ACCESSION: MSBNK-NaToxAq-NA003423
RECORD_TITLE: (+)-Chelidonine; LC-ESI-ITFT; MS2; CE: 105%; 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 2255
CH$NAME: (+)-Chelidonine
CH$NAME: Chelidonine
CH$NAME: (1S,12S,13R)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C20H19NO5
CH$EXACT_MASS: 353.1263
CH$SMILES: CN1Cc2c(ccc3c2OCO3)[C@@H]4[C@H]1c5cc6c(cc5C[C@@H]4O)OCO6
CH$IUPAC: InChI=1S/C20H19NO5/c1-21-7-13-11(2-3-15-20(13)26-9-23-15)18-14(22)4-10-5-16-17(25-8-24-16)6-12(10)19(18)21/h2-3,5-6,14,18-19,22H,4,7-9H2,1H3/t14-,18-,19+/m0/s1
CH$LINK: CAS
476-32-4
CH$LINK: CHEBI
31389
CH$LINK: KEGG
C12242
CH$LINK: PUBCHEM
CID:197810
CH$LINK: INCHIKEY
GHKISGDRQRSCII-ZOCIIQOWSA-N
CH$LINK: CHEMSPIDER
171216
CH$LINK: COMPTOX
DTXSID10878474
AC$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 105% (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$CHROMATOGRAPHY: RETENTION_TIME 7.008 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 354.1337
MS$FOCUSED_ION: PRECURSOR_M/Z 354.1336
MS$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: splash10-000i-0910000000-44d2e15c645780fe9fc0
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
65.0385 C5H5+ 1 65.0386 -0.73
77.0386 C6H5+ 1 77.0386 0.41
79.0543 C6H7+ 1 79.0542 0.62
89.0386 C7H5+ 1 89.0386 0.01
91.0542 C7H7+ 1 91.0542 -0.04
103.0542 C8H7+ 1 103.0542 0.04
105.0334 C7H5O+ 1 105.0335 -0.81
107.0492 C7H7O+ 1 107.0491 0.43
115.0543 C9H7+ 1 115.0542 0.38
117.0335 C8H5O+ 1 117.0335 -0.25
117.0573 C8H7N+ 1 117.0573 -0.11
118.0651 C8H8N+ 1 118.0651 0.09
119.0492 C8H7O+ 1 119.0491 0.73
130.0651 C9H8N+ 1 130.0651 -0.49
131.0492 C9H7O+ 1 131.0491 0.15
132.0807 C9H10N+ 1 132.0808 -0.82
135.0441 C8H7O2+ 1 135.0441 0.33
146.06 C9H8NO+ 1 146.06 -0.53
147.0437 C9H7O2+ 1 147.0441 -2.26
148.0517 C9H8O2+ 1 148.0519 -1.33
149.0599 C9H9O2+ 1 149.0597 1.33
151.0542 C12H7+ 1 151.0542 0.06
152.062 C12H8+ 1 152.0621 -0.05
153.0698 C12H9+ 1 153.0699 -0.25
158.0602 C10H8NO+ 1 158.06 1.24
159.0435 C10H7O2+ 1 159.0441 -3.34
160.0757 C10H10NO+ 1 160.0757 0.36
162.0553 C9H8NO2+ 1 162.055 2.09
163.039 C9H7O3+ 1 163.039 0.15
163.054 C13H7+ 1 163.0542 -1.43
164.062 C13H8+ 1 164.0621 -0.12
165.07 C13H9+ 1 165.0699 0.7
166.078 C13H10+ 1 166.0777 1.7
172.0514 C11H8O2+ 1 172.0519 -2.71
176.062 C14H8+ 1 176.0621 -0.17
177.0699 C14H9+ 1 177.0699 0.26
178.0777 C14H10+ 1 178.0777 0.17
179.0856 C14H11+ 1 179.0855 0.25
181.0645 C13H9O+ 1 181.0648 -1.57
186.0552 C11H8NO2+ 1 186.055 1.23
188.0621 C15H8+ 1 188.0621 0.12
188.0706 C11H10NO2+ 1 188.0706 0.07
189.0699 C15H9+ 1 189.0699 -0.13
190.0777 C15H10+ 1 190.0777 -0.22
191.0854 C15H11+ 1 191.0855 -0.7
192.0572 C14H8O+ 1 192.057 1.33
193.0646 C14H9O+ 1 193.0648 -1.21
194.0732 C14H10O+ 1 194.0726 2.88
201.0702 C16H9+ 1 201.0699 1.4
202.0777 C16H10+ 1 202.0777 0.02
204.0576 C15H8O+ 1 204.057 3.04
205.0647 C15H9O+ 1 205.0648 -0.33
206.0724 C15H10O+ 1 206.0726 -1.15
207.0804 C15H11O+ 1 207.0804 -0.19
209.0594 C14H9O2+ 1 209.0597 -1.26
216.0568 C16H8O+ 1 216.057 -0.54
217.0647 C16H9O+ 1 217.0648 -0.48
218.0725 C16H10O+ 1 218.0726 -0.48
219.0806 C16H11O+ 1 219.0804 0.7
221.0591 C15H9O2+ 1 221.0597 -2.52
222.0678 C15H10O2+ 1 222.0675 0.99
233.0604 C16H9O2+ 1 233.0597 2.86
234.0682 C16H10O2+ 1 234.0675 2.65
235.0749 C16H11O2+ 1 235.0754 -1.91
237.0905 C16H13O2+ 1 237.091 -2.34
245.0602 C17H9O2+ 1 245.0597 2.02
246.0674 C17H10O2+ 1 246.0675 -0.34
247.0752 C17H11O2+ 1 247.0754 -0.52
275.0705 C18H11O3+ 1 275.0703 0.66
PK$NUM_PEAK: 69
PK$PEAK: m/z int. rel.int.
65.0385 1692.1 2
77.0386 9313 12
79.0543 12818.2 16
89.0386 1593.7 2
91.0542 5611.5 7
103.0542 23825.1 31
105.0334 6850.5 8
107.0492 1134.5 1
115.0543 7417.5 9
117.0335 1235.3 1
117.0573 2066 2
118.0651 15575.5 20
119.0492 1563.3 2
130.0651 10411.3 13
131.0492 8552.1 11
132.0807 1783.7 2
135.0441 21116.9 27
146.06 2075.5 2
147.0437 2695.5 3
148.0517 1160.1 1
149.0599 1682.5 2
151.0542 2468.4 3
152.062 4628.3 6
153.0698 2780.3 3
158.0602 7300.6 9
159.0435 3843.8 5
160.0757 6680.1 8
162.0553 1224.8 1
163.039 7780.4 10
163.054 6315.6 8
164.062 4191.5 5
165.07 12007 15
166.078 1891.5 2
172.0514 1071 1
176.062 11926.2 15
177.0699 21132 27
178.0777 60429.6 79
179.0856 37618.8 49
181.0645 1523.8 1
186.0552 2226.6 2
188.0621 24896.4 32
188.0706 8134.6 10
189.0699 762560.7 999
190.0777 37910.5 49
191.0854 17891.8 23
192.0572 2521.1 3
193.0646 1431.6 1
194.0732 1714 2
201.0702 4368.2 5
202.0777 3816.6 4
204.0576 1412.2 1
205.0647 17246.2 22
206.0724 2604.9 3
207.0804 13986.7 18
209.0594 2017.1 2
216.0568 1775.4 2
217.0647 72841.4 95
218.0725 17557.7 23
219.0806 8212.5 10
221.0591 1555.1 2
222.0678 5702.1 7
233.0604 1875.6 2
234.0682 1207.7 1
235.0749 6364.7 8
237.0905 2501.8 3
245.0602 2432.5 3
246.0674 33369 43
247.0752 28356.2 37
275.0705 2872.9 3
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