orbiculin I

Term ID

CHEBI:66830

Synonyms

(3R,5S,5aR,6R,7S,9R,9aS,10R)-6-(acetyloxy)-2,2,5a,9-tetramethyloctahydro-2H-3,9a-methano-1-benzoxepine-5,7,10-triyl trifuran-3-carboxylate
1beta-acetoxy-2beta,6alpha,9alpha-tri(3-furoyloxy)-dihydro-beta-agarofuran

Definition

A dihydroagarofuran sesquiterpenoid that consists of dihydro-beta-agarofuran substituted by an acetoxy group at position 1 and furoyloxy groups at positions 2, 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:11809076
Reaxys:9103566

Ontology

ChEBI ( EBI )

Relationships

is a type of: acetate ester bridged compound cyclic ether dihydroagarofuran sesquiterpenoid organic heterotricyclic compound

acetate ester bridged compound cyclic ether dihydroagarofuran sesquiterpenoid organic heterotricyclic compound Show first 5 Terms
has_functional_parent: 3-furoic acid

3-furoic acid Show first 5 Terms
has_role: metabolite NF-kappaB inhibitor

metabolite NF-kappaB inhibitor Show first 5 Terms

Phenotype

Phenotype resulting from orbiculin I

Phenotype where environments contain orbiculin I

Phenotype modified by environments containing orbiculin I

Human Disease / Model Data

Citations