ACCESSION: MSBNK-Eawag-EA268203
RECORD_TITLE: Reserpine; LC-ESI-ITFT; MS2; CE: 30%; R=7500; [M+H]+
DATE: 2014.01.14
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2012 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$SMILES: CO[C@H]1[C@@H](C[C@@H]2CN3CCC4=C([C@H]3C[C@@H]2[C@@H]1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
CH$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
CH$LINK: COMPTOX
DTXSID7021237
AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 30 % (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$CHROMATOGRAPHY: RETENTION_TIME 8.3 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 609.2812
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$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.3.1
PK$SPLASH: splash10-0002-0916102000-d591ae99a68ca35e63b7
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
111.0437 C6H7O2+ 1 111.0441 -3.29
123.0802 C8H11O+ 1 123.0804 -2.37
148.0757 C9H10NO+ 1 148.0757 0.2
160.0758 C10H10NO+ 1 160.0757 0.75
167.0699 C9H11O3+ 1 167.0703 -2.28
174.0913 C11H12NO+ 1 174.0913 -0.52
175.0761 C11H11O2+ 1 175.0754 3.96
175.0954 C6H13N3O3+ 1 175.0951 1.24
176.1071 C11H14NO+ 1 176.107 0.74
178.0859 C10H12NO2+ 1 178.0863 -1.99
186.0913 C12H12NO+ 1 186.0913 -0.27
188.1067 C12H14NO+ 1 188.107 -1.38
190.086 C11H12NO2+ 1 190.0863 -1.39
192.102 C11H14NO2+ 1 192.1019 0.34
195.0652 C10H11O4+ 1 195.0652 -0.03
196.0686 C5H12N2O6+ 1 196.069 -1.72
199.0969 C10H15O4+ 1 199.0965 2.03
200.1067 C13H14NO+ 1 200.107 -1.3
204.1018 C12H14NO2+ 1 204.1019 -0.51
207.1016 C12H15O3+ 1 207.1016 -0.05
212.106 C14H14NO+ 1 212.107 -4.48
214.111 C13H14N2O+ 1 214.1101 4.46
215.1181 C13H15N2O+ 1 215.1179 0.79
222.1124 C12H16NO3+ 1 222.1125 -0.49
224.128 C12H18NO3+ 1 224.1281 -0.58
227.1171 C14H15N2O+ 1 227.1179 -3.34
228.1249 C14H16N2O+ 1 228.1257 -3.66
229.1334 C14H17N2O+ 1 229.1335 -0.7
236.1279 C13H18NO3+ 1 236.1281 -0.89
238.1235 C16H16NO+ 1 238.1226 3.69
253.1326 C16H17N2O+ 1 253.1335 -3.87
254.1386 C13H20NO4+ 1 254.1387 -0.18
288.1376 C20H18NO+ 1 288.1383 -2.33
290.1188 C19H16NO2+ 1 290.1176 4.29
305.1631 C17H23NO4+ 1 305.1622 3.15
316.1334 C21H18NO2+ 1 316.1332 0.62
322.1433 C20H20NO3+ 1 322.1438 -1.46
333.1599 C21H21N2O2+ 1 333.1598 0.41
334.1424 C21H20NO3+ 2 334.1438 -4.01
336.1587 C21H22NO3+ 1 336.1594 -2.17
348.1589 C22H22NO3+ 1 348.1594 -1.58
354.1703 C21H24NO4+ 1 354.17 0.75
365.1854 C22H25N2O3+ 1 365.186 -1.64
366.188 C16H30O9+ 1 366.1884 -1.19
368.1844 C22H26NO4+ 2 368.1856 -3.46
380.1851 C23H26NO4+ 1 380.1856 -1.35
397.2118 C23H29N2O4+ 1 397.2122 -1.04
413.2072 C23H29N2O5+ 1 413.2071 0.29
422.1807 C21H28NO8+ 1 422.1809 -0.53
434.1812 C22H28NO8+ 1 434.1809 0.5
436.1961 C22H30NO8+ 1 436.1966 -1.25
448.1965 C23H30NO8+ 1 448.1966 -0.21
449.2006 C33H25N2+ 2 449.2012 -1.3
577.2537 C32H37N2O8+ 1 577.2544 -1.34
609.2802 C33H41N2O9+ 1 609.2807 -0.82
PK$NUM_PEAK: 55
PK$PEAK: m/z int. rel.int.
111.0437 13236.7 3
123.0802 11151.6 2
148.0757 48120.3 11
160.0758 42465.2 9
167.0699 10407.5 2
174.0913 1762240.5 407
175.0761 18221.7 4
175.0954 25026.1 5
176.1071 43836.7 10
178.0859 17988.7 4
186.0913 15714.1 3
188.1067 80752.1 18
190.086 19826.1 4
192.102 218882.9 50
195.0652 4315739 999
196.0686 69007.5 15
199.0969 8866.4 2
200.1067 60405.9 13
204.1018 68536.4 15
207.1016 21080.6 4
212.106 19492.1 4
214.111 11855.3 2
215.1181 108368.8 25
222.1124 31940.4 7
224.128 294428 68
227.1171 15154.9 3
228.1249 17460.7 4
229.1334 33111.4 7
236.1279 553949.6 128
238.1235 21138.2 4
253.1326 10577.3 2
254.1386 25125.5 5
288.1376 22560.8 5
290.1188 14669.6 3
305.1631 12536 2
316.1334 17137.2 3
322.1433 47021.9 10
333.1599 50340.2 11
334.1424 14525.5 3
336.1587 141007.8 32
348.1589 88728.4 20
354.1703 39576.7 9
365.1854 611744.2 141
366.188 22272.2 5
368.1844 184395.6 42
380.1851 74480.4 17
397.2118 3803748.5 880
413.2072 50045.3 11
422.1807 10121.8 2
434.1812 59725.9 13
436.1961 218975.4 50
448.1965 842383.4 194
449.2006 39944.4 9
577.2537 160350 37
609.2802 2157970.8 499
//
