CHEBI:69882 - ajugalide C

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ChEBI Name ajugalide C
ChEBI ID CHEBI:69882
Definition A diterpene lactone isolated from the whole plants of Ajuga ciliata.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C24H34O8
Net Charge 0
Average Mass 450.52200
Monoisotopic Mass 450.22537
InChI InChI=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
InChIKey DSTKFVXVQRVYIH-VQSMGOMNSA-N
SMILES C[C@@H]1C[C@H](OC(C)=O)[C@]2(COC(C)=O)[C@H](CCC[C@]22CO2)[C@@]1(C)C[C@H](O)C1=CC(=O)OC1
Metabolite of Species Details
Ajuga ciliata (NCBI:txid199542) Found in whole plant (BTO:0001461). Methanol extract of air-dried whole plant See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
6881260 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21682262 PubMed citation Europe PMC
Last Modified
24 August 2016