ACCESSION: MSBNK-Eawag-EA268204
RECORD_TITLE: Reserpine; LC-ESI-ITFT; MS2; CE: 45%; 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 45 % (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$SPLASH: splash10-006t-0911000000-1cb6207a1835b7efb13a
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
70.0651 C4H8N+ 1 70.0651 0.06
71.049 C4H7O+ 1 71.0491 -2.41
79.0544 C6H7+ 1 79.0542 2.32
91.0541 C7H7+ 1 91.0542 -1.17
93.07 C7H9+ 1 93.0699 1.22
94.0651 C6H8N+ 1 94.0651 -0.06
97.0647 C6H9O+ 1 97.0648 -1.04
103.0538 C8H7+ 1 103.0542 -4.53
105.0701 C8H9+ 1 105.0699 1.93
106.0654 C7H8N+ 1 106.0651 2.77
108.0805 C7H10N+ 1 108.0808 -2.92
109.0648 C7H9O+ 1 109.0648 -0.1
111.0441 C6H7O2+ 1 111.0441 0.58
117.0701 C9H9+ 1 117.0699 1.91
118.0656 C8H8N+ 1 118.0651 3.93
120.081 C8H10N+ 1 120.0808 1.62
121.0652 C8H9O+ 1 121.0648 3.62
122.0359 C7H6O2+ 1 122.0362 -2.38
123.0804 C8H11O+ 1 123.0804 -0.66
124.0521 C7H8O2+ 1 124.0519 1.44
129.0697 C10H9+ 1 129.0699 -1.68
131.0728 C9H9N+ 1 131.073 -1
131.0854 C10H11+ 1 131.0855 -1.04
132.0808 C9H10N+ 1 132.0808 0.18
135.0444 C8H7O2+ 1 135.0441 2.4
136.076 C8H10NO+ 1 136.0757 1.98
137.0595 C8H9O2+ 1 137.0597 -1.58
139.0754 C8H11O2+ 1 139.0754 0.17
143.0734 C10H9N+ 1 143.073 2.86
144.0808 C10H10N+ 1 144.0808 0.24
145.0885 C10H11N+ 1 145.0886 -0.56
147.0803 C10H11O+ 1 147.0804 -1.1
148.0759 C9H10NO+ 1 148.0757 1.28
149.0597 C9H9O2+ 1 149.0597 -0.38
152.0466 C8H8O3+ 1 152.0468 -1.09
159.0678 C10H9NO+ 1 159.0679 -0.1
160.0756 C10H10NO+ 1 160.0757 -0.38
161.0835 C10H11NO+ 1 161.0835 0.03
162.0914 C10H12NO+ 1 162.0913 0.12
164.1069 C10H14NO+ 1 164.107 -0.55
167.0703 C9H11O3+ 1 167.0703 0.3
172.0754 C11H10NO+ 1 172.0757 -1.4
173.084 C11H11NO+ 1 173.0835 2.63
174.0915 C11H12NO+ 1 174.0913 0.8
175.0752 C11H11O2+ 1 175.0754 -0.66
176.1071 C11H14NO+ 1 176.107 0.91
178.0863 C10H12NO2+ 1 178.0863 0.31
179.0699 C10H11O3+ 1 179.0703 -2.01
181.0861 C10H13O3+ 1 181.0859 0.88
184.0755 C12H10NO+ 1 184.0757 -1.14
186.0911 C12H12NO+ 1 186.0913 -1.24
187.0994 C12H13NO+ 1 187.0992 1.41
188.1071 C12H14NO+ 1 188.107 0.37
189.1021 C11H13N2O+ 1 189.1022 -0.84
190.0863 C11H12NO2+ 1 190.0863 0.13
192.102 C11H14NO2+ 1 192.1019 0.44
195.0653 C10H11O4+ 1 195.0652 0.59
198.0911 C13H12NO+ 1 198.0913 -1.37
200.1069 C13H14NO+ 1 200.107 -0.25
201.1017 C12H13N2O+ 1 201.1022 -2.53
204.1019 C12H14NO2+ 1 204.1019 0.17
206.1182 C12H16NO2+ 1 206.1176 3.27
207.101 C12H15O3+ 1 207.1016 -2.56
210.092 C14H12NO+ 1 210.0913 3.14
210.1147 C14H14N2+ 1 210.1151 -2.14
211.0988 C14H13NO+ 1 211.0992 -1.73
212.1069 C14H14NO+ 1 212.107 -0.43
214.1104 C13H14N2O+ 1 214.1101 1.71
215.1178 C13H15N2O+ 1 215.1179 -0.23
222.1129 C12H16NO3+ 1 222.1125 2.12
224.1065 C15H14NO+ 1 224.107 -2.01
224.1283 C12H18NO3+ 1 224.1281 0.67
226.1225 C15H16NO+ 1 226.1226 -0.8
227.1176 C14H15N2O+ 1 227.1179 -1.1
228.1257 C14H16N2O+ 1 228.1257 -0.2
229.1339 C14H17N2O+ 1 229.1335 1.66
236.1051 C13H16O4+ 1 236.1043 3.3
236.1281 C13H18NO3+ 1 236.1281 0.04
238.1227 C16H16NO+ 1 238.1226 0.33
248.1066 C17H14NO+ 1 248.107 -1.69
250.1226 C17H16NO+ 1 250.1226 -0.24
251.1178 C16H15N2O+ 1 251.1179 -0.32
252.1372 C17H18NO+ 1 252.1383 -4.44
253.1339 C16H17N2O+ 1 253.1335 1.31
254.1383 C13H20NO4+ 1 254.1387 -1.63
261.1155 C18H15NO+ 1 261.1148 2.74
262.1225 C18H16NO+ 1 262.1226 -0.35
265.1332 C17H17N2O+ 1 265.1335 -1.13
266.1405 C17H18N2O+ 1 266.1414 -3.36
273.1151 C19H15NO+ 1 273.1148 0.9
274.1236 C19H16NO+ 1 274.1226 3.35
275.1314 C19H17NO+ 1 275.1305 3.47
276.1384 C19H18NO+ 1 276.1383 0.25
277.146 C19H19NO+ 1 277.1461 -0.6
288.1385 C20H18NO+ 1 288.1383 0.83
289.1106 C19H15NO2+ 1 289.1097 3.08
289.1451 C20H19NO+ 1 289.1461 -3.44
290.1172 C19H16NO2+ 1 290.1176 -1.09
291.1476 C16H21NO4+ 1 291.1465 3.81
294.1476 C19H20NO2+ 2 294.1489 -4.37
296.1281 C18H18NO3+ 1 296.1281 0.03
304.1329 C20H18NO2+ 1 304.1332 -1.04
305.1637 C20H21N2O+ 1 305.1648 -3.77
308.1647 C20H22NO2+ 1 308.1645 0.53
316.1332 C21H18NO2+ 1 316.1332 -0.17
322.144 C20H20NO3+ 1 322.1438 0.68
333.1591 C21H21N2O2+ 1 333.1598 -1.93
336.1595 C21H22NO3+ 1 336.1594 0.12
337.19 C21H25N2O2+ 2 337.1911 -3.07
348.159 C22H22NO3+ 1 348.1594 -1.24
350.1622 C21H22N2O3+ 1 350.1625 -0.78
354.1708 C21H24NO4+ 1 354.17 2.44
365.1856 C22H25N2O3+ 1 365.186 -0.96
368.1851 C22H26NO4+ 1 368.1856 -1.34
380.184 C23H26NO4+ 2 380.1856 -4.41
381.1817 C22H25N2O4+ 1 381.1809 2.04
382.1877 C22H26N2O4+ 2 382.1887 -2.67
396.1982 C15H30N3O9+ 2 396.1977 1.42
397.2127 C23H29N2O4+ 1 397.2122 1.27
413.2077 C23H29N2O5+ 1 413.2071 1.5
PK$NUM_PEAK: 120
PK$PEAK: m/z int. rel.int.
70.0651 17486.6 2
71.049 13891 2
79.0544 17731.4 2
91.0541 24776.2 4
93.07 14677.6 2
94.0651 49151.1 8
97.0647 12807.8 2
103.0538 10372.7 1
105.0701 11619.8 1
106.0654 24673.4 4
108.0805 11489.4 1
109.0648 45059.4 7
111.0441 76618.8 12
117.0701 20075.4 3
118.0656 23865.8 3
120.081 43972.1 7
121.0652 16041.8 2
122.0359 13835.3 2
123.0804 35450 5
124.0521 26980.5 4
129.0697 14610.5 2
131.0728 29965.6 4
131.0854 35351.7 5
132.0808 69798.1 11
135.0444 12327.6 2
136.076 12091.8 1
137.0595 22236.5 3
139.0754 98870.4 16
143.0734 28152.3 4
144.0808 67746.2 11
145.0885 13356.7 2
147.0803 54069.5 8
148.0759 113343.9 18
149.0597 39598.6 6
152.0466 91919.8 15
159.0678 114767.8 18
160.0756 232590.2 38
161.0835 79762.6 13
162.0914 79406.6 13
164.1069 21539.3 3
167.0703 69121 11
172.0754 55109.5 9
173.084 29228.7 4
174.0915 4869018 798
175.0752 51593.2 8
176.1071 46439.3 7
178.0863 30027.6 4
179.0699 19377.8 3
181.0861 18012.2 2
184.0755 15472.8 2
186.0911 100145.8 16
187.0994 34267.2 5
188.1071 183449 30
189.1021 11175.8 1
190.0863 58482.5 9
192.102 430325 70
195.0653 6092819.6 999
198.0911 47153.3 7
200.1069 264822.8 43
201.1017 40717.9 6
204.1019 144125.3 23
206.1182 19619 3
207.101 19731.7 3
210.092 32427.7 5
210.1147 14890.8 2
211.0988 14606.6 2
212.1069 62787 10
214.1104 61037.2 10
215.1178 82105.7 13
222.1129 30590.2 5
224.1065 42630.2 6
224.1283 194088.4 31
226.1225 40356.1 6
227.1176 75263.7 12
228.1257 21343.7 3
229.1339 18254.6 2
236.1051 31104.9 5
236.1281 565919.6 92
238.1227 102323.1 16
248.1066 22821.7 3
250.1226 48258.9 7
251.1178 37753.5 6
252.1372 30239.2 4
253.1339 70428.7 11
254.1383 18047.5 2
261.1155 28222.9 4
262.1225 65953.2 10
265.1332 66395.1 10
266.1405 32764.3 5
273.1151 12945.9 2
274.1236 30042.7 4
275.1314 15227.2 2
276.1384 123182.9 20
277.146 25115 4
288.1385 73367.7 12
289.1106 10144 1
289.1451 36800.8 6
290.1172 36378.2 5
291.1476 18700.6 3
294.1476 13678.9 2
296.1281 18938.3 3
304.1329 91043.8 14
305.1637 49809.5 8
308.1647 21353.3 3
316.1332 23183.6 3
322.144 56461.7 9
333.1591 47410.6 7
336.1595 219756.1 36
337.19 34602.8 5
348.159 81837.9 13
350.1622 37707.9 6
354.1708 19750.2 3
365.1856 515611.4 84
368.1851 56787.8 9
380.184 18201.2 2
381.1817 15465 2
382.1877 22707.2 3
396.1982 22871.9 3
397.2127 438183.9 71
413.2077 13182 2
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