(2S)-6-(gamma,gamma-dimethylallyl)-5,4'-dihydroxy-3'-methoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone

Term ID

CHEBI:65682

Synonyms

(2S)-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-4H,8H-pyrano[2,3-f]chromen-4-one

Definition

An extended flavonoid that consists of (2S)-flavanone substituted by hydroxy groups at positions 5 and 4', a methoxy group at position 3' , a prenyl group at position 6 and a gem-dimethylpyran ring fused across positions 7 and 8. Isolated from Lonchocarpus utilis and Lonchocarpus urucu, it acts as a NADH:ubiquinone reductase inhibitor.

References

PMID:10075742
Reaxys:8293113

Ontology

ChEBI ( EBI )

Relationships

is a type of: 3'-methoxyflavanones 4'-hydroxyflavanones dihydroxyflavanone extended flavonoid monomethoxyflavanone ... Show All 6 Terms

3'-methoxyflavanones 4'-hydroxyflavanones dihydroxyflavanone extended flavonoid monomethoxyflavanone pyranochromane Show first 5 Terms
has_role: EC 1.6.5.3 [NADH:ubiquinone reductase (H(+)-translocating)] inhibitor metabolite

EC 1.6.5.3 [NADH:ubiquinone reductase (H(+)-translocating)] inhibitor metabolite Show first 5 Terms

Phenotype

Phenotype resulting from (2S)-6-(gamma,gamma-dimethylallyl)-5,4'-dihydroxy-3'-methoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone

Phenotype where environments contain (2S)-6-(gamma,gamma-dimethylallyl)-5,4'-dihydroxy-3'-methoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone

Phenotype modified by environments containing (2S)-6-(gamma,gamma-dimethylallyl)-5,4'-dihydroxy-3'-methoxy-6'',6''-dimethylpyran[2'',3'':7,8]flavanone

Human Disease Model