RECORD_TITLE: Reserpine; LC-ESI-ITFT; MS2; 75%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$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$ANNOTATION: m/z num {formula mass error(ppm)}
  77.0386 1 C6H5+ 77.0386 -0.22
  79.0542 1 C6H7+ 79.0542 -0.59
  81.0334 1 C5H5O+ 81.0335 -0.76
  81.07 1 C6H9+ 81.0699 1.77
  91.0542 1 C7H7+ 91.0542 -0.84
  96.0568 1 C6H8O+ 96.057 -1.52
  108.0568 1 C7H8O+ 108.057 -1.35
  109.0647 1 C7H9O+ 109.0648 -1.11
  115.0541 1 C9H7+ 115.0542 -1.36
  121.0646 1 C8H9O+ 121.0648 -1.66
  122.0362 1 C7H6O2+ 122.0362 -0.42
  124.0515 1 C7H8O2+ 124.0519 -2.83
  130.0648 1 C9H8N+ 130.0651 -2.2
  131.0729 1 C9H9N+ 131.073 -0.46
  132.0805 1 C9H10N+ 132.0808 -1.86
  137.0231 1 C7H5O3+ 137.0233 -1.32
  139.0752 1 C8H11O2+ 139.0754 -1.41
  142.065 1 C10H8N+ 142.0651 -1.24
  143.0729 1 C10H9N+ 143.073 -0.42
  144.0812 1 C10H10N+ 144.0808 2.6
  145.0527 1 C9H7NO+ 145.0522 3.41
  146.0598 1 C9H8NO+ 146.06 -1.85
  147.0804 1 C10H11O+ 147.0804 -0.08
  152.0466 1 C8H8O3+ 152.0468 -0.96
  158.0606 1 C10H8NO+ 158.06 3.67
  159.0677 1 C10H9NO+ 159.0679 -0.85
  160.0756 1 C10H10NO+ 160.0757 -0.5
  167.0696 1 C9H11O3+ 167.0703 -3.89
  172.0756 1 C11H10NO+ 172.0757 -0.7
  173.0835 1 C11H11NO+ 173.0835 0.14
  174.0912 1 C11H12NO+ 174.0913 -0.63
  185.0833 1 C12H11NO+ 185.0835 -1.06
  195.065 1 C10H11O4+ 195.0652 -0.9
  198.0907 1 C13H12NO+ 198.0913 -3.13
  199.0862 1 C12H11N2O+ 199.0866 -1.91
  251.1173 1 C16H15N2O+ 251.1179 -2.47
  353.0023 1 C28HO+ 353.0022 0.28
PK$NUM_PEAK: 37
PK$PEAK: m/z int. rel.int.
  77.0386 3298 53
  79.0542 8064.6 129
  81.0334 6333.9 101
  81.07 3202.6 51
  91.0542 3849.8 61
  96.0568 2608.3 41
  108.0568 2710.4 43
  109.0647 6053.4 97
  115.0541 3655.6 58
  121.0646 2447.6 39
  122.0362 5312.6 85
  124.0515 4238.4 68
  130.0648 6462.8 104
  131.0729 21241.7 341
  132.0805 2052.1 33
  137.0231 6047.2 97
  139.0752 9792 157
  142.065 3784.9 60
  143.0729 14864.9 239
  144.0812 3105.3 49
  145.0527 2127.2 34
  146.0598 4303.5 69
  147.0804 3421.8 55
  152.0466 20420.7 328
  158.0606 2346.6 37
  159.0677 33246.7 535
  160.0756 6580.2 105
  167.0696 4138.4 66
  172.0756 2958 47
  173.0835 7447.2 119
  174.0912 62064.8 999
  185.0833 3589.6 57
  195.065 25643.8 412
  198.0907 3456.4 55
  199.0862 3483.4 56
  251.1173 3981.6 64
  353.0023 2024 32
