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CHEBI:69869 - ajugaciliatin H

ChEBI IDCHEBI:69869
ChEBI Nameajugaciliatin H
Stars
DefinitionA diterpene lactone isolated from the whole plants of Ajuga ciliata.
Last Modified24 August 2016
DownloadsMolfile
FormulaC24H32O8
Net Charge0
Average Mass448.512
Monoisotopic Mass448.20972
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@]31CO1
InChIInChI=1S/C24H32O8/c1-13-7-19(31-15(3)26)24(12-29-14(2)25)21-17(5-6-23(24)11-30-23)32-18(9-22(13,21)4)16-8-20(27)28-10-16/h8,13,17-19,21H,5-7,9-12H2,1-4H3/t13-,17-,18-,19+,21-,22+,23+,24-/m1/s1
InChIKeyXWFHCQHFLICJMD-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 H (CHEBI:69869) has role plant metabolite (CHEBI:76924)
ajugaciliatin H (CHEBI:69869) is a acetate ester (CHEBI:47622)
ajugaciliatin H (CHEBI:69869) is a butenolide (CHEBI:50523)
ajugaciliatin H (CHEBI:69869) is a diterpene lactone (CHEBI:49193)
ajugaciliatin H (CHEBI:69869) is a organic heterotricyclic compound (CHEBI:26979)
ajugaciliatin H (CHEBI:69869) is a spiro-epoxide (CHEBI:133131)
IUPAC Name 
[(2R,3aS,4R,6S,6aR,7R,9aR,9bR)-6-(acetyloxy)-3a,4-dimethyl-2-(5-oxo-2,5-dihydrofuran-3-yl)decahydro-6aH-spiro[naphtho[1,8-bc]pyran-7,2'-oxiran]-6a-yl]methyl acetate
Synonym  Source
(12R)-6α,19-diacetoxy-1β,12:4α,18-diepoxy-neo-clerod-13-en-15,16-olideChEBI
Registry NumbersSources
Reaxys:21728537Reaxys
Citations