ACCESSION: MSBNK-NaToxAq-NA002942
RECORD_TITLE: Ajmalicine; LC-ESI-ITFT; MS2; CE: 50%; R=15000; [M+H]+
DATE: 2020.02.21
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$MASS_SPECTROMETRY: COLLISION_ENERGY 50% (nominal)
AC$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 7.574 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 353.1856
MS$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$SPLASH: splash10-0006-0910000000-5d432fc1cb232a2a04b7
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
68.0493 C4H6N+ 1 68.0495 -2.75
81.0698 C6H9+ 1 81.0699 -1.02
84.0807 C5H10N+ 1 84.0808 -1.25
95.0491 C6H7O+ 1 95.0491 -0.79
108.0807 C7H10N+ 1 108.0808 -0.52
109.0281 C6H5O2+ 1 109.0284 -2.83
109.0648 C7H9O+ 1 109.0648 0.52
117.0698 C9H9+ 1 117.0699 -0.75
124.0392 C6H6NO2+ 1 124.0393 -0.82
130.0651 C9H8N+ 1 130.0651 -0.1
132.0806 C9H10N+ 1 132.0808 -1.02
133.0643 C9H9O+ 1 133.0648 -3.95
134.0966 C9H12N+ 1 134.0964 1.05
143.0729 C10H9N+ 1 143.073 -0.57
144.0806 C10H10N+ 1 144.0808 -0.89
149.0596 C9H9O2+ 1 149.0597 -0.5
150.0912 C9H12NO+ 1 150.0913 -0.65
156.0806 C11H10N+ 1 156.0808 -1.13
157.0879 C11H11N+ 1 157.0886 -4.53
158.0963 C11H12N+ 1 158.0964 -0.94
162.0912 C10H12NO+ 1 162.0913 -0.6
164.0706 C9H10NO2+ 1 164.0706 0.2
167.0699 C9H11O3+ 1 167.0703 -1.96
168.0804 C12H10N+ 1 168.0808 -2.18
168.1015 C9H14NO2+ 1 168.1019 -2.15
170.0963 C12H12N+ 1 170.0964 -0.79
172.1125 C12H14N+ 1 172.1121 2.33
178.0861 C10H12NO2+ 1 178.0863 -0.61
180.0808 C13H10N+ 1 180.0808 -0.09
182.0962 C13H12N+ 1 182.0964 -1
185.1073 C12H13N2+ 1 185.1073 -0.36
190.0859 C11H12NO2+ 1 190.0863 -1.93
194.0968 C14H12N+ 1 194.0964 1.88
194.1175 C11H16NO2+ 1 194.1176 -0.06
196.0966 C10H14NO3+ 1 196.0968 -1.1
196.1115 C14H14N+ 1 196.1121 -3.19
199.1226 C13H15N2+ 1 199.123 -1.97
206.0966 C15H12N+ 1 206.0964 0.75
208.0757 C14H10NO+ 1 208.0757 -0.02
208.0968 C11H14NO3+ 1 208.0968 -0.22
208.112 C15H14N+ 1 208.1121 -0.13
210.1123 C11H16NO3+ 1 210.1125 -0.94
222.091 C15H12NO+ 1 222.0913 -1.43
222.1124 C12H16NO3+ 1 222.1125 -0.52
222.1279 C16H16N+ 1 222.1277 0.66
224.1066 C15H14NO+ 1 224.107 -1.76
225.1383 C15H17N2+ 1 225.1386 -1.65
232.1121 C17H14N+ 1 232.1121 0.08
234.0914 C16H12NO+ 1 234.0913 0.12
234.1277 C17H16N+ 1 234.1277 -0.11
236.1433 C17H18N+ 1 236.1434 -0.49
238.0866 C15H12NO2+ 1 238.0863 1.39
240.1019 C15H14NO2+ 1 240.1019 0.12
246.1272 C18H16N+ 1 246.1277 -2.04
248.1072 C17H14NO+ 1 248.107 1.04
250.0862 C16H12NO2+ 1 250.0863 -0.08
250.1222 C17H16NO+ 1 250.1226 -1.58
251.1537 C17H19N2+ 1 251.1543 -2.13
252.1017 C16H14NO2+ 1 252.1019 -0.72
253.1702 C17H21N2+ 1 253.1699 0.98
254.1171 C16H16NO2+ 1 254.1176 -1.6
260.1068 C18H14NO+ 1 260.107 -0.61
262.1228 C18H16NO+ 1 262.1226 0.46
264.1381 C18H18NO+ 1 264.1383 -0.79
266.1168 C17H16NO2+ 1 266.1176 -2.8
274.1223 C19H16NO+ 1 274.1226 -1.23
276.1375 C19H18NO+ 1 276.1383 -2.86
278.1174 C18H16NO2+ 1 278.1176 -0.48
284.128 C17H18NO3+ 1 284.1281 -0.38
292.1327 C19H18NO2+ 1 292.1332 -1.59
293.1641 C19H21N2O+ 1 293.1648 -2.48
303.1486 C20H19N2O+ 1 303.1492 -1.82
321.1601 C20H21N2O2+ 1 321.1598 1.2
324.1601 C20H22NO3+ 1 324.1594 2.22
353.1856 C21H25N2O3+ 1 353.186 -1.02
PK$NUM_PEAK: 75
PK$PEAK: m/z int. rel.int.
68.0493 3396 2
81.0698 5238.1 3
84.0807 4569.2 3
95.0491 2086.5 1
108.0807 10828.1 8
109.0281 1387.1 1
109.0648 3552.9 2
117.0698 5037.7 3
124.0392 10528.2 8
130.0651 11154.7 8
132.0806 1975.7 1
133.0643 1700.2 1
134.0966 2081.8 1
143.0729 4802.3 3
144.0806 1312852.4 999
149.0596 1351.3 1
150.0912 2346.7 1
156.0806 22435.5 17
157.0879 1632.7 1
158.0963 29146.8 22
162.0912 4198.9 3
164.0706 6271.6 4
167.0699 6862.9 5
168.0804 3556.7 2
168.1015 1681.7 1
170.0963 53912.2 41
172.1125 1594.7 1
178.0861 83457.8 63
180.0808 2877.2 2
182.0962 25294.2 19
185.1073 3279.5 2
190.0859 1786.7 1
194.0968 1993.1 1
194.1175 2187.9 1
196.0966 4891.8 3
196.1115 2912.2 2
199.1226 9373.6 7
206.0966 2886.5 2
208.0757 1609.9 1
208.0968 5108.5 3
208.112 3187.9 2
210.1123 67109.1 51
222.091 1887.3 1
222.1124 20447 15
222.1279 6830.7 5
224.1066 5828 4
225.1383 2204.4 1
232.1121 1688.6 1
234.0914 3698.2 2
234.1277 5254.7 3
236.1433 3245.1 2
238.0866 1352.7 1
240.1019 1833.9 1
246.1272 1351.7 1
248.1072 2196.9 1
250.0862 1938.3 1
250.1222 9061.1 6
251.1537 7233.3 5
252.1017 36814.8 28
253.1702 2266 1
254.1171 3316.2 2
260.1068 3461.8 2
262.1228 2186 1
264.1381 6042.1 4
266.1168 1379 1
274.1223 2536.1 1
276.1375 2450.6 1
278.1174 17405.9 13
284.128 16158.6 12
292.1327 6016.9 4
293.1641 2824.4 2
303.1486 1915.6 1
321.1601 13120 9
324.1601 1771.8 1
353.1856 25637.4 19
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