ACCESSION: MSBNK-Eawag-EA268209
RECORD_TITLE: Reserpine; LC-ESI-ITFT; MS2; CE: 30%; R=15000; [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$MASS_SPECTROMETRY: RESOLUTION 15000
AC$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$CHROMATOGRAPHY: RETENTION_TIME 8.3 min
AC$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$SPLASH: splash10-0002-0916103000-b1128c59f469bc4d949f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
70.0652 C4H8N+ 1 70.0651 0.35
94.0653 C6H8N+ 1 94.0651 2.28
106.0646 C7H8N+ 1 106.0651 -4.77
111.0441 C6H7O2+ 1 111.0441 0.76
131.0856 C10H11+ 1 131.0855 0.48
132.0808 C9H10N+ 1 132.0808 0.41
135.0439 C8H7O2+ 1 135.0441 -1.38
148.0754 C9H10NO+ 1 148.0757 -1.62
160.0754 C10H10NO+ 1 160.0757 -1.94
162.0912 C10H12NO+ 1 162.0913 -0.93
167.07 C9H11O3+ 1 167.0703 -1.38
174.0912 C11H12NO+ 1 174.0913 -0.69
175.0749 C11H11O2+ 1 175.0754 -2.83
175.0949 C6H13N3O3+ 1 175.0951 -1.67
176.1068 C11H14NO+ 1 176.107 -1.2
178.0862 C10H12NO2+ 1 178.0863 -0.08
186.0913 C12H12NO+ 1 186.0913 -0.32
188.1069 C12H14NO+ 1 188.107 -0.75
190.0865 C11H12NO2+ 1 190.0863 1.34
192.1018 C11H14NO2+ 1 192.1019 -0.6
195.0651 C10H11O4+ 1 195.0652 -0.33
195.9643 C7O7+ 1 195.9639 2.28
196.0686 C5H12N2O6+ 1 196.069 -1.82
200.1067 C13H14NO+ 1 200.107 -1.3
201.1016 C12H13N2O+ 1 201.1022 -3.23
204.1017 C12H14NO2+ 1 204.1019 -0.96
207.101 C12H15O3+ 1 207.1016 -2.51
212.1072 C14H14NO+ 1 212.107 1.18
214.1103 C13H14N2O+ 1 214.1101 1.15
215.1176 C13H15N2O+ 1 215.1179 -1.3
222.1122 C12H16NO3+ 1 222.1125 -1.26
224.1279 C12H18NO3+ 1 224.1281 -0.89
227.1181 C14H15N2O+ 1 227.1179 0.97
228.1258 C14H16N2O+ 1 228.1257 0.24
229.1336 C14H17N2O+ 1 229.1335 0.44
236.1279 C13H18NO3+ 1 236.1281 -0.93
238.1221 C16H16NO+ 1 238.1226 -2.35
242.1394 C12H20NO4+ 1 242.1387 3.12
253.1337 C16H17N2O+ 1 253.1335 0.79
254.1388 C13H20NO4+ 1 254.1387 0.53
276.1375 C19H18NO+ 1 276.1383 -2.83
281.165 C18H21N2O+ 1 281.1648 0.53
290.1164 C19H16NO2+ 1 290.1176 -4.09
304.1322 C20H18NO2+ 1 304.1332 -3.34
305.1648 C20H21N2O+ 1 305.1648 -0.2
316.1327 C21H18NO2+ 1 316.1332 -1.66
322.1433 C20H20NO3+ 1 322.1438 -1.33
333.1598 C21H21N2O2+ 1 333.1598 0.02
334.1425 C21H20NO3+ 2 334.1438 -3.89
336.1589 C21H22NO3+ 1 336.1594 -1.49
337.1916 C21H25N2O2+ 1 337.1911 1.65
348.1588 C22H22NO3+ 1 348.1594 -1.64
354.1697 C21H24NO4+ 1 354.17 -0.75
365.1854 C22H25N2O3+ 1 365.186 -1.7
366.1687 C22H24NO4+ 2 366.17 -3.37
368.1493 C21H22NO5+ 1 368.1492 0.14
368.1851 C22H26NO4+ 1 368.1856 -1.43
379.2005 C23H27N2O3+ 2 379.2016 -2.92
380.1848 C23H26NO4+ 2 380.1856 -2.33
386.1955 C22H28NO5+ 1 386.1962 -1.76
397.2119 C23H29N2O4+ 1 397.2122 -0.71
402.1548 C21H24NO7+ 1 402.1547 0.28
404.1701 C21H26NO7+ 1 404.1704 -0.69
413.2067 C23H29N2O5+ 1 413.2071 -1.01
416.1699 C22H26NO7+ 1 416.1704 -1.03
434.1799 C22H28NO8+ 1 434.1809 -2.33
436.1959 C22H30NO8+ 1 436.1966 -1.54
448.1961 C23H30NO8+ 1 448.1966 -1.15
449.1999 C30H27NO3+ 2 449.1985 2.95
577.2539 C32H37N2O8+ 1 577.2544 -0.87
591.2685 C33H39N2O8+ 1 591.2701 -2.71
592.252 C33H38NO9+ 1 592.2541 -3.63
609.2801 C33H41N2O9+ 1 609.2807 -0.9
PK$NUM_PEAK: 73
PK$PEAK: m/z int. rel.int.
70.0652 4579.8 1
94.0653 9809.5 3
106.0646 5870.7 2
111.0441 12762.5 4
131.0856 6058.1 2
132.0808 6216.5 2
135.0439 4997.7 1
148.0754 26023.1 8
160.0754 24281.5 8
162.0912 19724 6
167.07 6038.7 2
174.0912 1177685.1 404
175.0749 6917.8 2
175.0949 8974.6 3
176.1068 23759.7 8
178.0862 13167.8 4
186.0913 14296.6 4
188.1069 47121.1 16
190.0865 11760.5 4
192.1018 129708 44
195.0651 2909204.9 999
195.9643 6197.2 2
196.0686 11207.4 3
200.1067 58514.2 20
201.1016 5906.7 2
204.1017 39412.8 13
207.101 8058.7 2
212.1072 11346.8 3
214.1103 11877.9 4
215.1176 64319.4 22
222.1122 20450.3 7
224.1279 205453.8 70
227.1181 9782.9 3
228.1258 11563 3
229.1336 16179.7 5
236.1279 371507.7 127
238.1221 11319.9 3
242.1394 6799.4 2
253.1337 12427 4
254.1388 15839.9 5
276.1375 10397.2 3
281.165 12581.9 4
290.1164 10845.7 3
304.1322 11894.4 4
305.1648 8776.9 3
316.1327 10239.9 3
322.1433 35190.3 12
333.1598 27340.4 9
334.1425 12951.8 4
336.1589 106233.8 36
337.1916 8037 2
348.1588 51856.2 17
354.1697 27640.1 9
365.1854 394539.3 135
366.1687 14403.2 4
368.1493 40563.6 13
368.1851 126945.2 43
379.2005 5762.8 1
380.1848 52000.7 17
386.1955 5914.6 2
397.2119 2520904.8 865
402.1548 8372.8 2
404.1701 12244.9 4
413.2067 30006.6 10
416.1699 6082.7 2
434.1799 39955.9 13
436.1959 136547.9 46
448.1961 605541.2 207
449.1999 11657.9 4
577.2539 99956.8 34
591.2685 6401.1 2
592.252 12085.8 4
609.2801 1555339.1 534
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