CHEBI:69884 - ajugamarin A2

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ChEBI Name ajugamarin A2
ChEBI ID CHEBI:69884
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 C31H42O11
Net Charge 0
Average Mass 590.65860
Monoisotopic Mass 590.27271
InChI InChI=1S/C31H42O11/c1-8-17(2)28(36)42-23-9-10-30(15-39-30)31(16-38-19(4)32)25(41-21(6)34)11-18(3)29(7,27(23)31)13-24(40-20(5)33)22-12-26(35)37-14-22/h8,12,18,23-25,27H,9-11,13-16H2,1-7H3/b17-8+/t18-,23-,24+,25+,27-,29+,30+,31-/m1/s1
InChIKey IAAHUGSOWYSQSN-BEEMTZEWSA-N
SMILES C\C=C(/C)C(=O)O[C@@H]1CC[C@]2(CO2)[C@]2(COC(C)=O)[C@H](C[C@@H](C)[C@](C)(C[C@H](OC(C)=O)C3=CC(=O)OC3)[C@@H]12)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 ajugamarin A2 (CHEBI:69884) has role plant metabolite (CHEBI:76924)
ajugamarin A2 (CHEBI:69884) is a acetate ester (CHEBI:47622)
ajugamarin A2 (CHEBI:69884) is a butenolide (CHEBI:50523)
ajugamarin A2 (CHEBI:69884) is a diterpene lactone (CHEBI:49193)
ajugamarin A2 (CHEBI:69884) is a enoate ester (CHEBI:51702)
ajugamarin A2 (CHEBI:69884) is a spiro-epoxide (CHEBI:133131)
IUPAC Name
(1R,4R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5-[(2S)-2-(acetyloxy)-2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]-5,6-dimethyloctahydro-2H-spiro[naphthalene-1,2'-oxiran]-4-yl (2E)-2-methylbut-2-enoate
Registry Numbers Types Sources
122587-82-0 CAS Registry Number ChemIDplus
6033534 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21682262 PubMed citation Europe PMC
Last Modified
24 August 2016