ACCESSION: MSBNK-NaToxAq-NA003422
RECORD_TITLE: (+)-Chelidonine; 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 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 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$CHROMATOGRAPHY: RETENTION_TIME 7.008 min
AC$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-0920000000-9ce14d551e25dd7ee91b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
65.0387 C5H5+ 1 65.0386 1.97
77.0386 C6H5+ 1 77.0386 0.51
79.0543 C6H7+ 1 79.0542 0.33
89.0385 C7H5+ 1 89.0386 -0.59
91.0542 C7H7+ 1 91.0542 -0.71
103.0542 C8H7+ 1 103.0542 -0.11
105.0336 C7H5O+ 1 105.0335 0.72
115.0542 C9H7+ 1 115.0542 0.18
117.0334 C8H5O+ 1 117.0335 -0.91
117.0572 C8H7N+ 1 117.0573 -1.09
118.0651 C8H8N+ 1 118.0651 -0.49
119.049 C8H7O+ 1 119.0491 -1.19
130.0651 C9H8N+ 1 130.0651 -0.14
131.0492 C9H7O+ 1 131.0491 0.61
135.0441 C8H7O2+ 1 135.0441 0.33
143.0495 C10H7O+ 1 143.0491 2.34
146.0602 C9H8NO+ 1 146.06 0.93
147.0441 C9H7O2+ 1 147.0441 0.02
148.0523 C9H8O2+ 1 148.0519 3.1
149.0597 C9H9O2+ 1 149.0597 0.11
152.0617 C12H8+ 1 152.0621 -2.35
153.0703 C12H9+ 1 153.0699 2.54
158.0602 C10H8NO+ 1 158.06 0.76
159.0441 C10H7O2+ 1 159.0441 0.02
160.0757 C10H10NO+ 1 160.0757 0.07
161.0595 C10H9O2+ 1 161.0597 -1.51
162.0547 C9H8NO2+ 1 162.055 -1.86
163.039 C9H7O3+ 1 163.039 0.43
163.0543 C13H7+ 1 163.0542 0.35
164.0622 C13H8+ 1 164.0621 0.9
165.0698 C13H9+ 1 165.0699 -0.41
166.0777 C13H10+ 1 166.0777 0.14
173.0594 C11H9O2+ 1 173.0597 -1.9
175.0628 C10H9NO2+ 1 175.0628 0.31
176.0623 C14H8+ 1 176.0621 1.13
177.0699 C14H9+ 1 177.0699 0.26
178.0777 C14H10+ 1 178.0777 0.26
179.0856 C14H11+ 1 179.0855 0.34
181.0649 C13H9O+ 1 181.0648 0.37
186.0547 C11H8NO2+ 1 186.055 -1.56
188.0621 C15H8+ 1 188.0621 0.28
188.0708 C11H10NO2+ 1 188.0706 1.04
189.0699 C15H9+ 1 189.0699 -0.05
190.0778 C15H10+ 1 190.0777 0.59
191.0855 C15H11+ 1 191.0855 -0.22
192.0566 C14H8O+ 1 192.057 -1.92
193.0641 C14H9O+ 1 193.0648 -3.82
201.0701 C16H9+ 1 201.0699 1.17
202.0776 C16H10+ 1 202.0777 -0.65
204.0575 C15H8O+ 1 204.057 2.59
205.0647 C15H9O+ 1 205.0648 -0.63
206.0723 C15H10O+ 1 206.0726 -1.3
207.0804 C15H11O+ 1 207.0804 -0.27
209.0591 C14H9O2+ 1 209.0597 -3.01
216.0567 C16H8O+ 1 216.057 -1.18
217.0647 C16H9O+ 1 217.0648 -0.26
218.0727 C16H10O+ 1 218.0726 0.22
219.0804 C16H11O+ 1 219.0804 -0.41
220.0521 C15H8O2+ 1 220.0519 1.01
221.0595 C15H9O2+ 1 221.0597 -1
222.0674 C15H10O2+ 1 222.0675 -0.45
233.0592 C16H9O2+ 1 233.0597 -2.05
234.0685 C16H10O2+ 1 234.0675 4.09
235.0752 C16H11O2+ 1 235.0754 -0.74
237.0908 C16H13O2+ 1 237.091 -0.73
245.0599 C17H9O2+ 1 245.0597 0.78
246.0674 C17H10O2+ 1 246.0675 -0.34
247.0753 C17H11O2+ 1 247.0754 -0.4
275.07 C18H11O3+ 1 275.0703 -1.11
PK$NUM_PEAK: 69
PK$PEAK: m/z int. rel.int.
65.0387 1122.3 1
77.0386 15230.7 17
79.0543 15143.5 17
89.0385 1441.4 1
91.0542 5655.3 6
103.0542 25125.5 28
105.0336 7066.8 8
115.0542 6776.4 7
117.0334 1045.9 1
117.0572 1910.3 2
118.0651 15673.9 18
119.049 1628.8 1
130.0651 10694.6 12
131.0492 12000.1 13
135.0441 32621.8 37
143.0495 1489.2 1
146.0602 3950.2 4
147.0441 4420.6 5
148.0523 1414.5 1
149.0597 2964.7 3
152.0617 2770.6 3
153.0703 2510.3 2
158.0602 6574 7
159.0441 6409.7 7
160.0757 9627.4 11
161.0595 1781 2
162.0547 1570.2 1
163.039 12456.8 14
163.0543 4637 5
164.0622 2414.2 2
165.0698 10788.8 12
166.0777 3054.9 3
173.0594 1063.9 1
175.0628 1809.3 2
176.0623 7225.3 8
177.0699 24295.7 27
178.0777 52804.8 60
179.0856 53763.4 61
181.0649 2213.4 2
186.0547 2762.8 3
188.0621 14023.3 16
188.0708 12721.2 14
189.0699 868813.7 999
190.0778 38095.6 43
191.0855 27613.1 31
192.0566 4811.6 5
193.0641 1427.9 1
201.0701 5533.2 6
202.0776 3256.5 3
204.0575 1214.3 1
205.0647 21287.7 24
206.0723 4035 4
207.0804 25767.1 29
209.0591 2562.7 2
216.0567 2036.5 2
217.0647 124859.6 143
218.0727 20511.3 23
219.0804 12591.7 14
220.0521 1075.7 1
221.0595 2764.3 3
222.0674 7460.1 8
233.0592 1371.4 1
234.0685 2102.2 2
235.0752 9984.5 11
237.0908 7108.1 8
245.0599 5813.7 6
246.0674 42997.8 49
247.0753 56502.3 64
275.07 10881.4 12
//
