ACCESSION: MSBNK-NaToxAq-NA003421
RECORD_TITLE: (+)-Chelidonine; LC-ESI-ITFT; MS2; CE: 95%; 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 95% (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-0930000000-cc6ad97832f42d1368fc
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
77.0387 C6H5+ 1 77.0386 1.5
79.0543 C6H7+ 1 79.0542 1.29
91.0545 C7H7+ 1 91.0542 2.73
103.0544 C8H7+ 1 103.0542 1.3
105.0336 C7H5O+ 1 105.0335 1.22
107.0492 C7H7O+ 1 107.0491 0.57
115.0543 C9H7+ 1 115.0542 0.38
117.0336 C8H5O+ 1 117.0335 0.53
118.0653 C8H8N+ 1 118.0651 1.39
119.0491 C8H7O+ 1 119.0491 -0.55
130.0653 C9H8N+ 1 130.0651 1.27
131.0493 C9H7O+ 1 131.0491 1.19
135.0442 C8H7O2+ 1 135.0441 1.35
143.0494 C10H7O+ 1 143.0491 2.13
146.0605 C9H8NO+ 1 146.06 3.23
147.0442 C9H7O2+ 1 147.0441 0.75
148.052 C9H8O2+ 1 148.0519 0.53
149.06 C9H9O2+ 1 149.0597 1.85
151.054 C12H7+ 1 151.0542 -1.55
152.0621 C12H8+ 1 152.0621 0.05
153.0703 C12H9+ 1 153.0699 2.84
158.0602 C10H8NO+ 1 158.06 1.24
159.0443 C10H7O2+ 1 159.0441 1.27
160.076 C10H10NO+ 1 160.0757 1.89
161.0599 C10H9O2+ 1 161.0597 1.15
163.0392 C9H7O3+ 1 163.039 1.55
164.0615 C13H8+ 1 164.0621 -3.1
165.0701 C13H9+ 1 165.0699 1.35
166.0776 C13H10+ 1 166.0777 -0.59
172.0522 C11H8O2+ 1 172.0519 1.64
175.0391 C10H7O3+ 1 175.039 0.52
175.063 C10H9NO2+ 1 175.0628 1.01
176.0622 C14H8+ 1 176.0621 0.79
176.0709 C10H10NO2+ 1 176.0706 1.86
177.0701 C14H9+ 1 177.0699 1.47
178.0779 C14H10+ 1 178.0777 1.28
179.0858 C14H11+ 1 179.0855 1.36
181.0651 C13H9O+ 1 181.0648 1.97
186.0553 C11H8NO2+ 1 186.055 1.8
188.0624 C15H8+ 1 188.0621 1.9
188.0709 C11H10NO2+ 1 188.0706 1.78
189.0701 C15H9+ 1 189.0699 1.16
190.0781 C15H10+ 1 190.0777 2.35
191.0857 C15H11+ 1 191.0855 0.66
192.0568 C14H8O+ 1 192.057 -0.89
193.0647 C14H9O+ 1 193.0648 -0.5
194.0722 C14H10O+ 1 194.0726 -2.07
201.0703 C16H9+ 1 201.0699 2.16
202.0778 C16H10+ 1 202.0777 0.7
204.0574 C15H8O+ 1 204.057 2.3
205.0649 C15H9O+ 1 205.0648 0.49
206.073 C15H10O+ 1 206.0726 1.96
207.0806 C15H11O+ 1 207.0804 0.84
209.0598 C14H9O2+ 1 209.0597 0.57
216.0573 C16H8O+ 1 216.057 1.43
217.065 C16H9O+ 1 217.0648 0.86
218.0733 C16H10O+ 1 218.0726 3.09
219.0807 C16H11O+ 1 219.0804 1.12
220.0512 C15H8O2+ 1 220.0519 -2.87
221.0601 C15H9O2+ 1 221.0597 1.97
222.0675 C15H10O2+ 1 222.0675 -0.18
233.0602 C16H9O2+ 1 233.0597 2.08
234.0674 C16H10O2+ 1 234.0675 -0.48
235.0754 C16H11O2+ 1 235.0754 0.24
237.0915 C16H13O2+ 1 237.091 2.1
245.0601 C17H9O2+ 1 245.0597 1.46
246.0677 C17H10O2+ 1 246.0675 0.77
247.0756 C17H11O2+ 1 247.0754 1.08
275.0705 C18H11O3+ 1 275.0703 0.78
PK$NUM_PEAK: 69
PK$PEAK: m/z int. rel.int.
77.0387 11647.8 13
79.0543 15741 18
91.0545 5157 5
103.0544 23687.4 27
105.0336 7055.6 8
107.0492 2213.1 2
115.0543 7311.9 8
117.0336 1434 1
118.0653 17585 20
119.0491 1731.9 1
130.0653 8687.5 10
131.0493 16845.7 19
135.0442 41862.4 48
143.0494 3515.1 4
146.0605 4549 5
147.0442 4789.3 5
148.052 3164.9 3
149.06 3183.9 3
151.054 1152.2 1
152.0621 2563.1 2
153.0703 2517.9 2
158.0602 7816.8 9
159.0443 7463.7 8
160.076 12653.7 14
161.0599 3332.5 3
163.0392 21511.8 24
164.0615 1758.1 2
165.0701 10729.3 12
166.0776 2479.8 2
172.0522 1793.2 2
175.0391 1305.5 1
175.063 2770.3 3
176.0622 5289 6
176.0709 2023.8 2
177.0701 23660.1 27
178.0779 48959.9 56
179.0858 65549.9 75
181.0651 1323.8 1
186.0553 2938.6 3
188.0624 8425.9 9
188.0709 22128.3 25
189.0701 865420.7 999
190.0781 36947.1 42
191.0857 32229 37
192.0568 3883 4
193.0647 1087.6 1
194.0722 1429 1
201.0703 5604.5 6
202.0778 3974.7 4
204.0574 1974 2
205.0649 25630.7 29
206.073 5369.7 6
207.0806 32645.3 37
209.0598 4482.2 5
216.0573 1681.6 1
217.065 178923.4 206
218.0733 15638.1 18
219.0807 19372.6 22
220.0512 1499.3 1
221.0601 3391.7 3
222.0675 10482.2 12
233.0602 1634.2 1
234.0674 2789.2 3
235.0754 15214.6 17
237.0915 11245.6 12
245.0601 6745.3 7
246.0677 43704.5 50
247.0756 106200.8 122
275.0705 25645.9 29
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