biliatresone

Term ID

CHEBI:131631

Synonyms

1-(4,6-dimethoxy-1,3-benzodioxol-5-yl)-2-(2-hydroxyphenyl)prop-2-en-1-one
2-[2-(2-hydroxyphenyl)-3-oxoprop-1-en-3-yl]-1,3-dimethoxy-4,5-methylenedioxybenzene

Definition

A member of the class of benzodioxoles that is 1,3-benzodioxole which is substituted at positions 5 by a 2-(2-hydroxyphenyl)-3-oxoprop-1-en-3-yl group and at positions 4 and 6 by methoxy groups. A very rare type of isoflavonoid-related 1,2-diaryl-2-propenone found in Dysphania glomulifera (red crumbweed) and D. littoralis, the enone moiety is particularly reactive, undergoing ready Michael addition of water and methanol. Biliatresone has been found to cause extrahepatic biliary atresia (obliteration or discontinuity of the extrahepatic biliary system, resulting in obstruction to bile flow) in a zebrafish model.

References

Ontology

ChEBI ( EBI )

Relationships

is a type of: aromatic ether aromatic ketone benzodioxoles enone phenols

aromatic ether aromatic ketone benzodioxoles enone phenols Show first 5 Terms
has_role: plant metabolite toxin

plant metabolite toxin Show first 5 Terms

Phenotype

Phenotype resulting from biliatresone

Phenotype where environments contain biliatresone

Phenotype modified by environments containing biliatresone

Human Disease / Model Data