ACCESSION: MSBNK-Eawag-EA268201
RECORD_TITLE: Reserpine; LC-ESI-ITFT; MS2; CE: 35%; 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$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 35 % (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$SPLASH: splash10-0002-0108920000-d8cec36e08efb0c1e16e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
174.0914 C11H12NO+ 1 174.0913 0.51
176.1065 C11H14NO+ 1 176.107 -2.84
178.0859 C10H12NO2+ 1 178.0863 -1.83
188.1066 C12H14NO+ 1 188.107 -1.86
190.0861 C11H12NO2+ 1 190.0863 -0.71
192.1019 C11H14NO2+ 1 192.1019 -0.03
195.0652 C10H11O4+ 1 195.0652 0.08
200.1076 C13H14NO+ 1 200.107 3.25
204.1019 C12H14NO2+ 1 204.1019 -0.07
214.1097 C13H14N2O+ 1 214.1101 -1.8
215.1183 C13H15N2O+ 1 215.1179 1.95
222.1127 C12H16NO3+ 1 222.1125 1.04
224.1281 C12H18NO3+ 1 224.1281 -0.04
227.1181 C14H15N2O+ 1 227.1179 0.93
229.1341 C14H17N2O+ 1 229.1335 2.4
236.128 C13H18NO3+ 1 236.1281 -0.42
242.1383 C12H20NO4+ 1 242.1387 -1.59
248.1071 C17H14NO+ 1 248.107 0.48
254.1379 C13H20NO4+ 1 254.1387 -3.01
262.1234 C18H16NO+ 1 262.1226 2.82
265.1324 C17H17N2O+ 1 265.1335 -4.19
288.1379 C20H18NO+ 1 288.1383 -1.49
290.1173 C19H16NO2+ 1 290.1176 -0.95
304.1332 C20H18NO2+ 1 304.1332 0.02
305.1649 C20H21N2O+ 1 305.1648 0.26
316.1334 C21H18NO2+ 1 316.1332 0.71
322.1435 C20H20NO3+ 1 322.1438 -0.74
333.159 C21H21N2O2+ 1 333.1598 -2.2
334.1436 C21H20NO3+ 1 334.1438 -0.51
336.159 C21H22NO3+ 1 336.1594 -1.1
337.1308 C20H19NO4+ 1 337.1309 -0.21
338.1031 C19H16NO5+ 1 338.1023 2.31
348.1589 C22H22NO3+ 1 348.1594 -1.41
353.1254 C20H19NO5+ 1 353.1258 -1
354.1706 C21H24NO4+ 1 354.17 1.77
365.1856 C22H25N2O3+ 1 365.186 -0.93
366.1691 C22H24NO4+ 2 366.17 -2.44
368.1491 C21H22NO5+ 1 368.1492 -0.46
380.1855 C23H26NO4+ 1 380.1856 -0.41
395.1976 C23H27N2O4+ 1 395.1965 2.77
397.2121 C23H29N2O4+ 1 397.2122 -0.19
402.1531 C21H24NO7+ 1 402.1547 -3.93
404.1703 C21H26NO7+ 1 404.1704 -0.12
413.2068 C23H29N2O5+ 1 413.2071 -0.72
416.1693 C22H26NO7+ 1 416.1704 -2.64
422.1812 C21H28NO8+ 1 422.1809 0.66
434.1807 C22H28NO8+ 1 434.1809 -0.49
436.1965 C22H30NO8+ 1 436.1966 -0.21
437.2017 C32H25N2+ 1 437.2012 1.09
448.1966 C23H30NO8+ 1 448.1966 0.1
449.2007 C33H25N2+ 2 449.2012 -1.26
548.2269 C31H34NO8+ 1 548.2279 -1.74
559.2444 C32H35N2O7+ 1 559.2439 0.88
560.2281 C32H34NO8+ 1 560.2279 0.28
577.2543 C32H37N2O8+ 1 577.2544 -0.25
580.2548 C32H38NO9+ 1 580.2541 1.16
581.248 C31H37N2O9+ 1 581.2494 -2.28
591.2696 C33H39N2O8+ 1 591.2701 -0.75
592.2533 C33H38NO9+ 1 592.2541 -1.42
593.2506 C32H37N2O9+ 1 593.2494 2.09
PK$NUM_PEAK: 60
PK$PEAK: m/z int. rel.int.
174.0914 217431.6 16
176.1065 16286.4 1
178.0859 16347.9 1
188.1066 25323.9 1
190.0861 22185.4 1
192.1019 185104.2 13
195.0652 1586266.3 119
200.1076 31644.6 2
204.1019 71769.1 5
214.1097 18906.4 1
215.1183 81424.8 6
222.1127 31215.3 2
224.1281 246077.7 18
227.1181 20503.1 1
229.1341 14017.9 1
236.128 684015.2 51
242.1383 82477.4 6
248.1071 22834.9 1
254.1379 49791.2 3
262.1234 23207 1
265.1324 14158.2 1
288.1379 77350.7 5
290.1173 46058.1 3
304.1332 32407.3 2
305.1649 31363.5 2
316.1334 42764.8 3
322.1435 99159.4 7
333.159 109248.2 8
334.1436 76635.4 5
336.159 264383.4 19
337.1308 86405.6 6
338.1031 29591.7 2
348.1589 248466 18
353.1254 101775.2 7
354.1706 88779.8 6
365.1856 1666718 125
366.1691 158389.4 11
368.1491 958202.2 72
380.1855 238188.4 17
395.1976 69155 5
397.2121 11279832.5 848
402.1531 45443.8 3
404.1703 221259.1 16
413.2068 187254 14
416.1693 52455.1 3
422.1812 31985.3 2
434.1807 360560.2 27
436.1965 2435463.1 183
437.2017 15956.7 1
448.1966 13275759.3 999
449.2007 155841.3 11
548.2269 56427.3 4
559.2444 51857 3
560.2281 178230 13
577.2543 3341166.9 251
580.2548 120921.7 9
581.248 39043.9 2
591.2696 297001.9 22
592.2533 295700.6 22
593.2506 27447.4 2
//
