ACCESSION: MSBNK-Eawag-EA268212
RECORD_TITLE: Reserpine; LC-ESI-ITFT; MS2; CE: 75%; 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 75 % (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$SPLASH: splash10-05gi-1910000000-21728d59759dc657e49b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0385 C4H5+ 1 53.0386 -1.44
65.0386 C5H5+ 1 65.0386 0.36
66.0464 C5H6+ 1 66.0464 -0.18
67.0542 C5H7+ 1 67.0542 -1.14
70.0651 C4H8N+ 1 70.0651 -0.22
71.049 C4H7O+ 1 71.0491 -1.43
75.044 C3H7O2+ 1 75.0441 -0.34
77.0386 C6H5+ 1 77.0386 -0.22
78.0463 C6H6+ 1 78.0464 -0.92
79.0542 C6H7+ 1 79.0542 -0.59
80.0494 C5H6N+ 1 80.0495 -1.07
81.0334 C5H5O+ 1 81.0335 -0.63
81.0698 C6H9+ 1 81.0699 -0.7
82.065 C5H8N+ 1 82.0651 -1.53
83.0491 C5H7O+ 1 83.0491 0.11
85.0284 C4H5O2+ 1 85.0284 -0.19
91.0542 C7H7+ 1 91.0542 -0.51
92.0255 C6H4O+ 1 92.0257 -1.26
92.0495 C6H6N+ 1 92.0495 0.7
93.0336 C6H5O+ 1 93.0335 1.28
93.0572 C6H7N+ 1 93.0573 -1.3
93.0699 C7H9+ 1 93.0699 -0.18
94.0413 C6H6O+ 1 94.0413 0.04
94.0651 C6H8N+ 1 94.0651 0.15
95.049 C6H7O+ 1 95.0491 -1.07
96.0569 C6H8O+ 1 96.057 -0.38
97.0647 C6H9O+ 1 97.0648 -1.15
99.0439 C5H7O2+ 1 99.0441 -1.37
101.0597 C5H9O2+ 1 101.0597 -0.36
103.0541 C8H7+ 1 103.0542 -0.94
105.0334 C7H5O+ 1 105.0335 -0.96
105.0447 C6H5N2+ 1 105.0447 -0.71
105.0697 C8H9+ 1 105.0699 -1.59
106.0412 C7H6O+ 1 106.0413 -1.1
106.065 C7H8N+ 1 106.0651 -0.81
107.0127 C6H3O2+ 1 107.0128 -0.71
107.0491 C7H7O+ 1 107.0491 -0.39
107.0729 C7H9N+ 1 107.073 -0.29
108.0569 C7H8O+ 1 108.057 -0.61
108.0806 C7H10N+ 1 108.0808 -1.26
109.0283 C6H5O2+ 1 109.0284 -0.97
109.0647 C7H9O+ 1 109.0648 -0.75
111.044 C6H7O2+ 1 111.0441 -0.77
111.0803 C7H11O+ 1 111.0804 -1.54
113.0232 C5H5O3+ 1 113.0233 -1.42
113.0597 C6H9O2+ 1 113.0597 0.21
115.0541 C9H7+ 1 115.0542 -0.75
116.062 C9H8+ 1 116.0621 -0.79
117.0572 C8H7N+ 1 117.0573 -0.77
117.0698 C9H9+ 1 117.0699 -0.31
118.065 C8H8N+ 1 118.0651 -1.23
119.0489 C8H7O+ 1 119.0491 -2.11
119.0729 C8H9N+ 1 119.073 -0.17
119.0859 C9H11+ 1 119.0855 3.05
120.0807 C8H10N+ 1 120.0808 -0.21
121.0283 C7H5O2+ 1 121.0284 -0.79
121.0647 C8H9O+ 1 121.0648 -1
122.0362 C7H6O2+ 1 122.0362 -0.66
122.0726 C8H10O+ 1 122.0726 0.28
123.0439 C7H7O2+ 1 123.0441 -1.02
123.0805 C8H11O+ 1 123.0804 0.72
124.0518 C7H8O2+ 1 124.0519 -0.89
128.0622 C10H8+ 1 128.0621 1.16
129.0699 C10H9+ 1 129.0699 0.03
130.065 C9H8N+ 1 130.0651 -1.12
131.0729 C9H9N+ 1 131.073 -0.62
132.0444 C8H6NO+ 1 132.0444 0.38
132.0568 C9H8O+ 1 132.057 -1.34
132.0807 C9H10N+ 1 132.0808 -0.65
133.0522 C8H7NO+ 1 133.0522 0.11
133.0646 C9H9O+ 1 133.0648 -1.51
134.0361 C8H6O2+ 1 134.0362 -1.2
134.0601 C8H8NO+ 1 134.06 0.3
135.0438 C8H7O2+ 1 135.0441 -1.97
135.0803 C9H11O+ 1 135.0804 -1.12
136.0755 C8H10NO+ 1 136.0757 -1.69
137.0232 C7H5O3+ 1 137.0233 -0.88
137.0592 C8H9O2+ 1 137.0597 -3.69
139.0752 C8H11O2+ 1 139.0754 -0.83
141.0186 C6H5O4+ 1 141.0182 2.52
142.065 C10H8N+ 1 142.0651 -0.81
143.0729 C10H9N+ 1 143.073 -0.56
144.0568 C10H8O+ 1 144.057 -0.81
144.0806 C10H10N+ 1 144.0808 -1.08
145.052 C9H7NO+ 1 145.0522 -1.35
145.0645 C10H9O+ 1 145.0648 -1.8
145.0883 C10H11N+ 1 145.0886 -2.28
146.0599 C9H8NO+ 1 146.06 -1.23
146.0965 C10H12N+ 1 146.0964 0.17
147.0676 C9H9NO+ 1 147.0679 -1.46
147.0803 C10H11O+ 1 147.0804 -1.1
148.0755 C9H10NO+ 1 148.0757 -1.15
149.0596 C9H9O2+ 1 149.0597 -0.71
151.0388 C8H7O3+ 1 151.039 -0.8
152.0467 C8H8O3+ 1 152.0468 -0.76
154.0656 C11H8N+ 1 154.0651 3.34
155.0601 C10H7N2+ 1 155.0604 -1.45
155.0728 C11H9N+ 1 155.073 -0.78
156.0413 C7H8O4+ 1 156.0417 -2.56
156.0806 C11H10N+ 1 156.0808 -1.38
157.0887 C11H11N+ 1 157.0886 0.63
158.06 C10H8NO+ 1 158.06 -0.32
158.0962 C11H12N+ 1 158.0964 -1.18
159.0678 C10H9NO+ 1 159.0679 -0.54
160.0755 C10H10NO+ 1 160.0757 -1.25
161.0596 C10H9O2+ 1 161.0597 -0.78
161.0834 C10H11NO+ 1 161.0835 -0.84
162.0911 C10H12NO+ 1 162.0913 -1.3
164.1065 C10H14NO+ 1 164.107 -2.87
167.0697 C9H11O3+ 1 167.0703 -3.42
168.0806 C12H10N+ 1 168.0808 -1.05
169.0885 C12H11N+ 1 169.0886 -0.54
170.06 C11H8NO+ 1 170.06 -0.3
171.0678 C11H9NO+ 1 171.0679 -0.09
172.0756 C11H10NO+ 1 172.0757 -0.64
173.0834 C11H11NO+ 1 173.0835 -0.55
174.0912 C11H12NO+ 1 174.0913 -0.69
175.0948 C6H13N3O3+ 1 175.0951 -1.84
180.0801 C13H10N+ 1 180.0808 -3.64
181.0887 C13H11N+ 1 181.0886 0.38
182.0598 C12H8NO+ 1 182.06 -1.26
183.0676 C12H9NO+ 1 183.0679 -1.23
184.0365 C8H8O5+ 1 184.0366 -0.57
184.064 C11H8N2O+ 1 184.0631 4.7
184.0755 C12H10NO+ 1 184.0757 -0.98
185.0833 C12H11NO+ 1 185.0835 -1.22
186.0912 C12H12NO+ 1 186.0913 -0.65
187.099 C12H13NO+ 1 187.0992 -1.15
188.0698 C11H10NO2+ 1 188.0706 -4.12
188.1067 C12H14NO+ 1 188.107 -1.81
192.0812 C14H10N+ 1 192.0808 2.1
192.1017 C11H14NO2+ 1 192.1019 -1.02
193.0882 C14H11N+ 1 193.0886 -1.97
194.0965 C14H12N+ 1 194.0964 0.59
195.065 C10H11O4+ 1 195.0652 -0.74
195.9646 C7O7+ 1 195.9639 3.6
196.0753 C13H10NO+ 1 196.0757 -1.99
197.0711 C12H9N2O+ 1 197.0709 0.97
197.0834 C13H11NO+ 1 197.0835 -0.64
198.0914 C13H12NO+ 1 198.0913 0.05
199.0865 C12H11N2O+ 1 199.0866 -0.3
199.0988 C13H13NO+ 1 199.0992 -1.79
200.1068 C13H14NO+ 1 200.107 -1.2
201.1021 C12H13N2O+ 1 201.1022 -0.89
204.0808 C15H10N+ 1 204.0808 0.27
204.1018 C12H14NO2+ 1 204.1019 -0.42
205.0882 C15H11N+ 1 205.0886 -1.81
206.0965 C15H12N+ 1 206.0964 0.17
207.1041 C15H13N+ 1 207.1043 -0.63
208.0751 C14H10NO+ 1 208.0757 -3.03
208.0993 C14H12N2+ 1 208.0995 -0.77
209.083 C14H11NO+ 1 209.0835 -2.47
210.0913 C14H12NO+ 1 210.0913 -0.38
210.1145 C14H14N2+ 1 210.1151 -3.28
211.0859 C13H11N2O+ 1 211.0866 -3.17
211.0989 C14H13NO+ 1 211.0992 -1.26
212.0943 C13H12N2O+ 1 212.0944 -0.59
212.1066 C14H14NO+ 1 212.107 -2.03
213.102 C13H13N2O+ 1 213.1022 -0.98
214.11 C13H14N2O+ 1 214.1101 -0.16
215.1183 C13H15N2O+ 1 215.1179 1.86
217.0886 C16H11N+ 1 217.0886 0.13
218.0964 C16H12N+ 1 218.0964 -0.03
219.0677 C15H9NO+ 1 219.0679 -0.66
219.1041 C16H13N+ 1 219.1043 -0.87
220.0759 C15H10NO+ 1 220.0757 0.86
221.0831 C15H11NO+ 1 221.0835 -1.79
221.1072 C15H13N2+ 1 221.1073 -0.34
222.0913 C15H12NO+ 1 222.0913 -0.41
222.1152 C15H14N2+ 1 222.1151 0.32
223.0859 C14H11N2O+ 1 223.0866 -3.18
223.099 C15H13NO+ 1 223.0992 -0.65
224.1068 C15H14NO+ 1 224.107 -0.89
225.1027 C14H13N2O+ 1 225.1022 2.22
226.1218 C15H16NO+ 1 226.1226 -3.89
227.1175 C14H15N2O+ 1 227.1179 -1.89
230.0962 C17H12N+ 1 230.0964 -0.85
231.1042 C17H13N+ 1 231.1043 -0.05
232.0752 C16H10NO+ 1 232.0757 -1.98
233.084 C16H11NO+ 1 233.0835 2.08
234.0914 C16H12NO+ 1 234.0913 0.04
235.0861 C15H11N2O+ 1 235.0866 -2.12
235.0986 C16H13NO+ 1 235.0992 -2.24
236.0947 C15H12N2O+ 1 236.0944 1
236.1067 C16H14NO+ 1 236.107 -1.1
237.102 C15H13N2O+ 1 237.1022 -1.18
237.1144 C16H15NO+ 1 237.1148 -1.75
238.1097 C15H14N2O+ 1 238.1101 -1.45
238.1223 C16H16NO+ 1 238.1226 -1.39
239.1176 C15H15N2O+ 1 239.1179 -1.34
242.0959 C18H12N+ 1 242.0964 -1.97
243.104 C18H13N+ 1 243.1043 -0.95
244.112 C18H14N+ 1 244.1121 -0.31
245.1195 C18H15N+ 1 245.1199 -1.68
246.0911 C17H12NO+ 1 246.0913 -1.1
247.0991 C17H13NO+ 1 247.0992 -0.18
248.1069 C17H14NO+ 1 248.107 -0.45
249.079 C16H11NO2+ 1 249.0784 2.37
249.102 C16H13N2O+ 1 249.1022 -1.12
249.1146 C17H15NO+ 1 249.1148 -0.83
250.0873 C16H12NO2+ 1 250.0863 4.3
250.1097 C16H14N2O+ 1 250.1101 -1.46
250.1226 C17H16NO+ 1 250.1226 -0.04
251.1177 C16H15N2O+ 1 251.1179 -0.75
253.1334 C16H17N2O+ 1 253.1335 -0.43
258.0912 C18H12NO+ 1 258.0913 -0.58
259.0988 C18H13NO+ 1 259.0992 -1.37
260.1069 C18H14NO+ 1 260.107 -0.5
261.1145 C18H15NO+ 1 261.1148 -1.06
262.1223 C18H16NO+ 1 262.1226 -1.26
264.1021 C17H14NO2+ 1 264.1019 0.85
264.1252 C17H16N2O+ 1 264.1257 -1.87
265.1335 C17H17N2O+ 1 265.1335 -0.15
272.1067 C19H14NO+ 1 272.107 -0.88
273.1141 C19H15NO+ 1 273.1148 -2.66
274.0851 C18H12NO2+ 1 274.0863 -4.03
274.1221 C19H16NO+ 1 274.1226 -2.01
275.1175 C18H15N2O+ 1 275.1179 -1.45
276.1015 C18H14NO2+ 1 276.1019 -1.61
276.1375 C19H18NO+ 1 276.1383 -2.79
278.1177 C18H16NO2+ 1 278.1176 0.34
288.1384 C20H18NO+ 1 288.1383 0.38
289.1085 C19H15NO2+ 2 289.1097 -4.43
289.1324 C19H17N2O+ 1 289.1335 -4.08
291.1496 C19H19N2O+ 1 291.1492 1.55
448.2091 C24H32O8+ 1 448.2092 -0.18
PK$NUM_PEAK: 226
PK$PEAK: m/z int. rel.int.
53.0385 27957 35
65.0386 15548.7 19
66.0464 11747.1 14
67.0542 11233.7 14
70.0651 3385.8 4
71.049 5575 7
75.044 6424.5 8
77.0386 62839.2 80
78.0463 9803.7 12
79.0542 81989.5 104
80.0494 8913.7 11
81.0334 90292.1 115
81.0698 37575.9 47
82.065 3461 4
83.0491 4562.2 5
85.0284 3982 5
91.0542 66006.2 84
92.0255 9091.3 11
92.0495 3247.8 4
93.0336 5211.1 6
93.0572 8321.4 10
93.0699 5030.3 6
94.0413 19430.2 24
94.0651 26439.6 33
95.049 24555.5 31
96.0569 56245.1 71
97.0647 9704.2 12
99.0439 5267 6
101.0597 6033.3 7
103.0541 17040 21
105.0334 9093.8 11
105.0447 24182.7 30
105.0697 23244.9 29
106.0412 7759 9
106.065 14516 18
107.0127 9446.4 12
107.0491 17538.7 22
107.0729 4779 6
108.0569 33984.6 43
108.0806 9449.4 12
109.0283 22046.1 28
109.0647 87709.2 111
111.044 19746.9 25
111.0803 16141.3 20
113.0232 4059.2 5
113.0597 16292.1 20
115.0541 53544.8 68
116.062 16311.7 20
117.0572 18709.1 23
117.0698 19674.9 25
118.065 25665.2 32
119.0489 5326.4 6
119.0729 4686.6 5
119.0859 4802.6 6
120.0807 17083.5 21
121.0283 19910.4 25
121.0647 23378.4 29
122.0362 88889 113
122.0726 5818.3 7
123.0439 7645.6 9
123.0805 6451.4 8
124.0518 88350.7 112
128.0622 6915 8
129.0699 13213.3 16
130.065 115736.2 147
131.0729 379606.8 484
132.0444 8191.8 10
132.0568 12449.9 15
132.0807 41971.5 53
133.0522 8155.2 10
133.0646 8446.2 10
134.0361 9014.2 11
134.0601 5521.8 7
135.0438 6187.5 7
135.0803 7246.8 9
136.0755 10112.8 12
137.0232 75840.7 96
137.0592 7730.4 9
139.0752 185730.8 236
141.0186 3689.4 4
142.065 39902 50
143.0729 288097.1 367
144.0568 13031.5 16
144.0806 68313.4 87
145.052 15788.9 20
145.0645 5370.3 6
145.0883 21088.8 26
146.0599 48732 62
146.0965 16027.7 20
147.0676 28486.1 36
147.0803 42937.1 54
148.0755 29120.5 37
149.0596 19130.9 24
151.0388 53986.1 68
152.0467 316908 404
154.0656 11063.4 14
155.0601 9354.6 11
155.0728 12400.2 15
156.0413 7144.1 9
156.0806 14792.5 18
157.0887 16811.3 21
158.06 43944.7 56
158.0962 4632 5
159.0678 529744 675
160.0755 119509.2 152
161.0596 4500.5 5
161.0834 41711 53
162.0911 14601.8 18
164.1065 4349 5
167.0697 31911.6 40
168.0806 11844.8 15
169.0885 9733.3 12
170.06 31828.4 40
171.0678 8146.3 10
172.0756 41063.8 52
173.0834 75132.1 95
174.0912 783277.9 999
175.0948 7579.8 9
180.0801 6111 7
181.0887 12117 15
182.0598 9817.1 12
183.0676 11125.4 14
184.0365 8315.7 10
184.064 3439.3 4
184.0755 39531.3 50
185.0833 27567.1 35
186.0912 54777.9 69
187.099 15945.2 20
188.0698 3926.2 5
188.1067 18583.3 23
192.0812 5309.7 6
192.1017 8435.7 10
193.0882 10386.2 13
194.0965 8492.1 10
195.065 317613.4 405
195.9646 2788 3
196.0753 18394.7 23
197.0711 3779.5 4
197.0834 15646.7 19
198.0914 27872 35
199.0865 32332.2 41
199.0988 6907.5 8
200.1068 19457 24
201.1021 6388 8
204.0808 10953.3 13
204.1018 4538.6 5
205.0882 10157.5 12
206.0965 11463.2 14
207.1041 7710.5 9
208.0751 13172.3 16
208.0993 2867.2 3
209.083 12855.1 16
210.0913 32929.4 41
210.1145 3231 4
211.0859 4427.1 5
211.0989 12610.9 16
212.0943 9659.3 12
212.1066 9532.2 12
213.102 8020.3 10
214.11 4141 5
215.1183 3934.5 5
217.0886 8891.4 11
218.0964 10568.7 13
219.0677 3493.8 4
219.1041 7645 9
220.0759 11478.5 14
221.0831 10691.2 13
221.1072 5707.2 7
222.0913 25579.1 32
222.1152 4675.5 5
223.0859 4851.2 6
223.099 14519.6 18
224.1068 41336.6 52
225.1027 7049.1 8
226.1218 3468.3 4
227.1175 16336.6 20
230.0962 9141 11
231.1042 11422 14
232.0752 7758.5 9
233.084 10698.3 13
234.0914 25239.6 32
235.0861 4839.3 6
235.0986 16084.6 20
236.0947 16487.3 21
236.1067 25094.4 32
237.102 15540.9 19
237.1144 9385.5 11
238.1097 7607.8 9
238.1223 12925.5 16
239.1176 15115.4 19
242.0959 4911.7 6
243.104 4132.2 5
244.112 7350 9
245.1195 5515.2 7
246.0911 29256.2 37
247.0991 20378.8 25
248.1069 36625.6 46
249.079 6179.3 7
249.102 17880.1 22
249.1146 8100 10
250.0873 5713.4 7
250.1097 16305.3 20
250.1226 13582.8 17
251.1177 54180.8 69
253.1334 13954.3 17
258.0912 11778.2 15
259.0988 8199.4 10
260.1069 28846.8 36
261.1145 22438.7 28
262.1223 32752 41
264.1021 9936.8 12
264.1252 5800.2 7
265.1335 20871.9 26
272.1067 9283.8 11
273.1141 9447.4 12
274.0851 5851.9 7
274.1221 15977.1 20
275.1175 6891.9 8
276.1015 5227 6
276.1375 9236.6 11
278.1177 4490.8 5
288.1384 4923.9 6
289.1085 4851.6 6
289.1324 5399.1 6
291.1496 4691 5
448.2091 4745.8 6
//
