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CHEBI:69867 - ajugaciliatin F

ChEBI IDCHEBI:69867
ChEBI Nameajugaciliatin F
Stars
DefinitionA diterpene lactone isolated from the whole plants of Ajuga ciliata.
Last Modified11 March 2015
DownloadsMolfile
FormulaC24H33ClO8
Net Charge0
Average Mass484.973
Monoisotopic Mass484.18640
SMILES[H][C@]12[C@@]3(COC(C)=O)[C@@H](OC(C)=O)C[C@@H](C)[C@]1(C)C[C@H](C1=CC(=O)OC1)O[C@]2([H])CC[C@]3(O)CCl
InChIInChI=1S/C24H33ClO8/c1-13-7-19(32-15(3)27)24(12-31-14(2)26)21-17(5-6-23(24,29)11-25)33-18(9-22(13,21)4)16-8-20(28)30-10-16/h8,13,17-19,21,29H,5-7,9-12H2,1-4H3/t13-,17-,18-,19+,21-,22+,23+,24-/m1/s1
InChIKeyYWMLBMVBAIUMOC-ILXDFJSXSA-N
Species of MetaboliteComponentSourceComments
Ajuga ciliata (ncbitaxon:199542) whole plant (BTO:0001461) PubMed (21682262) Methanol extract of air-dried whole plant
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
ajugaciliatin F (CHEBI:69867) has role plant metabolite (CHEBI:76924)
ajugaciliatin F (CHEBI:69867) is a acetate ester (CHEBI:47622)
ajugaciliatin F (CHEBI:69867) is a butenolide (CHEBI:50523)
ajugaciliatin F (CHEBI:69867) is a diterpene lactone (CHEBI:49193)
ajugaciliatin F (CHEBI:69867) is a organic heterotricyclic compound (CHEBI:26979)
ajugaciliatin F (CHEBI:69867) is a organochlorine compound (CHEBI:36683)
ajugaciliatin F (CHEBI:69867) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
[(2R,3aS,4R,6S,6aR,7R,9aR,9bR)-6-(acetyloxy)-7-(chloromethyl)-7-hydroxy-3a,4-dimethyl-2-(5-oxo-2,5-dihydrofuran-3-yl)decahydronaphtho[1,8-bc]pyran-6a(4H)-yl]methyl acetate
Synonym  Source
(12R)-6α,19-diacetoxy-18-chloro-1β,12-epoxy-4α-hydroxyneo-clerod-13-en-15,16-olideChEBI
Registry NumbersSources
Reaxys:21728538Reaxys
Citations