CHEBI:69881 - ajugamarin B1

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ChEBI Name ajugamarin B1
ChEBI ID CHEBI:69881
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 C29H42O10
Net Charge 0
Average Mass 550.63780
Monoisotopic Mass 550.278
InChI InChI=1S/C29H42O10/c1-7-16(2)26(34)39-22-8-9-28(14-37-28)29(15-36-18(4)30)23(38-19(5)31)10-17(3)27(6,25(22)29)12-21(32)20-11-24(33)35-13-20/h11,16-17,21-23,25,32H,7-10,12-15H2,1-6H3/t16-,17+,21-,22+,23-,25+,27-,28-,29+/m0/s1
InChIKey BRIXIZXUQQCUIP-PVHCJARNSA-N
SMILES CC[C@H](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](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 B1 (CHEBI:69881) has role plant metabolite (CHEBI:76924)
ajugamarin B1 (CHEBI:69881) is a acetate ester (CHEBI:47622)
ajugamarin B1 (CHEBI:69881) is a butenolide (CHEBI:50523)
ajugamarin B1 (CHEBI:69881) is a diterpene lactone (CHEBI:49193)
ajugamarin B1 (CHEBI:69881) is a spiro-epoxide (CHEBI:133131)
IUPAC Name
(1R,4R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5-[(2S)-2-hydroxy-2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]-5,6-dimethyloctahydro-2H-spiro[naphthalene-1,2'-oxiran]-4-yl (2S)-2-methylbutanoate
Registry Numbers Types Sources
121521-88-8 CAS Registry Number ChemIDplus
5786113 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21682262 PubMed citation Europe PMC
Last Modified
24 August 2016