ACCESSION: MSBNK-Eawag-EA268205
RECORD_TITLE: Reserpine; LC-ESI-ITFT; MS2; CE: 60%; 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 60 % (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$SPLASH: splash10-00dj-0910000000-550f1f23f96cefe74849
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0384 C4H5+ 1 53.0386 -2.39
65.0383 C5H5+ 1 65.0386 -3.95
67.0542 C5H7+ 1 67.0542 -0.55
71.0491 C4H7O+ 1 71.0491 -0.72
75.0441 C3H7O2+ 1 75.0441 0.85
77.0386 C6H5+ 1 77.0386 -0.22
79.0542 C6H7+ 1 79.0542 -0.21
80.0494 C5H6N+ 1 80.0495 -0.44
81.0335 C5H5O+ 1 81.0335 0.36
81.0698 C6H9+ 1 81.0699 -0.95
91.0541 C7H7+ 1 91.0542 -1.17
93.0339 C6H5O+ 1 93.0335 3.86
93.0577 C6H7N+ 1 93.0573 4.72
93.0695 C7H9+ 1 93.0699 -3.83
94.0414 C6H6O+ 1 94.0413 0.57
94.0652 C6H8N+ 1 94.0651 0.47
96.057 C6H8O+ 1 96.057 0.04
97.0648 C6H9O+ 1 97.0648 -0.12
101.0596 C5H9O2+ 1 101.0597 -1.25
103.0545 C8H7+ 1 103.0542 3.04
105.045 C6H5N2+ 1 105.0447 3
105.0699 C8H9+ 1 105.0699 0.6
106.0653 C7H8N+ 1 106.0651 2.02
107.0488 C7H7O+ 1 107.0491 -2.91
108.0569 C7H8O+ 1 108.057 -0.98
108.081 C7H10N+ 1 108.0808 2.35
109.028 C6H5O2+ 1 109.0284 -4.09
109.0647 C7H9O+ 1 109.0648 -0.75
111.044 C6H7O2+ 1 111.0441 -0.05
111.0803 C7H11O+ 1 111.0804 -1.09
113.0235 C5H5O3+ 1 113.0233 1.32
113.0596 C6H9O2+ 1 113.0597 -1.29
115.0544 C9H7+ 1 115.0542 1.25
116.0621 C9H8+ 1 116.0621 0.67
117.0567 C8H7N+ 1 117.0573 -4.79
117.07 C9H9+ 1 117.0699 0.97
118.0651 C8H8N+ 1 118.0651 -0.05
119.0854 C9H11+ 1 119.0855 -0.81
120.0807 C8H10N+ 1 120.0808 -1.05
121.0285 C7H5O2+ 1 121.0284 0.86
121.0648 C8H9O+ 1 121.0648 -0.26
122.0361 C7H6O2+ 1 122.0362 -0.91
123.0806 C8H11O+ 1 123.0804 1.53
124.0519 C7H8O2+ 1 124.0519 0.07
128.0468 C6H8O3+ 1 128.0468 0.35
129.0699 C10H9+ 1 129.0699 0.18
130.0652 C9H8N+ 1 130.0651 0.42
131.0489 C9H7O+ 1 131.0491 -1.76
131.0729 C9H9N+ 1 131.073 -0.46
131.0856 C10H11+ 1 131.0855 0.48
132.0564 C9H8O+ 1 132.057 -4.52
132.0808 C9H10N+ 1 132.0808 0.18
135.0441 C8H7O2+ 1 135.0441 0.25
135.08 C9H11O+ 1 135.0804 -2.9
136.0757 C8H10NO+ 1 136.0757 -0.08
137.0231 C7H5O3+ 1 137.0233 -1.97
137.0599 C8H9O2+ 1 137.0597 1.49
139.0753 C8H11O2+ 1 139.0754 -0.47
141.0177 C6H5O4+ 1 141.0182 -3.65
142.0652 C10H8N+ 1 142.0651 0.24
143.073 C10H9N+ 1 143.073 0.06
144.0808 C10H10N+ 1 144.0808 0.38
145.0653 C10H9O+ 1 145.0648 3.51
145.0885 C10H11N+ 1 145.0886 -0.9
146.0599 C9H8NO+ 1 146.06 -1.23
146.0961 C10H12N+ 1 146.0964 -2.5
147.0677 C9H9NO+ 1 147.0679 -0.99
147.0803 C10H11O+ 1 147.0804 -0.69
148.0757 C9H10NO+ 1 148.0757 0
149.0594 C9H9O2+ 1 149.0597 -1.99
150.0908 C9H12NO+ 1 150.0913 -3.4
151.0384 C8H7O3+ 1 151.039 -3.58
152.0467 C8H8O3+ 1 152.0468 -0.56
155.0597 C10H7N2+ 1 155.0604 -4.61
156.0413 C7H8O4+ 1 156.0417 -2.56
156.0811 C11H10N+ 1 156.0808 2.21
157.0887 C11H11N+ 1 157.0886 0.5
158.0594 C10H8NO+ 1 158.06 -4.11
159.0678 C10H9NO+ 1 159.0679 -0.54
160.0756 C10H10NO+ 1 160.0757 -0.38
161.0597 C10H9O2+ 1 161.0597 0.09
161.0836 C10H11NO+ 1 161.0835 0.59
162.0912 C10H12NO+ 1 162.0913 -0.87
164.1068 C10H14NO+ 1 164.107 -1.1
166.0862 C9H12NO2+ 1 166.0863 -0.09
167.0701 C9H11O3+ 1 167.0703 -1.08
170.0604 C11H8NO+ 1 170.06 2.12
172.0756 C11H10NO+ 1 172.0757 -0.76
173.0835 C11H11NO+ 1 173.0835 0.14
174.0913 C11H12NO+ 1 174.0913 -0.06
175.0751 C11H11O2+ 1 175.0754 -1.35
175.0944 C6H13N3O3+ 1 175.0951 -4.41
176.1072 C11H14NO+ 1 176.107 1.3
178.0865 C10H12NO2+ 1 178.0863 1.09
181.0881 C13H11N+ 1 181.0886 -2.88
184.0365 C8H8O5+ 1 184.0366 -0.95
184.0756 C12H10NO+ 1 184.0757 -0.65
185.0832 C12H11NO+ 1 185.0835 -1.6
186.0912 C12H12NO+ 1 186.0913 -0.92
187.0992 C12H13NO+ 1 187.0992 0.02
188.0712 C11H10NO2+ 1 188.0706 3.16
188.1069 C12H14NO+ 1 188.107 -0.48
190.0862 C11H12NO2+ 1 190.0863 -0.55
192.102 C11H14NO2+ 1 192.1019 0.49
195.0651 C10H11O4+ 1 195.0652 -0.33
195.9639 C7O7+ 1 195.9639 0.44
197.0833 C13H11NO+ 1 197.0835 -1.3
198.0913 C13H12NO+ 1 198.0913 -0.05
199.0956 C10H15O4+ 1 199.0965 -4.35
200.107 C13H14NO+ 1 200.107 -0.15
201.1027 C12H13N2O+ 1 201.1022 2.19
204.1019 C12H14NO2+ 1 204.1019 -0.27
207.1035 C15H13N+ 1 207.1043 -3.53
210.0912 C14H12NO+ 1 210.0913 -0.53
211.0989 C14H13NO+ 1 211.0992 -1.26
213.1021 C13H13N2O+ 1 213.1022 -0.75
214.1104 C13H14N2O+ 1 214.1101 1.33
215.1181 C13H15N2O+ 1 215.1179 0.89
222.0911 C15H12NO+ 1 222.0913 -0.9
222.1133 C12H16NO3+ 1 222.1125 3.69
223.0989 C15H13NO+ 1 223.0992 -1.23
224.1067 C15H14NO+ 1 224.107 -1.52
224.1281 C12H18NO3+ 1 224.1281 0
226.1229 C15H16NO+ 1 226.1226 1.32
227.1177 C14H15N2O+ 1 227.1179 -0.7
234.092 C16H12NO+ 1 234.0913 2.73
235.0986 C16H13NO+ 1 235.0992 -2.36
236.1052 C13H16O4+ 1 236.1043 3.89
236.1281 C13H18NO3+ 1 236.1281 -0.17
238.122 C16H16NO+ 1 238.1226 -2.73
246.0916 C17H12NO+ 1 246.0913 0.89
247.099 C17H13NO+ 1 247.0992 -0.63
248.1068 C17H14NO+ 1 248.107 -0.73
249.1142 C17H15NO+ 1 249.1148 -2.51
250.1216 C17H16NO+ 1 250.1226 -4.32
251.1177 C16H15N2O+ 1 251.1179 -0.83
252.1262 C16H16N2O+ 1 252.1257 2.08
253.1328 C16H17N2O+ 1 253.1335 -3.04
258.0922 C18H12NO+ 1 258.0913 3.14
259.0998 C18H13NO+ 1 259.0992 2.45
260.1068 C18H14NO+ 1 260.107 -0.77
261.114 C18H15NO+ 1 261.1148 -3.05
262.1225 C18H16NO+ 1 262.1226 -0.38
264.1011 C17H14NO2+ 1 264.1019 -2.93
264.1395 C18H18NO+ 1 264.1383 4.73
265.1332 C17H17N2O+ 1 265.1335 -1.09
266.1415 C17H18N2O+ 1 266.1414 0.47
267.1495 C17H19N2O+ 1 267.1492 1.09
273.1141 C19H15NO+ 1 273.1148 -2.66
274.1222 C19H16NO+ 1 274.1226 -1.72
276.138 C19H18NO+ 1 276.1383 -0.94
277.1319 C15H19NO4+ 1 277.1309 3.9
278.1165 C18H16NO2+ 1 278.1176 -3.83
288.1378 C20H18NO+ 1 288.1383 -1.63
290.1183 C19H16NO2+ 1 290.1176 2.43
291.1492 C19H19N2O+ 1 291.1492 0.17
304.1332 C20H18NO2+ 1 304.1332 0.15
305.1633 C17H23NO4+ 1 305.1622 3.64
306.1137 C19H16NO3+ 2 306.1125 3.92
336.1582 C21H22NO3+ 2 336.1594 -3.6
337.1908 C21H25N2O2+ 1 337.1911 -0.72
350.1617 C21H22N2O3+ 1 350.1625 -2.24
365.1851 C22H25N2O3+ 1 365.186 -2.33
382.1885 C22H26N2O4+ 1 382.1887 -0.49
PK$NUM_PEAK: 164
PK$PEAK: m/z int. rel.int.
53.0384 21648.4 6
65.0383 14117.1 4
67.0542 14215 4
71.0491 15138.5 4
75.0441 15809.2 4
77.0386 54597.8 15
79.0542 103557.9 30
80.0494 18884.3 5
81.0335 69724.9 20
81.0698 53889.3 15
91.0541 83255.9 24
93.0339 8368 2
93.0577 8672.8 2
93.0695 11619.2 3
94.0414 15201.6 4
94.0652 58402.7 16
96.057 64346.5 18
97.0648 11711.4 3
101.0596 8939.9 2
103.0545 11031.5 3
105.045 16579.5 4
105.0699 29623.1 8
106.0653 33515.8 9
107.0488 26568.4 7
108.0569 43661.6 12
108.081 21095.8 6
109.028 20685.6 6
109.0647 162745.1 47
111.044 42764 12
111.0803 44026 12
113.0235 13610.8 3
113.0596 29477.9 8
115.0544 47989.6 13
116.0621 12176 3
117.0567 17950.4 5
117.07 50006.5 14
118.0651 48215 13
119.0854 14412.8 4
120.0807 51939.4 15
121.0285 10049.1 2
121.0648 43481.4 12
122.0361 133704.1 38
123.0806 24511.4 7
124.0519 141042 40
128.0468 12006.8 3
129.0699 41083.6 11
130.0652 87275.4 25
131.0489 21678.4 6
131.0729 261159 75
131.0856 21477 6
132.0564 19120.3 5
132.0808 110718.6 32
135.0441 24161.3 7
135.08 18167.1 5
136.0757 19451.2 5
137.0231 50978.6 14
137.0599 33108.4 9
139.0753 444173.5 128
141.0177 16960.1 4
142.0652 66965.4 19
143.073 285483.4 82
144.0808 128857.3 37
145.0653 16525.7 4
145.0885 32540.5 9
146.0599 36026.1 10
146.0961 21669 6
147.0677 32725.9 9
147.0803 97879.9 28
148.0757 78742.6 22
149.0594 48359.5 14
150.0908 10695.8 3
151.0384 38367.1 11
152.0467 532951.4 154
155.0597 7314.3 2
156.0413 38413 11
156.0811 14921.2 4
157.0887 21658.7 6
158.0594 29248.5 8
159.0678 700004.4 203
160.0756 262852.7 76
161.0597 18784.2 5
161.0836 117404.5 34
162.0912 49153.7 14
164.1068 11943.5 3
166.0862 14741.3 4
167.0701 168582.1 48
170.0604 13712.3 3
172.0756 67859.5 19
173.0835 115065.7 33
174.0913 3442132.4 999
175.0751 24496.6 7
175.0944 49980.2 14
176.1072 25504.1 7
178.0865 19311.6 5
181.0881 8300.8 2
184.0365 12427.3 3
184.0756 40843.4 11
185.0832 54944.9 15
186.0912 129119.8 37
187.0992 47058.4 13
188.0712 8604.9 2
188.1069 126971 36
190.0862 35665.2 10
192.102 117259 34
195.0651 2892424.7 839
195.9639 11059.6 3
197.0833 32817.1 9
198.0913 67486.7 19
199.0956 70380.1 20
200.107 122388.5 35
201.1027 29701.6 8
204.1019 66260.8 19
207.1035 9369.6 2
210.0912 55815 16
211.0989 36719.7 10
213.1021 25667.5 7
214.1104 38400.1 11
215.1181 35419.6 10
222.0911 29119.9 8
222.1133 13075.6 3
223.0989 30617.8 8
224.1067 93983.7 27
224.1281 22195.6 6
226.1229 41351.1 12
227.1177 74549.9 21
234.092 21252.9 6
235.0986 27323 7
236.1052 53520.9 15
236.1281 71443.1 20
238.122 78081.3 22
246.0916 15254.2 4
247.099 40102.1 11
248.1068 72607.9 21
249.1142 28357.3 8
250.1216 49244.9 14
251.1177 125736 36
252.1262 15467.8 4
253.1328 57713.5 16
258.0922 11492 3
259.0998 11934.7 3
260.1068 41787.8 12
261.114 64603.6 18
262.1225 94105.3 27
264.1011 29246.1 8
264.1395 24381.3 7
265.1332 99695.4 28
266.1415 21514.3 6
267.1495 11945.5 3
273.1141 29379.2 8
274.1222 47320.5 13
276.138 92055.9 26
277.1319 15961.9 4
278.1165 12867 3
288.1378 25724.4 7
290.1183 28630 8
291.1492 28675.6 8
304.1332 28368.7 8
305.1633 20634.6 5
306.1137 10775.1 3
336.1582 32163.5 9
337.1908 14259 4
350.1617 30711.2 8
365.1851 70775.6 20
382.1885 9993.5 2
//
