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CHEBI:69882 - ajugalide C

ChEBI IDCHEBI:69882
ChEBI Nameajugalide C
Stars
DefinitionA diterpene lactone isolated from the whole plants of Ajuga ciliata.
Last Modified24 August 2016
DownloadsMolfile
FormulaC24H34O8
Net Charge0
Average Mass450.528
Monoisotopic Mass450.22537
SMILES[H][C@]12CCC[C@]3(CO3)[C@]1(COC(C)=O)[C@@H](OC(C)=O)C[C@@H](C)[C@]2(C)C[C@H](O)C1=CC(=O)OC1
InChIInChI=1S/C24H34O8/c1-14-8-20(32-16(3)26)24(13-30-15(2)25)19(6-5-7-23(24)12-31-23)22(14,4)10-18(27)17-9-21(28)29-11-17/h9,14,18-20,27H,5-8,10-13H2,1-4H3/t14-,18+,19-,20+,22+,23+,24+/m1/s1
InChIKeyDSTKFVXVQRVYIH-VQSMGOMNSA-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)
ajugalide C (CHEBI:69882) has role plant metabolite (CHEBI:76924)
ajugalide C (CHEBI:69882) is a acetate ester (CHEBI:47622)
ajugalide C (CHEBI:69882) is a butenolide (CHEBI:50523)
ajugalide C (CHEBI:69882) is a diterpene lactone (CHEBI:49193)
ajugalide C (CHEBI:69882) is a spiro-epoxide (CHEBI:133131)
IUPAC Name 
{(1R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-5-[(2S)-2-hydroxy-2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]-5,6-dimethyloctahydro-8aH-spiro[naphthalene-1,2'-oxiran]-8a-yl}methyl acetate
Registry NumbersSources
Reaxys:6881260Reaxys
Citations