CHEBI:69880 - ajugacumbin A

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ChEBI Name ajugacumbin A
ChEBI ID CHEBI:69880
Definition A diterpene lactone isolated from the whole plant of Ajuga ciliata.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C27H38O7
Net Charge 0
Average Mass 474.58640
Monoisotopic Mass 474.26175
InChI InChI=1S/C27H38O7/c1-6-17(2)24(30)32-16-27-21(8-7-10-26(27)15-33-26)25(5,11-9-20-13-23(29)31-14-20)18(3)12-22(27)34-19(4)28/h6,13,18,21-22H,7-12,14-16H2,1-5H3/b17-6+/t18-,21-,22+,25+,26+,27+/m1/s1
InChIKey TWZAPYCYRPQAOD-PIJHPVSDSA-N
SMILES C\C=C(/C)C(=O)OC[C@@]12[C@H](C[C@@H](C)[C@](C)(CCC3=CC(=O)OC3)[C@H]1CCC[C@]21CO1)OC(C)=O
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 ajugacumbin A (CHEBI:69880) has role plant metabolite (CHEBI:76924)
ajugacumbin A (CHEBI:69880) is a acetate ester (CHEBI:47622)
ajugacumbin A (CHEBI:69880) is a butenolide (CHEBI:50523)
ajugacumbin A (CHEBI:69880) is a diterpene lactone (CHEBI:49193)
ajugacumbin A (CHEBI:69880) is a enoate ester (CHEBI:51702)
ajugacumbin A (CHEBI:69880) is a spiro-epoxide (CHEBI:133131)
IUPAC Name
{(1R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-5,6-dimethyl-5-[2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]octahydro-8aH-spiro[naphthalene-1,2'-oxiran]-8a-yl}methyl (2E)-2-methylbut-2-enoate
Registry Number Type Source
5661356 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21682262 PubMed citation Europe PMC
Last Modified
24 August 2016