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CHEBI:69880 - ajugacumbin A

ChEBI IDCHEBI:69880
ChEBI Nameajugacumbin A
Stars
DefinitionA diterpene lactone isolated from the whole plant of Ajuga ciliata.
Last Modified24 August 2016
DownloadsMolfile
FormulaC27H38O7
Net Charge0
Average Mass474.594
Monoisotopic Mass474.26175
SMILES[H][C@]12CCC[C@]3(CO3)[C@]1(COC(=O)/C(C)=C/C)[C@@H](OC(C)=O)C[C@@H](C)[C@]2(C)CCC1=CC(=O)OC1
InChIInChI=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
InChIKeyTWZAPYCYRPQAOD-PIJHPVSDSA-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)
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 NumbersSources
Reaxys:5661356Reaxys
Citations