ACCESSION: MSBNK-Eawag-EA268214
RECORD_TITLE: Reserpine; LC-ESI-ITFT; MS2; CE: 35%; R=30000; [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$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 35 % (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$CHROMATOGRAPHY: RETENTION_TIME 8.3 min
AC$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$SPLASH: splash10-0002-0108920000-29c40cb6bef71c53750f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
174.0914 C11H12NO+ 1 174.0913 0.06
176.1067 C11H14NO+ 1 176.107 -1.76
178.0862 C10H12NO2+ 1 178.0863 -0.59
188.1069 C12H14NO+ 1 188.107 -0.48
190.0861 C11H12NO2+ 1 190.0863 -1.08
192.1018 C11H14NO2+ 1 192.1019 -0.6
195.0651 C10H11O4+ 1 195.0652 -0.49
195.9597 C2N2O9+ 1 195.9598 -0.46
200.1068 C13H14NO+ 1 200.107 -1.15
201.1017 C12H13N2O+ 1 201.1022 -2.53
204.1016 C12H14NO2+ 1 204.1019 -1.54
207.1019 C12H15O3+ 1 207.1016 1.64
212.1066 C14H14NO+ 1 212.107 -1.84
214.11 C13H14N2O+ 1 214.1101 -0.35
215.1176 C13H15N2O+ 1 215.1179 -1.49
222.1127 C12H16NO3+ 1 222.1125 0.95
224.128 C12H18NO3+ 1 224.1281 -0.4
227.1175 C14H15N2O+ 1 227.1179 -1.49
229.1332 C14H17N2O+ 1 229.1335 -1.61
236.128 C13H18NO3+ 1 236.1281 -0.68
242.1386 C12H20NO4+ 1 242.1387 -0.35
248.1079 C17H14NO+ 1 248.107 3.54
254.1384 C13H20NO4+ 1 254.1387 -1.12
262.1224 C18H16NO+ 1 262.1226 -0.84
274.1218 C19H16NO+ 1 274.1226 -3.1
276.1379 C19H18NO+ 1 276.1383 -1.49
288.1381 C20H18NO+ 1 288.1383 -0.84
290.1171 C19H16NO2+ 1 290.1176 -1.67
304.1329 C20H18NO2+ 1 304.1332 -1.1
305.1643 C20H21N2O+ 1 305.1648 -1.67
316.1328 C21H18NO2+ 1 316.1332 -1.16
322.1432 C20H20NO3+ 1 322.1438 -1.8
333.1593 C21H21N2O2+ 1 333.1598 -1.42
334.1433 C21H20NO3+ 1 334.1438 -1.53
336.159 C21H22NO3+ 1 336.1594 -1.4
337.1304 C20H19NO4+ 1 337.1309 -1.45
337.1899 C21H25N2O2+ 2 337.1911 -3.54
338.1022 C19H16NO5+ 1 338.1023 -0.29
348.159 C22H22NO3+ 1 348.1594 -1.32
353.1253 C20H19NO5+ 1 353.1258 -1.46
354.1694 C21H24NO4+ 1 354.17 -1.59
365.1856 C22H25N2O3+ 1 365.186 -1.01
366.1695 C22H24NO4+ 1 366.17 -1.3
368.1489 C21H22NO5+ 1 368.1492 -1.03
368.1848 C22H26NO4+ 2 368.1856 -2.38
379.2015 C23H27N2O3+ 1 379.2016 -0.21
380.1852 C23H26NO4+ 1 380.1856 -1.14
381.1802 C22H25N2O4+ 1 381.1809 -1.74
386.1954 C22H28NO5+ 2 386.1962 -1.97
395.1966 C23H27N2O4+ 1 395.1965 0.04
397.212 C23H29N2O4+ 1 397.2122 -0.59
402.1537 C21H24NO7+ 1 402.1547 -2.51
404.1699 C21H26NO7+ 1 404.1704 -1.16
413.2066 C23H29N2O5+ 1 413.2071 -1.18
416.1706 C22H26NO7+ 1 416.1704 0.58
422.181 C21H28NO8+ 1 422.1809 0.09
434.1805 C22H28NO8+ 1 434.1809 -1
436.1963 C22H30NO8+ 1 436.1966 -0.65
437.1999 C32H25N2+ 2 437.2012 -3.12
448.1962 C23H30NO8+ 1 448.1966 -0.81
449.1995 C30H27NO3+ 2 449.1985 2.04
548.2277 C31H34NO8+ 1 548.2279 -0.43
559.2432 C32H35N2O7+ 1 559.2439 -1.12
560.2274 C32H34NO8+ 1 560.2279 -0.95
577.2542 C32H37N2O8+ 1 577.2544 -0.39
580.2536 C32H38NO9+ 1 580.2541 -0.84
581.2482 C31H37N2O9+ 1 581.2494 -1.97
591.2695 C33H39N2O8+ 1 591.2701 -0.99
592.2535 C33H38NO9+ 1 592.2541 -1.06
593.2493 C32H37N2O9+ 1 593.2494 -0.1
594.2554 C32H38N2O9+ 1 594.2572 -3.08
PK$NUM_PEAK: 71
PK$PEAK: m/z int. rel.int.
174.0914 60822.6 19
176.1067 3659.4 1
178.0862 3460.4 1
188.1069 7310.1 2
190.0861 5854 1
192.1018 53188.2 17
195.0651 368153.1 119
195.9597 3091.3 1
200.1068 9928.5 3
201.1017 3288.9 1
204.1016 22551.1 7
207.1019 3275.9 1
212.1066 6992.8 2
214.11 5360.1 1
215.1176 19081.5 6
222.1127 7905.2 2
224.128 63421.9 20
227.1175 3672.7 1
229.1332 7667.7 2
236.128 181452.6 58
242.1386 17159.3 5
248.1079 4387.1 1
254.1384 10154.2 3
262.1224 5498.5 1
274.1218 3717.5 1
276.1379 8976.5 2
288.1381 17315.5 5
290.1171 11136.5 3
304.1329 8861.2 2
305.1643 10069.9 3
316.1328 11630.9 3
322.1432 23552.3 7
333.1593 24979.8 8
334.1433 16968.9 5
336.159 61014.6 19
337.1304 20916.3 6
337.1899 5410.9 1
338.1022 8257.2 2
348.159 59621.5 19
353.1253 28991.7 9
354.1694 17623 5
365.1856 412994.2 133
366.1695 42242.5 13
368.1489 237543.3 76
368.1848 46214.7 14
379.2015 9152.4 2
380.1852 51654.9 16
381.1802 8469.3 2
386.1954 8724.5 2
395.1966 28176.3 9
397.212 2666947.1 863
402.1537 11933.8 3
404.1699 54853.3 17
413.2066 40544.3 13
416.1706 13887.1 4
422.181 5507.2 1
434.1805 83780.9 27
436.1963 537840 174
437.1999 8197.9 2
448.1962 3085244.4 999
449.1995 47375.3 15
548.2277 14598.2 4
559.2432 13577.5 4
560.2274 42194.4 13
577.2542 792048.6 256
580.2536 26350.8 8
581.2482 4597.1 1
591.2695 78625 25
592.2535 69884.6 22
593.2493 11087.1 3
594.2554 10185.8 3
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