orbiculin A

Term ID

CHEBI:66824

Synonyms

(1S,2R,4S,5R,6R,7S,9R,12R)-4,5-diacetoxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0(1,6)]dodecane-7,12-diyl dibenzoate
(3R,5S,5aR,6R,7S,9R,9aS,10R)-6,7-bis(acetyloxy)-2,2,5a,9-tetramethyloctahydro-2H-3,9a-methano-1-benzoxepine-5,10-diyl dibenzoate
1beta,2beta-diacetoxy-6alpha,9alpha-bis(benzoyloxy)dihydro-beta-agarofuran

Definition

A dihydroagarofuran sesquiterpenoid that consists of dihydro-beta-agarofuran substituted by an acetoxy groups at positions 1 and 2 and benzoyloxy groups at positions 6 and 9 (the 1beta,2beta,6alpha,9alpha stereoisomer). Isolated from Celastrus orbiculatus, it exhibits inhibition of both NF-kappaB activation and nitric oxide production.

References

PMID:9461657
Reaxys:7959601

Ontology

ChEBI ( EBI )

Relationships

is a type of: acetate ester benzoate ester bridged compound cyclic ether dihydroagarofuran sesquiterpenoid ... Show All 6 Terms

acetate ester benzoate ester bridged compound cyclic ether dihydroagarofuran sesquiterpenoid organic heterotricyclic compound Show first 5 Terms
has_role: antineoplastic agent metabolite NF-kappaB inhibitor

antineoplastic agent metabolite NF-kappaB inhibitor Show first 5 Terms

Phenotype

Phenotype resulting from orbiculin A

Phenotype where environments contain orbiculin A

Phenotype modified by environments containing orbiculin A

Human Disease Model