ACCESSION: MSBNK-NaToxAq-NA003687
RECORD_TITLE: Ajmalicine; LC-ESI-ITFT; MS2; CE: 100%; R=15000; [M+H]+
DATE: 2020.02.22
AUTHORS: Tobias Schulze, Martin Krauss, Helmholtz Centre for Environmental Research GmbH - UFZ, Leipzig, Germany
LICENSE: CC0
COPYRIGHT: Copyright (C) 2020 by Helmholtz Centre for Environmental Research GmbH - UFZ, Leipzig, Germany
COMMENT: CONFIDENCE Reference Standard (Level 1)
COMMENT: INTERNAL_ID 2326
CH$NAME: Ajmalicine
CH$NAME: methyl (1S,15R,16S,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C21H24N2O3
CH$EXACT_MASS: 352.1787
CH$SMILES: C[C@H]1[C@H]2CN3CCc4c5ccccc5[nH]c4[C@@H]3C[C@@H]2C(=CO1)C(=O)OC
CH$IUPAC: InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15-,16+,19-/m0/s1
CH$LINK: CAS
483-04-5
CH$LINK: CHEBI
2524
CH$LINK: KEGG
C09024
CH$LINK: PUBCHEM
CID:441975
CH$LINK: INCHIKEY
GRTOGORTSDXSFK-XJTZBENFSA-N
CH$LINK: CHEMSPIDER
390541
CH$LINK: COMPTOX
DTXSID60904151
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$MASS_SPECTROMETRY: COLLISION_ENERGY 100% (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
AC$CHROMATOGRAPHY: COLUMN_NAME Kinetex Evo C18 2.6 um 50x2.1 mm, Phenomenex
AC$CHROMATOGRAPHY: FLOW_GRADIENT 95/5 at 0 min, 95/5 at 1 min, 0/100 at 13 min, 0/100 at 24 min, 95/5 at 24.3 min, 95/5/0 at 32 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 7.548 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 353.1858
MS$FOCUSED_ION: PRECURSOR_M/Z 353.186
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 2.14.1
PK$SPLASH: splash10-0006-0900000000-fb3492be6ca8702f54c4
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.1073 CH13N2+ 1 53.1073 -0.14
67.0541 C5H7+ 1 67.0542 -1.83
68.0493 C4H6N+ 1 68.0495 -2.88
77.0385 C6H5+ 1 77.0386 -0.78
79.0542 C6H7+ 1 79.0542 -0.15
80.0493 C5H6N+ 1 80.0495 -1.59
81.0699 C6H9+ 1 81.0699 0.51
82.0651 C5H8N+ 1 82.0651 -0.91
83.0126 C4H3O2+ 1 83.0128 -1.34
84.081 C5H10N+ 1 84.0808 2.35
91.0542 C7H7+ 1 91.0542 -0.21
93.0571 C6H7N+ 1 93.0573 -2.51
93.07 C7H9+ 1 93.0699 1.15
94.0649 C6H8N+ 1 94.0651 -2.16
95.0491 C6H7O+ 1 95.0491 0.08
96.0807 C6H10N+ 1 96.0808 -0.61
103.0542 C8H7+ 1 103.0542 -0.48
104.0494 C7H6N+ 1 104.0495 -0.88
105.0448 C6H5N2+ 1 105.0447 0.47
105.0698 C8H9+ 1 105.0699 -0.38
106.0653 C7H8N+ 1 106.0651 1.38
107.0491 C7H7O+ 1 107.0491 -0.14
108.0808 C7H10N+ 1 108.0808 -0.18
109.0285 C6H5O2+ 1 109.0284 0.45
109.0649 C7H9O+ 1 109.0648 1.42
115.0542 C9H7+ 1 115.0542 -0.15
116.0494 C8H6N+ 1 116.0495 -1.04
116.0577 C4H8N2O2+ 1 116.058 -3.08
116.0622 C9H8+ 1 116.0621 1.24
117.0573 C8H7N+ 1 117.0573 0.09
117.0698 C9H9+ 1 117.0699 -0.33
118.0651 C8H8N+ 1 118.0651 -0.03
118.0732 C4H10N2O2+ 1 118.0737 -4.37
120.081 C8H10N+ 1 120.0808 2.15
122.024 C6H4NO2+ 1 122.0237 2.9
124.0393 C6H6NO2+ 1 124.0393 -0.27
127.0542 C10H7+ 1 127.0542 -0.6
128.0494 C9H6N+ 1 128.0495 -0.75
128.0621 C10H8+ 1 128.0621 0.07
129.0572 C9H7N+ 1 129.0573 -0.5
129.0698 C10H9+ 1 129.0699 -0.28
130.0651 C9H8N+ 1 130.0651 -0.14
131.0729 C9H9N+ 1 131.073 -0.71
132.0811 C9H10N+ 1 132.0808 2.65
134.0607 C8H8NO+ 1 134.06 4.61
135.0439 C8H7O2+ 1 135.0441 -1.14
141.0698 C11H9+ 1 141.0699 -0.81
142.0652 C10H8N+ 1 142.0651 0.5
142.0778 C11H10+ 1 142.0777 0.91
143.073 C10H9N+ 1 143.073 0.06
144.0807 C10H10N+ 1 144.0808 -0.59
145.0647 C10H9O+ 1 145.0648 -0.65
146.0599 C9H8NO+ 1 146.06 -1.26
152.0622 C12H8+ 1 152.0621 0.66
153.07 C12H9+ 1 153.0699 0.54
154.0651 C11H8N+ 1 154.0651 -0.04
155.0604 C10H7N2+ 1 155.0604 -0.03
155.0729 C11H9N+ 1 155.073 -0.44
156.0807 C11H10N+ 1 156.0808 -0.74
157.0884 C11H11N+ 1 157.0886 -1.42
158.0966 C11H12N+ 1 158.0964 1.19
165.0699 C13H9+ 1 165.0699 -0.13
166.0643 C12H8N+ 1 166.0651 -4.99
167.0731 C12H9N+ 1 167.073 0.61
168.0807 C12H10N+ 1 168.0808 -0.67
169.0762 C11H9N2+ 1 169.076 0.79
169.0885 C12H11N+ 1 169.0886 -0.67
170.0964 C12H12N+ 1 170.0964 -0.04
178.0774 C14H10+ 1 178.0777 -1.72
179.0732 C13H9N+ 1 179.073 1.37
179.086 C14H11+ 1 179.0855 2.38
180.0807 C13H10N+ 1 180.0808 -0.33
181.0885 C13H11N+ 1 181.0886 -0.59
182.0963 C13H12N+ 1 182.0964 -0.42
183.091 C12H11N2+ 1 183.0917 -3.65
191.0729 C14H9N+ 1 191.073 -0.36
192.0807 C14H10N+ 1 192.0808 -0.29
193.0888 C14H11N+ 1 193.0886 1.05
194.0967 C14H12N+ 1 194.0964 1.28
204.0806 C15H10N+ 1 204.0808 -0.8
205.0885 C15H11N+ 1 205.0886 -0.43
206.0964 C15H12N+ 1 206.0964 -0.07
207.1048 C15H13N+ 1 207.1043 2.65
208.1115 C15H14N+ 1 208.1121 -2.87
216.0807 C16H10N+ 1 216.0808 -0.5
217.0887 C16H11N+ 1 217.0886 0.27
218.0964 C16H12N+ 1 218.0964 -0.22
219.1046 C16H13N+ 1 219.1043 1.58
220.0756 C15H10NO+ 1 220.0757 -0.47
220.1121 C16H14N+ 1 220.1121 -0.09
230.0964 C17H12N+ 1 230.0964 -0.07
231.1042 C17H13N+ 1 231.1043 -0.01
234.0911 C16H12NO+ 1 234.0913 -1.02
246.0911 C17H12NO+ 1 246.0913 -1.11
248.107 C17H14NO+ 1 248.107 -0.05
PK$NUM_PEAK: 95
PK$PEAK: m/z int. rel.int.
53.1073 1319.5 2
67.0541 1313.2 2
68.0493 1144.8 2
77.0385 10898.1 22
79.0542 10282.7 20
80.0493 3836.7 7
81.0699 8035.5 16
82.0651 2012.1 4
83.0126 2858.8 5
84.081 1292.9 2
91.0542 48442.6 98
93.0571 2710.9 5
93.07 2021.1 4
94.0649 2001.2 4
95.0491 5239.7 10
96.0807 1859.1 3
103.0542 23267.7 47
104.0494 3489 7
105.0448 8046.3 16
105.0698 4299.3 8
106.0653 2391.1 4
107.0491 3197.6 6
108.0808 8084.2 16
109.0285 1662.9 3
109.0649 1463.3 2
115.0542 90269.9 184
116.0494 9666.8 19
116.0577 3657 7
116.0622 6869.2 14
117.0573 48504.3 98
117.0698 180686.2 368
118.0651 10161.3 20
118.0732 8732 17
120.081 1471.9 3
122.024 1861 3
124.0393 7311 14
127.0542 14550.7 29
128.0494 22292.8 45
128.0621 28318 57
129.0572 6223 12
129.0698 25871.2 52
130.0651 36819.2 75
131.0729 3032.6 6
132.0811 1988.5 4
134.0607 1867.5 3
135.0439 1280.5 2
141.0698 1350.2 2
142.0652 12901.8 26
142.0778 2601 5
143.073 208844 425
144.0807 489940.8 999
145.0647 7801.9 15
146.0599 4351 8
152.0622 2562.3 5
153.07 3788 7
154.0651 27192 55
155.0604 95501.8 194
155.0729 34097.1 69
156.0807 30182.5 61
157.0884 8406.5 17
158.0966 3543.4 7
165.0699 5427.8 11
166.0643 1983.4 4
167.0731 46804.7 95
168.0807 37992.7 77
169.0762 1719.6 3
169.0885 6293.6 12
170.0964 18432.5 37
178.0774 1306.4 2
179.0732 1869 3
179.086 1383.1 2
180.0807 28260.2 57
181.0885 11299.4 23
182.0963 12312 25
183.091 1242.6 2
191.0729 7451.9 15
192.0807 8087.7 16
193.0888 6629.4 13
194.0967 9398.7 19
204.0806 12636.9 25
205.0885 6808.4 13
206.0964 10745.7 21
207.1048 3530.7 7
208.1115 1372.6 2
216.0807 2760.3 5
217.0887 12162.9 24
218.0964 8353.1 17
219.1046 1261.1 2
220.0756 3296.6 6
220.1121 3392.9 6
230.0964 4337.5 8
231.1042 2035.9 4
234.0911 3615.8 7
246.0911 2140.4 4
248.107 1469.4 2
//