ACCESSION: MSBNK-Eawag-EA268213
RECORD_TITLE: Reserpine; LC-ESI-ITFT; MS2; CE: 90%; 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$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 90 % (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$SPLASH: splash10-001i-1910000000-bf727df9cb8b3d8296a0
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0385 C4H5+ 1 53.0386 -0.69
65.0386 C5H5+ 1 65.0386 -0.41
66.0463 C5H6+ 1 66.0464 -1.08
67.0542 C5H7+ 1 67.0542 -0.55
71.0492 C4H7O+ 1 71.0491 0.97
75.0442 C3H7O2+ 1 75.0441 1.52
77.0386 C6H5+ 1 77.0386 0.04
78.0464 C6H6+ 1 78.0464 -0.28
79.0542 C6H7+ 1 79.0542 -0.08
80.0493 C5H6N+ 1 80.0495 -2.32
81.0335 C5H5O+ 1 81.0335 -0.14
81.0699 C6H9+ 1 81.0699 0.16
82.0649 C5H8N+ 1 82.0651 -2.26
83.049 C5H7O+ 1 83.0491 -1.1
85.0283 C4H5O2+ 1 85.0284 -1.01
91.0542 C7H7+ 1 91.0542 0.04
92.0257 C6H4O+ 1 92.0257 0.48
93.0335 C6H5O+ 1 93.0335 -0.44
93.0572 C6H7N+ 1 93.0573 -1.08
93.0701 C7H9+ 1 93.0699 2.51
94.0413 C6H6O+ 1 94.0413 0.04
94.0651 C6H8N+ 1 94.0651 -0.27
95.0491 C6H7O+ 1 95.0491 -0.64
96.057 C6H8O+ 1 96.057 -0.17
97.0645 C6H9O+ 1 97.0648 -3.41
99.0443 C5H7O2+ 1 99.0441 2.57
101.0597 C5H9O2+ 1 101.0597 -0.36
103.0542 C8H7+ 1 103.0542 0.03
104.0622 C8H8+ 1 104.0621 1.33
105.0334 C7H5O+ 1 105.0335 -1.06
105.0447 C6H5N2+ 1 105.0447 -0.52
105.0571 C7H7N+ 1 105.0573 -1.53
105.0699 C8H9+ 1 105.0699 0.32
106.0413 C7H6O+ 1 106.0413 -0.15
106.0651 C7H8N+ 1 106.0651 -0.43
107.0127 C6H3O2+ 1 107.0128 -0.61
107.0492 C7H7O+ 1 107.0491 0.18
107.0728 C7H9N+ 1 107.073 -1.78
108.057 C7H8O+ 1 108.057 0.03
108.0806 C7H10N+ 1 108.0808 -1.63
109.0284 C6H5O2+ 1 109.0284 -0.24
109.0648 C7H9O+ 1 109.0648 -0.01
111.0441 C6H7O2+ 1 111.0441 0.58
111.0806 C7H11O+ 1 111.0804 1.61
113.0598 C6H9O2+ 1 113.0597 1.01
115.0542 C9H7+ 1 115.0542 -0.41
116.0494 C8H6N+ 1 116.0495 -0.22
116.0621 C9H8+ 1 116.0621 0.76
117.0573 C8H7N+ 1 117.0573 -0.18
117.0698 C9H9+ 1 117.0699 -0.31
118.0651 C8H8N+ 1 118.0651 -0.22
119.049 C8H7O+ 1 119.0491 -1.35
119.0732 C8H9N+ 1 119.073 2.09
120.0806 C8H10N+ 1 120.0808 -1.88
121.0284 C7H5O2+ 1 121.0284 -0.38
121.0648 C8H9O+ 1 121.0648 0.4
122.0362 C7H6O2+ 1 122.0362 -0.17
122.0729 C8H10O+ 1 122.0726 2.32
123.0439 C7H7O2+ 1 123.0441 -1.19
124.0519 C7H8O2+ 1 124.0519 -0.17
128.0621 C10H8+ 1 128.0621 0.22
129.0699 C10H9+ 1 129.0699 -0.21
130.0651 C9H8N+ 1 130.0651 -0.04
131.0729 C9H9N+ 1 131.073 -0.16
132.0444 C8H6NO+ 1 132.0444 0.3
132.0571 C9H8O+ 1 132.057 0.79
132.0807 C9H10N+ 1 132.0808 -0.72
133.0522 C8H7NO+ 1 133.0522 -0.27
133.0647 C9H9O+ 1 133.0648 -0.39
134.0362 C8H6O2+ 1 134.0362 -0.08
134.0602 C8H8NO+ 1 134.06 1.49
135.0438 C8H7O2+ 1 135.0441 -1.89
135.0804 C9H11O+ 1 135.0804 -0.08
136.0755 C8H10NO+ 1 136.0757 -1.4
137.0233 C7H5O3+ 1 137.0233 -0.44
139.0753 C8H11O2+ 1 139.0754 -0.55
142.0651 C10H8N+ 1 142.0651 -0.18
143.0729 C10H9N+ 1 143.073 -0.14
144.0568 C10H8O+ 1 144.057 -0.81
144.0807 C10H10N+ 1 144.0808 -0.39
145.0522 C9H7NO+ 1 145.0522 0.03
145.0648 C10H9O+ 1 145.0648 -0.22
145.0886 C10H11N+ 1 145.0886 -0.21
146.06 C9H8NO+ 1 146.06 -0.48
146.0961 C10H12N+ 1 146.0964 -2.37
147.0679 C9H9NO+ 1 147.0679 0.03
147.0805 C10H11O+ 1 147.0804 0.26
148.0756 C9H10NO+ 1 148.0757 -0.27
149.0593 C9H9O2+ 1 149.0597 -2.72
151.0389 C8H7O3+ 1 151.039 -0.4
152.0467 C8H8O3+ 1 152.0468 -0.56
154.0651 C11H8N+ 1 154.0651 0.03
155.0603 C10H7N2+ 1 155.0604 -0.22
155.073 C11H9N+ 1 155.073 0.25
156.0807 C11H10N+ 1 156.0808 -0.49
157.0886 C11H11N+ 1 157.0886 -0.26
158.06 C10H8NO+ 1 158.06 -0.25
159.0678 C10H9NO+ 1 159.0679 -0.22
160.0755 C10H10NO+ 1 160.0757 -0.88
161.0835 C10H11NO+ 1 161.0835 0.09
162.0913 C10H12NO+ 1 162.0913 0
167.0735 C12H9N+ 1 167.073 3.11
168.0807 C12H10N+ 1 168.0808 -0.27
169.0523 C11H7NO+ 1 169.0522 0.32
169.0887 C12H11N+ 1 169.0886 0.29
170.06 C11H8NO+ 1 170.06 -0.18
171.0679 C11H9NO+ 1 171.0679 0.38
172.0756 C11H10NO+ 1 172.0757 -0.35
173.0835 C11H11NO+ 1 173.0835 -0.15
174.0912 C11H12NO+ 1 174.0913 -0.58
180.0806 C13H10N+ 1 180.0808 -0.75
181.0886 C13H11N+ 1 181.0886 0.22
182.0599 C12H8NO+ 1 182.06 -0.88
182.0963 C13H12N+ 1 182.0964 -0.47
183.0678 C12H9NO+ 1 183.0679 -0.52
184.0368 C8H8O5+ 1 184.0366 1.01
184.063 C11H8N2O+ 1 184.0631 -0.46
184.0756 C12H10NO+ 1 184.0757 -0.55
184.0996 C12H12N2+ 1 184.0995 0.49
185.0836 C12H11NO+ 1 185.0835 0.35
186.0911 C12H12NO+ 1 186.0913 -1.13
187.0992 C12H13NO+ 1 187.0992 0.13
188.1067 C12H14NO+ 1 188.107 -1.44
191.0727 C14H9N+ 1 191.073 -1.1
192.0807 C14H10N+ 1 192.0808 -0.6
193.0883 C14H11N+ 1 193.0886 -1.3
194.0963 C14H12N+ 1 194.0964 -0.85
195.065 C10H11O4+ 1 195.0652 -1
195.9593 C2N2O9+ 1 195.9598 -2.81
196.0757 C13H10NO+ 1 196.0757 0.05
197.0714 C12H9N2O+ 1 197.0709 2.44
197.0834 C13H11NO+ 1 197.0835 -0.59
198.0912 C13H12NO+ 1 198.0913 -0.56
199.0866 C12H11N2O+ 1 199.0866 0
204.0808 C15H10N+ 1 204.0808 0.31
205.0883 C15H11N+ 1 205.0886 -1.22
206.0962 C15H12N+ 1 206.0964 -1.1
207.1039 C15H13N+ 1 207.1043 -1.89
208.0757 C14H10NO+ 1 208.0757 0
208.0993 C14H12N2+ 1 208.0995 -0.86
209.0834 C14H11NO+ 1 209.0835 -0.31
210.0912 C14H12NO+ 1 210.0913 -0.72
211.0863 C13H11N2O+ 1 211.0866 -1.51
211.0986 C14H13NO+ 1 211.0992 -2.58
212.0942 C13H12N2O+ 1 212.0944 -0.82
213.1022 C13H13N2O+ 1 213.1022 -0.04
217.0885 C16H11N+ 1 217.0886 -0.23
218.0963 C16H12N+ 1 218.0964 -0.49
219.0681 C15H9NO+ 1 219.0679 1.03
219.1046 C16H13N+ 1 219.1043 1.41
220.0755 C15H10NO+ 1 220.0757 -0.73
220.1119 C16H14N+ 1 220.1121 -1.03
221.0836 C15H11NO+ 1 221.0835 0.43
221.1075 C15H13N2+ 1 221.1073 0.84
222.0914 C15H12NO+ 1 222.0913 0.13
222.1158 C15H14N2+ 1 222.1151 2.88
223.0861 C14H11N2O+ 1 223.0866 -2.19
223.0994 C15H13NO+ 1 223.0992 1.01
224.1067 C15H14NO+ 1 224.107 -1.52
225.1027 C14H13N2O+ 1 225.1022 1.82
230.0962 C17H12N+ 1 230.0964 -1.11
231.1038 C17H13N+ 1 231.1043 -1.82
232.0755 C16H10NO+ 1 232.0757 -0.73
233.0837 C16H11NO+ 1 233.0835 0.71
233.1202 C17H15N+ 1 233.1199 1.33
234.0912 C16H12NO+ 1 234.0913 -0.64
235.0862 C15H11N2O+ 1 235.0866 -1.57
235.0995 C16H13NO+ 1 235.0992 1.42
236.0944 C15H12N2O+ 1 236.0944 -0.15
236.1071 C16H14NO+ 1 236.107 0.59
237.1028 C15H13N2O+ 1 237.1022 2.24
237.114 C16H15NO+ 1 237.1148 -3.44
238.1104 C15H14N2O+ 1 238.1101 1.33
239.1179 C15H15N2O+ 1 239.1179 0.09
242.0967 C18H12N+ 1 242.0964 1.17
243.105 C18H13N+ 1 243.1043 2.88
244.1115 C18H14N+ 1 244.1121 -2.44
245.0839 C17H11NO+ 1 245.0835 1.57
245.1192 C18H15N+ 1 245.1199 -2.78
246.0913 C17H12NO+ 1 246.0913 0
247.0992 C17H13NO+ 1 247.0992 0.02
248.1069 C17H14NO+ 1 248.107 -0.28
249.0787 C16H11NO2+ 1 249.0784 0.92
249.1019 C16H13N2O+ 1 249.1022 -1.48
249.1149 C17H15NO+ 1 249.1148 0.3
250.1101 C16H14N2O+ 1 250.1101 0.06
250.1222 C17H16NO+ 1 250.1226 -1.64
251.1177 C16H15N2O+ 1 251.1179 -0.83
258.0913 C18H12NO+ 1 258.0913 -0.31
259.1001 C18H13NO+ 1 259.0992 3.68
260.1068 C18H14NO+ 1 260.107 -0.58
261.1139 C18H15NO+ 1 261.1148 -3.66
262.1223 C18H16NO+ 1 262.1226 -1.45
264.1012 C17H14NO2+ 1 264.1019 -2.75
273.1144 C19H15NO+ 1 273.1148 -1.59
274.1222 C19H16NO+ 1 274.1226 -1.68
275.1185 C18H15N2O+ 1 275.1179 2.22
278.1175 C18H16NO2+ 1 278.1176 -0.38
289.1333 C19H17N2O+ 1 289.1335 -0.9
291.1489 C19H19N2O+ 1 291.1492 -0.89
397.2235 C24H31NO4+ 2 397.2248 -3.17
PK$NUM_PEAK: 201
PK$PEAK: m/z int. rel.int.
53.0385 45269.5 89
65.0386 20131.2 39
66.0463 17638 34
67.0542 16076.8 31
71.0492 3970.5 7
75.0442 3124.3 6
77.0386 70434.7 138
78.0464 15946.1 31
79.0542 54880.2 108
80.0493 8509.7 16
81.0335 90191.3 177
81.0699 20860.8 41
82.0649 4506.2 8
83.049 3172.3 6
85.0283 3236.7 6
91.0542 64822.9 127
92.0257 16275.2 32
93.0335 3462.2 6
93.0572 10140.1 19
93.0701 2701.6 5
94.0413 26337.8 51
94.0651 22601.9 44
95.0491 31906.3 62
96.057 45819.9 90
97.0645 3661.7 7
99.0443 4507.9 8
101.0597 3852.7 7
103.0542 21822.3 43
104.0622 7646.4 15
105.0334 9054.6 17
105.0447 37941.5 74
105.0571 7584.8 14
105.0699 16233 32
106.0413 4543.1 8
106.0651 11824.3 23
107.0127 24998.4 49
107.0492 14448.1 28
107.0728 5469.7 10
108.057 31754.6 62
108.0806 5959.4 11
109.0284 42720.2 84
109.0648 44239.6 87
111.0441 11130.6 21
111.0806 5609.2 11
113.0598 8134.9 16
115.0542 74927.7 147
116.0494 5207.8 10
116.0621 16390.9 32
117.0573 49008 96
117.0698 22055.2 43
118.0651 23394.9 46
119.049 7027.9 13
119.0732 3533.8 6
120.0806 8336 16
121.0284 36631.2 72
121.0648 15892 31
122.0362 81791.8 161
122.0729 4790.3 9
123.0439 11969.8 23
124.0519 44406.9 87
128.0621 12093.9 23
129.0699 13185.8 25
130.0651 191451.6 377
131.0729 506647.4 999
132.0444 21686 42
132.0571 13791.6 27
132.0807 28854.1 56
133.0522 7313.5 14
133.0647 5368.1 10
134.0362 8911.2 17
134.0602 5776.4 11
135.0438 4715.4 9
135.0804 4822.9 9
136.0755 5768.4 11
137.0233 108612.7 214
139.0753 56913.5 112
142.0651 42161.5 83
143.0729 266579.7 525
144.0568 9898.9 19
144.0807 60367.6 119
145.0522 29065.4 57
145.0648 7050.4 13
145.0886 18987.4 37
146.06 65307.1 128
146.0961 4046.9 7
147.0679 21785.4 42
147.0805 18631.5 36
148.0756 13500.9 26
149.0593 2628.1 5
151.0389 81858.3 161
152.0467 149264.6 294
154.0651 25481.9 50
155.0603 9643.8 19
155.073 18233.5 35
156.0807 18566.9 36
157.0886 17182 33
158.06 64307.9 126
159.0678 391442.6 771
160.0755 64313.4 126
161.0835 11796.9 23
162.0913 6832.6 13
167.0735 18446.3 36
168.0807 24967.2 49
169.0523 3393.6 6
169.0887 4818.7 9
170.06 50287.4 99
171.0679 13308 26
172.0756 41867 82
173.0835 48202.6 95
174.0912 233943.3 461
180.0806 19700.9 38
181.0886 14760.3 29
182.0599 15532.9 30
182.0963 4986.9 9
183.0678 18938.8 37
184.0368 4349 8
184.063 2978.9 5
184.0756 32873.9 64
184.0996 4982.6 9
185.0836 14934.9 29
186.0911 18175.9 35
187.0992 3709.9 7
188.1067 4483.9 8
191.0727 5267.9 10
192.0807 14826.5 29
193.0883 13149.7 25
194.0963 11503.5 22
195.065 30839.6 60
195.9593 3790.7 7
196.0757 21115.4 41
197.0714 3835.1 7
197.0834 11925.8 23
198.0912 17660 34
199.0866 18750.4 36
204.0808 22506.6 44
205.0883 19144.8 37
206.0962 9833 19
207.1039 5952.8 11
208.0757 21476.3 42
208.0993 8248.5 16
209.0834 7707.4 15
210.0912 21411.3 42
211.0863 5797.4 11
211.0986 4534.6 8
212.0942 7742.5 15
213.1022 6764.4 13
217.0885 20726.7 40
218.0963 32126.1 63
219.0681 3295.8 6
219.1046 11001 21
220.0755 19467.9 38
220.1119 4233.8 8
221.0836 12658.5 24
221.1075 8166 16
222.0914 25160.6 49
222.1158 3056.2 6
223.0861 9466.6 18
223.0994 11352.4 22
224.1067 17151.5 33
225.1027 4029 7
230.0962 18985.7 37
231.1038 7677.3 15
232.0755 14723 29
233.0837 10845 21
233.1202 4656.6 9
234.0912 20165.4 39
235.0862 7077.6 13
235.0995 9057.9 17
236.0944 25736.4 50
236.1071 16174.5 31
237.1028 6894.3 13
237.114 4195.2 8
238.1104 5163 10
239.1179 7312 14
242.0967 5611.7 11
243.105 3863 7
244.1115 7423.3 14
245.0839 4602.6 9
245.1192 5476.5 10
246.0913 27462.8 54
247.0992 16061.8 31
248.1069 15352.4 30
249.0787 4684.5 9
249.1019 14940.8 29
249.1149 2147.4 4
250.1101 10896.4 21
250.1222 3445 6
251.1177 21036.1 41
258.0913 9370.2 18
259.1001 4195 8
260.1068 19229.6 37
261.1139 7280.1 14
262.1223 14829.7 29
264.1012 4379.4 8
273.1144 3133.3 6
274.1222 3615.4 7
275.1185 2912.2 5
278.1175 3589.3 7
289.1333 4155.5 8
291.1489 2729.7 5
397.2235 6369.8 12
//
