ACCESSION: MSBNK-Eawag-EA268210
RECORD_TITLE: Reserpine; LC-ESI-ITFT; MS2; CE: 45%; 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 45 % (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$SPLASH: splash10-006t-0911000000-8109e56a0558f3f60659
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
71.0491 C4H7O+ 1 71.0491 -0.72
75.0439 C3H7O2+ 1 75.0441 -2.48
79.0542 C6H7+ 1 79.0542 -0.72
80.0494 C5H6N+ 1 80.0495 -0.69
91.0542 C7H7+ 1 91.0542 -0.18
93.0576 C6H7N+ 1 93.0573 3.65
94.0652 C6H8N+ 1 94.0651 0.58
97.0647 C6H9O+ 1 97.0648 -0.94
101.0597 C5H9O2+ 1 101.0597 -0.26
106.065 C7H8N+ 1 106.0651 -0.71
107.0487 C7H7O+ 1 107.0491 -3.75
107.0725 C7H9N+ 1 107.073 -4.02
108.0572 C7H8O+ 1 108.057 1.89
108.0807 C7H10N+ 1 108.0808 -0.7
109.0648 C7H9O+ 1 109.0648 0.08
111.0441 C6H7O2+ 1 111.0441 0.13
113.0233 C5H5O3+ 1 113.0233 -0.18
115.0542 C9H7+ 1 115.0542 -0.67
117.0699 C9H9+ 1 117.0699 0.11
118.0652 C8H8N+ 1 118.0651 0.38
120.0807 C8H10N+ 1 120.0808 -0.8
121.0648 C8H9O+ 1 121.0648 0.4
122.0364 C7H6O2+ 1 122.0362 1.14
123.0805 C8H11O+ 1 123.0804 0.56
124.0518 C7H8O2+ 1 124.0519 -0.49
129.07 C10H9+ 1 129.0699 0.65
130.0649 C9H8N+ 1 130.0651 -1.74
131.0491 C9H7O+ 1 131.0491 -0.16
131.0728 C9H9N+ 1 131.073 -1.45
131.0856 C10H11+ 1 131.0855 0.86
132.0808 C9H10N+ 1 132.0808 0.34
135.044 C8H7O2+ 1 135.0441 -0.49
135.0802 C9H11O+ 1 135.0804 -2.16
136.0756 C8H10NO+ 1 136.0757 -0.37
137.0599 C8H9O2+ 1 137.0597 1.2
137.096 C9H13O+ 1 137.0961 -0.89
139.0753 C8H11O2+ 1 139.0754 -0.62
142.0652 C10H8N+ 1 142.0651 0.59
143.0495 C10H7O+ 1 143.0491 2.58
143.0732 C10H9N+ 1 143.073 1.74
144.0808 C10H10N+ 1 144.0808 0.17
145.065 C10H9O+ 1 145.0648 1.58
145.0886 C10H11N+ 1 145.0886 -0.28
146.0602 C9H8NO+ 1 146.06 0.82
146.0962 C10H12N+ 1 146.0964 -1.27
147.0678 C9H9NO+ 1 147.0679 -0.17
147.0803 C10H11O+ 1 147.0804 -0.83
148.0756 C9H10NO+ 1 148.0757 -0.41
149.0594 C9H9O2+ 1 149.0597 -1.85
150.0914 C9H12NO+ 1 150.0913 0.6
152.0467 C8H8O3+ 1 152.0468 -0.89
154.0621 C8H10O3+ 1 154.0624 -2.18
156.0415 C7H8O4+ 1 156.0417 -1.28
156.0802 C11H10N+ 1 156.0808 -3.69
158.0598 C10H8NO+ 1 158.06 -1.71
159.0679 C10H9NO+ 1 159.0679 -0.03
160.0756 C10H10NO+ 1 160.0757 -0.44
161.0594 C10H9O2+ 1 161.0597 -1.78
161.0836 C10H11NO+ 1 161.0835 0.21
162.0912 C10H12NO+ 1 162.0913 -0.8
164.1071 C10H14NO+ 1 164.107 0.85
166.0863 C9H12NO2+ 1 166.0863 0.21
167.0702 C9H11O3+ 1 167.0703 -0.3
172.0758 C11H10NO+ 1 172.0757 0.4
173.0836 C11H11NO+ 1 173.0835 0.26
174.0913 C11H12NO+ 1 174.0913 0
175.0752 C11H11O2+ 1 175.0754 -0.72
175.0947 C6H13N3O3+ 1 175.0951 -2.76
176.1068 C11H14NO+ 1 176.107 -1.02
178.0862 C10H12NO2+ 1 178.0863 -0.08
179.0697 C10H11O3+ 1 179.0703 -2.91
181.0856 C10H13O3+ 1 181.0859 -1.61
185.0834 C12H11NO+ 1 185.0835 -0.84
186.0912 C12H12NO+ 1 186.0913 -0.86
187.0992 C12H13NO+ 1 187.0992 0.02
188.1069 C12H14NO+ 1 188.107 -0.27
189.1022 C11H13N2O+ 1 189.1022 0
190.0862 C11H12NO2+ 1 190.0863 -0.18
192.1019 C11H14NO2+ 1 192.1019 -0.23
195.0651 C10H11O4+ 1 195.0652 -0.23
196.0681 C5H12N2O6+ 1 196.069 -4.73
197.0834 C13H11NO+ 1 197.0835 -0.33
198.0911 C13H12NO+ 1 198.0913 -1.16
199.0991 C13H13NO+ 1 199.0992 -0.43
200.1069 C13H14NO+ 1 200.107 -0.6
201.102 C12H13N2O+ 1 201.1022 -1.04
204.1018 C12H14NO2+ 1 204.1019 -0.66
206.1174 C12H16NO2+ 1 206.1176 -0.9
207.1014 C12H15O3+ 1 207.1016 -0.78
210.0915 C14H12NO+ 1 210.0913 0.85
211.0988 C14H13NO+ 1 211.0992 -1.83
212.107 C14H14NO+ 1 212.107 0.14
214.1101 C13H14N2O+ 1 214.1101 -0.07
215.1178 C13H15N2O+ 1 215.1179 -0.32
216.1019 C13H14NO2+ 1 216.1019 -0.21
222.1124 C12H16NO3+ 1 222.1125 -0.18
223.0981 C15H13NO+ 1 223.0992 -4.64
224.107 C15H14NO+ 1 224.107 0.27
224.128 C12H18NO3+ 1 224.1281 -0.45
225.1147 C15H15NO+ 1 225.1148 -0.38
226.1226 C15H16NO+ 1 226.1226 -0.05
227.1177 C14H15N2O+ 1 227.1179 -0.75
228.1259 C14H16N2O+ 1 228.1257 0.99
229.1336 C14H17N2O+ 1 229.1335 0.31
234.0916 C16H12NO+ 1 234.0913 0.9
235.0992 C16H13NO+ 1 235.0992 0.1
236.1073 C16H14NO+ 1 236.107 1.31
236.1281 C13H18NO3+ 1 236.1281 -0.3
237.1144 C16H15NO+ 1 237.1148 -1.96
238.1227 C16H16NO+ 1 238.1226 0.38
239.1309 C16H17NO+ 1 239.1305 1.61
247.099 C17H13NO+ 1 247.0992 -0.51
248.1071 C17H14NO+ 1 248.107 0.32
249.1146 C17H15NO+ 1 249.1148 -0.87
250.122 C17H16NO+ 1 250.1226 -2.48
251.1181 C16H15N2O+ 1 251.1179 0.84
252.125 C16H16N2O+ 1 252.1257 -2.68
252.1381 C17H18NO+ 1 252.1383 -0.64
253.1336 C16H17N2O+ 1 253.1335 0.24
254.1389 C13H20NO4+ 1 254.1387 0.93
261.1149 C18H15NO+ 1 261.1148 0.36
262.1225 C18H16NO+ 1 262.1226 -0.54
263.1307 C18H17NO+ 1 263.1305 1
264.1022 C17H14NO2+ 1 264.1019 1.08
264.1382 C18H18NO+ 1 264.1383 -0.31
265.1335 C17H17N2O+ 1 265.1335 -0.26
266.1408 C17H18N2O+ 1 266.1414 -2.08
267.149 C17H19N2O+ 1 267.1492 -0.78
274.1223 C19H16NO+ 1 274.1226 -1.35
275.1296 C19H17NO+ 1 275.1305 -3.15
276.1381 C19H18NO+ 1 276.1383 -0.58
277.146 C19H19NO+ 1 277.1461 -0.35
279.1483 C18H19N2O+ 1 279.1492 -3.26
281.1652 C18H21N2O+ 1 281.1648 1.21
288.1382 C20H18NO+ 1 288.1383 -0.31
289.1451 C20H19NO+ 1 289.1461 -3.44
290.1171 C19H16NO2+ 1 290.1176 -1.5
291.1491 C19H19N2O+ 1 291.1492 -0.17
294.1482 C19H20NO2+ 1 294.1489 -2.09
296.1282 C18H18NO3+ 1 296.1281 0.44
304.1328 C20H18NO2+ 1 304.1332 -1.27
305.1644 C20H21N2O+ 1 305.1648 -1.41
308.1282 C19H18NO3+ 1 308.1281 0.23
308.1649 C20H22NO2+ 1 308.1645 1.44
316.1328 C21H18NO2+ 1 316.1332 -1.25
322.1436 C20H20NO3+ 1 322.1438 -0.59
333.1592 C21H21N2O2+ 1 333.1598 -1.6
334.1433 C21H20NO3+ 1 334.1438 -1.32
336.1591 C21H22NO3+ 1 336.1594 -0.98
337.1908 C21H25N2O2+ 1 337.1911 -0.67
348.1587 C22H22NO3+ 1 348.1594 -1.95
350.1619 C21H22N2O3+ 1 350.1625 -1.75
354.171 C21H24NO4+ 2 354.17 2.84
363.1674 C19H25NO6+ 1 363.1676 -0.63
364.1723 C16H28O9+ 1 364.1728 -1.22
365.1856 C22H25N2O3+ 1 365.186 -1.07
368.1491 C21H22NO5+ 1 368.1492 -0.32
368.1853 C22H26NO4+ 1 368.1856 -1.02
380.1856 C23H26NO4+ 1 380.1856 -0.09
381.1796 C22H25N2O4+ 2 381.1809 -3.45
382.1885 C22H26N2O4+ 1 382.1887 -0.44
395.1957 C23H27N2O4+ 2 395.1965 -2.01
396.1981 C15H30N3O9+ 2 396.1977 1.02
397.2122 C23H29N2O4+ 1 397.2122 -0.06
402.1549 C21H24NO7+ 1 402.1547 0.4
413.2069 C23H29N2O5+ 1 413.2071 -0.41
434.1788 C22H28NO8+ 2 434.1809 -4.94
436.197 C22H30NO8+ 1 436.1966 0.84
448.1961 C23H30NO8+ 1 448.1966 -1.17
609.2807 C33H41N2O9+ 1 609.2807 0
PK$NUM_PEAK: 170
PK$PEAK: m/z int. rel.int.
71.0491 7740.5 2
75.0439 6074.6 1
79.0542 8623.2 2
80.0494 7289.7 2
91.0542 15481.2 4
93.0576 4371.1 1
94.0652 28066.3 7
97.0647 9200.8 2
101.0597 7640.7 2
106.065 15570.7 4
107.0487 3702.9 1
107.0725 4959.7 1
108.0572 7033.2 1
108.0807 7997.2 2
109.0648 23152 6
111.0441 43210.7 12
113.0233 4438.1 1
115.0542 11227.3 3
117.0699 16335.4 4
118.0652 9660.5 2
120.0807 20388.2 5
121.0648 11979.6 3
122.0364 10214.3 2
123.0805 20045.7 5
124.0518 11634.5 3
129.07 6824.2 1
130.0649 12515.2 3
131.0491 6472.3 1
131.0728 13633.4 3
131.0856 15920.5 4
132.0808 35265.2 10
135.044 4214.2 1
135.0802 8844 2
136.0756 12974.5 3
137.0599 7494.5 2
137.096 7411.4 2
139.0753 57361.8 16
142.0652 3769.6 1
143.0495 5194.5 1
143.0732 21044.5 5
144.0808 36757.2 10
145.065 7105.3 2
145.0886 9615.9 2
146.0602 6363.6 1
146.0962 5132.8 1
147.0678 9173.7 2
147.0803 31593.9 8
148.0756 80271.9 22
149.0594 21304.7 6
150.0914 6330.7 1
152.0467 52936.5 15
154.0621 5248.1 1
156.0415 8636.6 2
156.0802 3888.9 1
158.0598 10341.5 2
159.0679 62196.3 17
160.0756 124982 35
161.0594 5281.4 1
161.0836 38951.1 11
162.0912 40990.3 11
164.1071 14721.5 4
166.0863 8528.2 2
167.0702 35394.3 10
172.0758 27959.2 7
173.0836 16940.2 4
174.0913 2783802 791
175.0752 29859.4 8
175.0947 10570.9 3
176.1068 34349 9
178.0862 26427.2 7
179.0697 5658.7 1
181.0856 15190.9 4
185.0834 8538.3 2
186.0912 66919.6 19
187.0992 28721.5 8
188.1069 115041.4 32
189.1022 7827.1 2
190.0862 37398.5 10
192.1019 237400.8 67
195.0651 3513347.8 999
196.0681 15774.5 4
197.0834 8362.6 2
198.0911 21898.3 6
199.0991 25116.8 7
200.1069 133395.6 37
201.102 23847.1 6
204.1018 105199.1 29
206.1174 9524.6 2
207.1014 9179.9 2
210.0915 15121.1 4
211.0988 15988.5 4
212.107 30230 8
214.1101 37048.1 10
215.1178 43102.4 12
216.1019 4567.8 1
222.1124 17651.5 5
223.0981 4234.8 1
224.107 36713.1 10
224.128 114781 32
225.1147 5075 1
226.1226 27452.7 7
227.1177 36598.3 10
228.1259 19751.2 5
229.1336 12558.2 3
234.0916 3832.8 1
235.0992 4334.9 1
236.1073 19390.6 5
236.1281 335913.7 95
237.1144 19501.3 5
238.1227 52306 14
239.1309 9907.1 2
247.099 9235.6 2
248.1071 20149.8 5
249.1146 11710.5 3
250.122 26554.1 7
251.1181 22338.2 6
252.125 12390 3
252.1381 16832.1 4
253.1336 35773.6 10
254.1389 8855.1 2
261.1149 13071.5 3
262.1225 30383.9 8
263.1307 7149.9 2
264.1022 8333.7 2
264.1382 12636 3
265.1335 37735.6 10
266.1408 18702.3 5
267.149 9661.5 2
274.1223 15561.2 4
275.1296 11165.4 3
276.1381 86783.9 24
277.146 15287.7 4
279.1483 10067.6 2
281.1652 7795.9 2
288.1382 48203.5 13
289.1451 14617.4 4
290.1171 23247.1 6
291.1491 12141.6 3
294.1482 5625.1 1
296.1282 8688.5 2
304.1328 45910.8 13
305.1644 23866.8 6
308.1282 7833.4 2
308.1649 7920.7 2
316.1328 16827.8 4
322.1436 25379.5 7
333.1592 34093 9
334.1433 9266.1 2
336.1591 129718.6 36
337.1908 19170.2 5
348.1587 38249.7 10
350.1619 13650.6 3
354.171 5581.6 1
363.1674 6193.5 1
364.1723 4774.9 1
365.1856 299440.6 85
368.1491 16824.4 4
368.1853 29991.3 8
380.1856 8308 2
381.1796 8695.6 2
382.1885 19701.1 5
395.1957 16172.5 4
396.1981 5610.7 1
397.2122 254834.8 72
402.1549 10969.4 3
413.2069 7220.8 2
434.1788 9457.7 2
436.197 11701.6 3
448.1961 76486 21
609.2807 4933 1
//
