ACCESSION: MSBNK-Eawag-EA268206
RECORD_TITLE: Reserpine; LC-ESI-ITFT; MS2; CE: 75%; 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 75 % (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$SPLASH: splash10-05gi-1910000000-9dd2d1b6087fe8b9d1c9
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0385 C4H5+ 1 53.0386 -1.44
65.0385 C5H5+ 1 65.0386 -0.87
66.0464 C5H6+ 1 66.0464 -0.78
67.0544 C5H7+ 1 67.0542 2.88
71.0493 C4H7O+ 1 71.0491 2.66
77.0386 C6H5+ 1 77.0386 -0.35
78.0464 C6H6+ 1 78.0464 0.49
79.0542 C6H7+ 1 79.0542 0.04
80.0493 C5H6N+ 1 80.0495 -2.19
81.0335 C5H5O+ 1 81.0335 -0.01
81.0699 C6H9+ 1 81.0699 0.04
91.0542 C7H7+ 1 91.0542 -0.29
92.026 C6H4O+ 1 92.0257 4.17
93.0571 C6H7N+ 1 93.0573 -1.62
93.0698 C7H9+ 1 93.0699 -0.72
94.0412 C6H6O+ 1 94.0413 -1.45
94.0651 C6H8N+ 1 94.0651 -0.17
95.049 C6H7O+ 1 95.0491 -0.96
96.0569 C6H8O+ 1 96.057 -1
97.065 C6H9O+ 1 97.0648 1.74
99.044 C5H7O2+ 1 99.0441 -0.26
103.0544 C8H7+ 1 103.0542 1.29
105.0334 C7H5O+ 1 105.0335 -0.96
105.0447 C6H5N2+ 1 105.0447 -0.52
105.07 C8H9+ 1 105.0699 0.89
106.0413 C7H6O+ 1 106.0413 0.04
106.0651 C7H8N+ 1 106.0651 0.04
107.0494 C7H7O+ 1 107.0491 2.42
108.057 C7H8O+ 1 108.057 0.59
108.0806 C7H10N+ 1 108.0808 -1.9
109.0284 C6H5O2+ 1 109.0284 0.31
109.0648 C7H9O+ 1 109.0648 0.17
111.0438 C6H7O2+ 1 111.0441 -2.12
111.0804 C7H11O+ 1 111.0804 -0.1
113.0598 C6H9O2+ 1 113.0597 1.19
115.0542 C9H7+ 1 115.0542 -0.14
116.0618 C9H8+ 1 116.0621 -2.34
117.0572 C8H7N+ 1 117.0573 -1.2
117.0699 C9H9+ 1 117.0699 -0.06
118.065 C8H8N+ 1 118.0651 -1.32
120.081 C8H10N+ 1 120.0808 2.03
121.0283 C7H5O2+ 1 121.0284 -1.2
121.0649 C8H9O+ 1 121.0648 1.15
122.0362 C7H6O2+ 1 122.0362 -0.09
123.0444 C7H7O2+ 1 123.0441 2.72
123.0806 C8H11O+ 1 123.0804 1.04
124.0519 C7H8O2+ 1 124.0519 -0.09
129.07 C10H9+ 1 129.0699 0.57
130.0651 C9H8N+ 1 130.0651 -0.12
131.073 C9H9N+ 1 131.073 0.15
132.0447 C8H6NO+ 1 132.0444 2.12
132.0563 C9H8O+ 1 132.057 -4.89
132.081 C9H10N+ 1 132.0808 1.47
133.0642 C9H9O+ 1 133.0648 -4.82
134.0362 C8H6O2+ 1 134.0362 0.14
134.06 C8H8NO+ 1 134.06 0.07
135.044 C8H7O2+ 1 135.0441 -0.04
136.0755 C8H10NO+ 1 136.0757 -1.4
137.0233 C7H5O3+ 1 137.0233 -0.37
139.0753 C8H11O2+ 1 139.0754 -0.26
142.0651 C10H8N+ 1 142.0651 -0.11
143.0729 C10H9N+ 1 143.073 0
144.0572 C10H8O+ 1 144.057 1.83
144.0807 C10H10N+ 1 144.0808 -0.18
145.0523 C9H7NO+ 1 145.0522 0.45
145.0647 C10H9O+ 1 145.0648 -0.56
145.0885 C10H11N+ 1 145.0886 -0.69
146.06 C9H8NO+ 1 146.06 0.07
147.0681 C9H9NO+ 1 147.0679 1.53
147.0804 C10H11O+ 1 147.0804 -0.21
148.0755 C9H10NO+ 1 148.0757 -1.15
149.0603 C9H9O2+ 1 149.0597 4.05
150.0908 C9H12NO+ 1 150.0913 -3.8
151.0393 C8H7O3+ 1 151.039 1.85
152.0467 C8H8O3+ 1 152.0468 -0.37
154.0651 C11H8N+ 1 154.0651 -0.43
155.0606 C10H7N2+ 1 155.0604 1.2
156.0417 C7H8O4+ 1 156.0417 -0.07
156.0812 C11H10N+ 1 156.0808 2.91
157.0882 C11H11N+ 1 157.0886 -2.74
158.06 C10H8NO+ 1 158.06 -0.07
159.0678 C10H9NO+ 1 159.0679 -0.22
160.0757 C10H10NO+ 1 160.0757 0.37
161.0835 C10H11NO+ 1 161.0835 0.09
162.0909 C10H12NO+ 1 162.0913 -2.9
167.0704 C9H11O3+ 1 167.0703 0.53
168.0809 C12H10N+ 1 168.0808 0.62
169.0879 C12H11N+ 1 169.0886 -4.44
170.0598 C11H8NO+ 1 170.06 -1.65
171.0677 C11H9NO+ 1 171.0679 -0.67
172.0755 C11H10NO+ 1 172.0757 -1.11
173.0834 C11H11NO+ 1 173.0835 -0.49
174.0913 C11H12NO+ 1 174.0913 -0.23
176.1076 C11H14NO+ 1 176.107 3.57
180.0801 C13H10N+ 1 180.0808 -3.86
181.0883 C13H11N+ 1 181.0886 -1.77
182.0597 C12H8NO+ 1 182.06 -2.09
182.0971 C13H12N+ 1 182.0964 3.87
183.0681 C12H9NO+ 1 183.0679 1.17
184.0755 C12H10NO+ 1 184.0757 -1.09
185.0833 C12H11NO+ 1 185.0835 -1.11
186.0913 C12H12NO+ 1 186.0913 -0.38
187.0996 C12H13NO+ 1 187.0992 2.38
188.0691 C9H8N4O+ 1 188.0693 -0.7
188.1061 C12H14NO+ 1 188.107 -4.89
192.0801 C14H10N+ 1 192.0808 -3.57
192.102 C11H14NO2+ 1 192.1019 0.34
193.0882 C14H11N+ 1 193.0886 -2.33
194.0965 C14H12N+ 1 194.0964 0.12
195.0652 C10H11O4+ 1 195.0652 0.02
196.0761 C13H10NO+ 1 196.0757 2.14
197.0829 C13H11NO+ 1 197.0835 -3.12
198.0909 C13H12NO+ 1 198.0913 -2.22
199.0876 C12H11N2O+ 1 199.0866 4.93
201.1019 C12H13N2O+ 1 201.1022 -1.74
204.0804 C15H10N+ 1 204.0808 -1.84
204.1016 C12H14NO2+ 1 204.1019 -1.3
205.089 C15H11N+ 1 205.0886 2.14
206.0963 C15H12N+ 1 206.0964 -0.56
207.1018 C12H15O3+ 1 207.1016 1.01
208.076 C14H10NO+ 1 208.0757 1.54
209.083 C14H11NO+ 1 209.0835 -2.32
210.0909 C14H12NO+ 1 210.0913 -2.14
211.0973 C11H15O4+ 1 211.0965 3.72
217.0877 C16H11N+ 1 217.0886 -3.97
218.0958 C16H12N+ 1 218.0964 -3.05
219.1043 C16H13N+ 1 219.1043 0.13
221.083 C15H11NO+ 1 221.0835 -2.47
222.0914 C15H12NO+ 1 222.0913 0.13
222.1133 C12H16NO3+ 1 222.1125 3.69
223.0981 C15H13NO+ 1 223.0992 -4.69
224.1067 C15H14NO+ 1 224.107 -1.25
227.1173 C14H15N2O+ 1 227.1179 -2.82
230.0968 C17H12N+ 1 230.0964 1.67
231.1042 C17H13N+ 1 231.1043 -0.39
232.1091 C14H16O3+ 1 232.1094 -1.27
233.084 C16H11NO+ 1 233.0835 2.16
234.0911 C16H12NO+ 1 234.0913 -0.81
235.0976 C13H15O4+ 1 235.0965 4.83
236.1038 C13H16O4+ 1 236.1043 -2.25
237.103 C15H13N2O+ 1 237.1022 3.04
239.1182 C15H15N2O+ 1 239.1179 1.09
245.0826 C17H11NO+ 1 245.0835 -3.82
245.1211 C18H15N+ 1 245.1199 4.89
246.0907 C17H12NO+ 1 246.0913 -2.68
247.0993 C17H13NO+ 1 247.0992 0.58
248.1069 C17H14NO+ 1 248.107 -0.24
249.1031 C16H13N2O+ 1 249.1022 3.41
250.1101 C16H14N2O+ 1 250.1101 0.22
251.1179 C16H15N2O+ 1 251.1179 0
258.0916 C18H12NO+ 1 258.0913 1.04
260.107 C18H14NO+ 1 260.107 0.15
261.1145 C18H15NO+ 1 261.1148 -1.25
262.1225 C18H16NO+ 1 262.1226 -0.61
264.1009 C17H14NO2+ 1 264.1019 -3.65
265.1332 C17H17N2O+ 1 265.1335 -1.47
272.1097 C9H20O9+ 1 272.1102 -1.7
273.115 C19H15NO+ 1 273.1148 0.79
274.0866 C18H12NO2+ 1 274.0863 1.3
274.1231 C19H16NO+ 1 274.1226 1.57
275.1147 C15H17NO4+ 1 275.1152 -1.89
276.1393 C19H18NO+ 1 276.1383 3.58
277.1312 C15H19NO4+ 1 277.1309 1.12
289.1347 C19H17N2O+ 1 289.1335 4.01
291.1464 C16H21NO4+ 1 291.1465 -0.41
448.2074 C24H32O8+ 1 448.2092 -3.84
PK$NUM_PEAK: 166
PK$PEAK: m/z int. rel.int.
53.0385 49746.4 31
65.0385 32677.4 20
66.0464 24657.5 15
67.0544 32095.6 20
71.0493 12111.4 7
77.0386 127525.4 81
78.0464 13262 8
79.0542 146050.8 93
80.0493 15744.6 10
81.0335 181978.5 115
81.0699 62030.1 39
91.0542 141743.4 90
92.026 18928.9 12
93.0571 19022.7 12
93.0698 11107.5 7
94.0412 45431.1 28
94.0651 56514.2 35
95.049 65611.2 41
96.0569 114274.3 72
97.065 16893.6 10
99.044 10031.1 6
103.0544 27415.3 17
105.0334 20197.6 12
105.0447 56668.2 36
105.07 38582.9 24
106.0413 23124.1 14
106.0651 36104.6 22
107.0494 39056.6 24
108.057 85002.1 54
108.0806 13924.2 8
109.0284 59372.3 37
109.0648 176159.2 112
111.0438 28055.5 17
111.0804 47204.4 30
113.0598 37295.6 23
115.0542 106215.9 67
116.0618 28730 18
117.0572 47679.7 30
117.0699 50786.8 32
118.065 52798.8 33
120.081 29527.5 18
121.0283 47902 30
121.0649 56673.7 36
122.0362 205477.5 130
123.0444 13512.7 8
123.0806 9090.4 5
124.0519 179284.3 114
129.07 37506.1 23
130.0651 218965.2 139
131.073 715963.4 456
132.0447 18569.5 11
132.0563 23976.4 15
132.081 81594.4 51
133.0642 19606.7 12
134.0362 33302.2 21
134.06 13441.1 8
135.044 13972.7 8
136.0755 19615.6 12
137.0233 150321 95
139.0753 367402.9 234
142.0651 86108.4 54
143.0729 534290.4 340
144.0572 30592.2 19
144.0807 130570.4 83
145.0523 34929.2 22
145.0647 12633.2 8
145.0885 35311.1 22
146.06 86703.5 55
147.0681 56181.1 35
147.0804 87777.9 55
148.0755 59644.2 37
149.0603 20999.6 13
150.0908 13187.6 8
151.0393 107885 68
152.0467 668493.2 425
154.0651 19368.9 12
155.0606 24997.1 15
156.0417 12277.2 7
156.0812 32880.8 20
157.0882 21753 13
158.06 84005.8 53
159.0678 1076287.4 685
160.0757 198578.6 126
161.0835 68184.6 43
162.0909 28750.6 18
167.0704 73493.6 46
168.0809 19038.8 12
169.0879 20382.1 12
170.0598 67910.7 43
171.0677 22622.1 14
172.0755 91567.6 58
173.0834 168889.2 107
174.0913 1568348.9 999
176.1076 10815.3 6
180.0801 19214.1 12
181.0883 25963.3 16
182.0597 21395 13
182.0971 12901.8 8
183.0681 21466.2 13
184.0755 81377.9 51
185.0833 68717.3 43
186.0913 87164.2 55
187.0996 33069.2 21
188.0691 9626.3 6
188.1061 34686.9 22
192.0801 19052 12
192.102 16558.1 10
193.0882 25086.1 15
194.0965 16030.2 10
195.0652 610392.5 388
196.0761 40081.8 25
197.0829 34046.2 21
198.0909 75822.7 48
199.0876 69429.1 44
201.1019 17091 10
204.0804 17261.8 10
204.1016 12905.9 8
205.089 29585.2 18
206.0963 16098.4 10
207.1018 14153.4 9
208.076 25928.1 16
209.083 19996.9 12
210.0909 58316.7 37
211.0973 32970.8 21
217.0877 18362.7 11
218.0958 26800.8 17
219.1043 15217.1 9
221.083 25537.6 16
222.0914 55722.2 35
222.1133 9750.2 6
223.0981 45719.9 29
224.1067 81911.5 52
227.1173 22764.6 14
230.0968 22125.3 14
231.1042 26781.9 17
232.1091 12480.9 7
233.084 19609.2 12
234.0911 46762 29
235.0976 21383.2 13
236.1038 48178 30
237.103 35450.6 22
239.1182 35396.7 22
245.0826 12412.8 7
245.1211 12199.5 7
246.0907 51606.7 32
247.0993 35012.9 22
248.1069 57281.2 36
249.1031 33013.7 21
250.1101 35795.8 22
251.1179 118726.9 75
258.0916 18639.9 11
260.107 50624.8 32
261.1145 43694.3 27
262.1225 71007.4 45
264.1009 20062 12
265.1332 37826.4 24
272.1097 11650.1 7
273.115 14516.3 9
274.0866 15526.3 9
274.1231 26391.6 16
275.1147 10920.5 6
276.1393 24754.6 15
277.1312 15029.7 9
289.1347 16238.9 10
291.1464 17199.3 10
448.2074 18082.1 11
//
