ACCESSION: MSBNK-Eawag-EA268207
RECORD_TITLE: Reserpine; LC-ESI-ITFT; MS2; CE: 90%; 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 90 % (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$SPLASH: splash10-001i-1910000000-7038e3a2f74fff79f220
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0385 C4H5+ 1 53.0386 -1.26
65.0385 C5H5+ 1 65.0386 -0.72
66.0464 C5H6+ 1 66.0464 -0.63
67.0542 C5H7+ 1 67.0542 -0.1
77.0385 C6H5+ 1 77.0386 -0.47
78.0462 C6H6+ 1 78.0464 -2.58
79.0542 C6H7+ 1 79.0542 -0.08
80.0494 C5H6N+ 1 80.0495 -0.57
81.0334 C5H5O+ 1 81.0335 -0.63
81.0699 C6H9+ 1 81.0699 -0.33
91.0541 C7H7+ 1 91.0542 -0.95
92.0259 C6H4O+ 1 92.0257 2.32
92.0496 C6H6N+ 1 92.0495 1.13
93.0333 C6H5O+ 1 93.0335 -2.16
93.0573 C6H7N+ 1 93.0573 -0.22
94.0413 C6H6O+ 1 94.0413 -0.6
94.065 C6H8N+ 1 94.0651 -1.12
95.0491 C6H7O+ 1 95.0491 -0.85
96.0568 C6H8O+ 1 96.057 -1.52
97.0651 C6H9O+ 1 97.0648 2.97
99.0442 C5H7O2+ 1 99.0441 1.35
103.0542 C8H7+ 1 103.0542 -0.65
104.0617 C8H8+ 1 104.0621 -3.48
105.0333 C7H5O+ 1 105.0335 -1.73
105.0447 C6H5N2+ 1 105.0447 0.15
105.0575 C7H7N+ 1 105.0573 1.42
105.0696 C8H9+ 1 105.0699 -3.01
106.0414 C7H6O+ 1 106.0413 0.51
106.0648 C7H8N+ 1 106.0651 -3.07
107.0126 C6H3O2+ 1 107.0128 -1.64
107.0491 C7H7O+ 1 107.0491 -0.48
107.0727 C7H9N+ 1 107.073 -2.53
108.057 C7H8O+ 1 108.057 0.31
109.0283 C6H5O2+ 1 109.0284 -0.97
109.0647 C7H9O+ 1 109.0648 -0.65
111.044 C6H7O2+ 1 111.0441 -0.86
111.0808 C7H11O+ 1 111.0804 3.05
113.0598 C6H9O2+ 1 113.0597 0.74
115.0541 C9H7+ 1 115.0542 -1.36
116.0494 C8H6N+ 1 116.0495 -0.65
116.0619 C9H8+ 1 116.0621 -1.05
117.0572 C8H7N+ 1 117.0573 -0.6
117.0697 C9H9+ 1 117.0699 -1.59
118.065 C8H8N+ 1 118.0651 -0.81
119.0491 C8H7O+ 1 119.0491 -0.09
120.0808 C8H10N+ 1 120.0808 0.54
121.0282 C7H5O2+ 1 121.0284 -1.54
121.065 C8H9O+ 1 121.0648 1.56
122.0361 C7H6O2+ 1 122.0362 -0.91
123.044 C7H7O2+ 1 123.0441 -0.21
124.0518 C7H8O2+ 1 124.0519 -0.41
128.0623 C10H8+ 1 128.0621 1.94
129.0695 C10H9+ 1 129.0699 -3
130.065 C9H8N+ 1 130.0651 -0.97
131.0729 C9H9N+ 1 131.073 -0.69
132.0443 C8H6NO+ 1 132.0444 -0.46
132.0568 C9H8O+ 1 132.057 -1.26
132.0809 C9H10N+ 1 132.0808 1.09
133.0519 C8H7NO+ 1 133.0522 -2.52
133.0651 C9H9O+ 1 133.0648 2.24
134.0363 C8H6O2+ 1 134.0362 0.59
135.0436 C8H7O2+ 1 135.0441 -3.67
135.0807 C9H11O+ 1 135.0804 1.62
137.0232 C7H5O3+ 1 137.0233 -0.95
139.0752 C8H11O2+ 1 139.0754 -0.83
142.065 C10H8N+ 1 142.0651 -1.03
143.0729 C10H9N+ 1 143.073 -0.42
144.0568 C10H8O+ 1 144.057 -1.29
144.0809 C10H10N+ 1 144.0808 0.86
145.0521 C9H7NO+ 1 145.0522 -0.52
145.0647 C10H9O+ 1 145.0648 -0.56
145.0886 C10H11N+ 1 145.0886 -0.28
146.0599 C9H8NO+ 1 146.06 -0.96
146.0964 C10H12N+ 1 146.0964 0.03
147.0679 C9H9NO+ 1 147.0679 0.58
147.0802 C10H11O+ 1 147.0804 -1.78
148.0756 C9H10NO+ 1 148.0757 -0.61
151.0389 C8H7O3+ 1 151.039 -0.4
152.0467 C8H8O3+ 1 152.0468 -0.89
154.0652 C11H8N+ 1 154.0651 0.42
155.0598 C10H7N2+ 1 155.0604 -3.64
155.0729 C11H9N+ 1 155.073 -0.52
156.0805 C11H10N+ 1 156.0808 -1.77
157.0883 C11H11N+ 1 157.0886 -1.66
158.06 C10H8NO+ 1 158.06 -0.44
159.0677 C10H9NO+ 1 159.0679 -1.04
160.076 C10H10NO+ 1 160.0757 2.18
161.0838 C10H11NO+ 1 161.0835 1.52
162.0915 C10H12NO+ 1 162.0913 0.98
167.0727 C12H9N+ 1 167.073 -1.5
168.0808 C12H10N+ 1 168.0808 0.44
169.0526 C11H7NO+ 1 169.0522 2.16
169.0886 C12H11N+ 1 169.0886 0.11
170.0601 C11H8NO+ 1 170.06 0.65
171.0681 C11H9NO+ 1 171.0679 1.55
172.0757 C11H10NO+ 1 172.0757 0.11
173.0835 C11H11NO+ 1 173.0835 0.08
174.0912 C11H12NO+ 1 174.0913 -0.75
175.0953 C6H13N3O3+ 1 175.0951 0.9
180.0808 C13H10N+ 1 180.0808 0.25
181.0893 C13H11N+ 1 181.0886 3.81
182.0601 C12H8NO+ 1 182.06 0.38
182.0957 C13H12N+ 1 182.0964 -4.26
183.0674 C12H9NO+ 1 183.0679 -2.49
184.0361 C8H8O5+ 1 184.0366 -2.8
184.0753 C12H10NO+ 1 184.0757 -2.34
184.0992 C12H12N2+ 1 184.0995 -1.63
185.0835 C12H11NO+ 1 185.0835 -0.14
186.0913 C12H12NO+ 1 186.0913 -0.49
187.1001 C12H13NO+ 1 187.0992 4.99
191.0735 C14H9N+ 1 191.073 2.87
192.081 C14H10N+ 1 192.0808 1.32
193.0882 C14H11N+ 1 193.0886 -1.97
194.0955 C14H12N+ 1 194.0964 -4.98
195.066 C10H11O4+ 1 195.0652 4.23
195.9636 C7O7+ 1 195.9639 -1.35
196.0758 C13H10NO+ 1 196.0757 0.66
197.0829 C13H11NO+ 1 197.0835 -3.12
198.0909 C13H12NO+ 1 198.0913 -2.32
199.0868 C12H11N2O+ 1 199.0866 1.11
200.1073 C13H14NO+ 1 200.107 1.65
204.0803 C15H10N+ 1 204.0808 -2.38
205.0878 C15H11N+ 1 205.0886 -3.71
208.0759 C14H10NO+ 1 208.0757 0.86
208.0994 C14H12N2+ 1 208.0995 -0.58
209.0834 C14H11NO+ 1 209.0835 -0.41
210.0908 C14H12NO+ 1 210.0913 -2.38
211.0959 C11H15O4+ 1 211.0965 -3.01
217.0884 C16H11N+ 1 217.0886 -0.92
218.0965 C16H12N+ 1 218.0964 0.29
219.1036 C16H13N+ 1 219.1043 -2.92
220.0753 C15H10NO+ 1 220.0757 -1.96
220.1111 C16H14N+ 1 220.1121 -4.62
221.0828 C15H11NO+ 1 221.0835 -3.15
222.0904 C15H12NO+ 1 222.0913 -4.28
222.1156 C15H14N2+ 1 222.1151 2.21
230.096 C17H12N+ 1 230.0964 -1.85
231.1046 C17H13N+ 1 231.1043 1.51
232.0763 C16H10NO+ 1 232.0757 2.76
232.1103 C14H16O3+ 1 232.1094 3.81
233.0828 C16H11NO+ 1 233.0835 -2.98
233.1199 C17H15N+ 1 233.1199 -0.22
234.091 C16H12NO+ 1 234.0913 -1.33
235.0958 C13H15O4+ 1 235.0965 -2.83
237.103 C15H13N2O+ 1 237.1022 3.29
239.1172 C15H15N2O+ 1 239.1179 -2.84
242.0957 C18H12N+ 1 242.0964 -3.12
244.1122 C18H14N+ 1 244.1121 0.59
245.0837 C17H11NO+ 1 245.0835 0.75
246.091 C17H12NO+ 1 246.0913 -1.26
247.0987 C17H13NO+ 1 247.0992 -1.92
248.1061 C17H14NO+ 1 248.107 -3.63
249.1021 C16H13N2O+ 1 249.1022 -0.6
250.0861 C16H12NO2+ 1 250.0863 -0.54
250.1109 C16H14N2O+ 1 250.1101 3.22
251.1176 C16H15N2O+ 1 251.1179 -1.31
258.0921 C18H12NO+ 1 258.0913 2.83
260.1072 C18H14NO+ 1 260.107 0.73
262.1228 C18H16NO+ 1 262.1226 0.72
272.1094 C9H20O9+ 1 272.1102 -3.03
275.1157 C15H17NO4+ 1 275.1152 1.82
397.2247 C24H31NO4+ 1 397.2248 -0.02
448.207 C24H32O8+ 1 448.2092 -4.88
PK$NUM_PEAK: 163
PK$PEAK: m/z int. rel.int.
53.0385 99426 90
65.0385 34417.5 31
66.0464 27419.4 24
67.0542 32937.8 30
77.0385 179556.5 163
78.0462 31530.4 28
79.0542 123990.3 113
80.0494 24119 21
81.0334 215471.4 196
81.0699 39419.4 35
91.0541 150259.3 136
92.0259 34065.3 31
92.0496 13503.8 12
93.0333 13686.2 12
93.0573 22452.2 20
94.0413 55931 50
94.065 38571.4 35
95.0491 68625.3 62
96.0568 96838.9 88
97.0651 9166.8 8
99.0442 11910.3 10
103.0542 52556.8 47
104.0617 17991 16
105.0333 25063.8 22
105.0447 67772.2 61
105.0575 18275.9 16
105.0696 36549 33
106.0414 20648 18
106.0648 23803.4 21
107.0126 47831.9 43
107.0491 24338.2 22
107.0727 11916.5 10
108.057 44070.5 40
109.0283 99825.7 90
109.0647 77241.2 70
111.044 18089.2 16
111.0808 14539.3 13
113.0598 28024.6 25
115.0541 151917.4 138
116.0494 20539.4 18
116.0619 41719.6 38
117.0572 113965.4 103
117.0697 45327.1 41
118.065 55332.5 50
119.0491 15327.8 13
120.0808 22612.4 20
121.0282 79586.8 72
121.065 39246 35
122.0361 177827.8 162
123.044 22216.6 20
124.0518 100294.8 91
128.0623 21817.2 19
129.0695 29386 26
130.065 451874.4 411
131.0729 1095972.5 999
132.0443 41934.1 38
132.0568 24911 22
132.0809 59774.4 54
133.0519 19541.6 17
133.0651 8848.9 8
134.0363 16804.4 15
135.0436 12575.3 11
135.0807 8695.8 7
137.0232 245236.8 223
139.0752 134178 122
142.065 88780.4 80
143.0729 526759.9 480
144.0568 26487.2 24
144.0809 110169 100
145.0521 52545.6 47
145.0647 12877.2 11
145.0886 40465.9 36
146.0599 128667.9 117
146.0964 17925.6 16
147.0679 46445.8 42
147.0802 40945.7 37
148.0756 23408.7 21
151.0389 185742.4 169
152.0467 304742.8 277
154.0652 46236.9 42
155.0598 25066.1 22
155.0729 50366.9 45
156.0805 41047.5 37
157.0883 41574.2 37
158.06 140208.8 127
159.0677 834383.6 760
160.076 104763.9 95
161.0838 28379.2 25
162.0915 11076.2 10
167.0727 46244.5 42
168.0808 48836.9 44
169.0526 8361.5 7
169.0886 13180.6 12
170.0601 102932.8 93
171.0681 29279 26
172.0757 80347.2 73
173.0835 101701.8 92
174.0912 523547.4 477
175.0953 10612.6 9
180.0808 43003 39
181.0893 38138.5 34
182.0601 29386.6 26
182.0957 13480.7 12
183.0674 28291.3 25
184.0361 15263 13
184.0753 79925.7 72
184.0992 12938.5 11
185.0835 34100.8 31
186.0913 47439.6 43
187.1001 9349.5 8
191.0735 21331.6 19
192.081 44516 40
193.0882 31540.9 28
194.0955 35352.2 32
195.066 90529.3 82
195.9636 9051.2 8
196.0758 36646.1 33
197.0829 26265.2 23
198.0909 37571.9 34
199.0868 54543.4 49
200.1073 9078.6 8
204.0803 50320.6 45
205.0878 33856 30
208.0759 40537.3 36
208.0994 15429.3 14
209.0834 22021.5 20
210.0908 53191.3 48
211.0959 9683.3 8
217.0884 48883.6 44
218.0965 55450.1 50
219.1036 22632.9 20
220.0753 41339.9 37
220.1111 13777.1 12
221.0828 33724.9 30
222.0904 47033.4 42
222.1156 14378.2 13
230.096 24737.5 22
231.1046 24557.8 22
232.0763 23126.7 21
232.1103 18074.1 16
233.0828 24302.6 22
233.1199 13035.4 11
234.091 51888.5 47
235.0958 20117.5 18
237.103 24604.1 22
239.1172 11939.3 10
242.0957 8934.1 8
244.1122 14419.2 13
245.0837 14573.7 13
246.091 57559.8 52
247.0987 36615.5 33
248.1061 26151.5 23
249.1021 31171.2 28
250.0861 8787.7 8
250.1109 21038.8 19
251.1176 64691.6 58
258.0921 19062 17
260.1072 47010.4 42
262.1228 31299.1 28
272.1094 11236.6 10
275.1157 6551.3 5
397.2247 8861.6 8
448.207 14964.2 13
//
