5,7,4'-trihydroxy-6,8-diprenylisoflavone (CHEBI:66263)

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ChEBI Name	5,7,4'-trihydroxy-6,8-diprenylisoflavone

ChEBI ID	CHEBI:66263

Definition	A member of the class of 7-hydroxyisoflavones that is genistein substituted by prenyl groups at positions 6 and 8. It has been isolated from Derris scandens and Glycyrrhiza uralensis.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

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Formula

C25H26O5

Net Charge

Average Mass

406.47090

Monoisotopic Mass

406.17802

InChI

InChI=1S/C25H26O5/c1-14(2)5-11-18-22(27)19(12-6-15(3)4)25-21(23(18)28)24(29)20(13-30-25)16-7-9-17(26)10-8-16/h5-10,13,26-28H,11-12H2,1-4H3

InChIKey

UCHYSPNEUSDFQR-UHFFFAOYSA-N

SMILES

CC(C)=CCc1c(O)c(CC=C(C)C)c2occ(-c3ccc(O)cc3)c(=O)c2c1O

Metabolite of Species	Details
Derris scandens (IPNI:78024-2)	Found in stem (BTO:0001300). See: DOI
Glycyrrhiza uralensis (NCBI:txid74613)	Found in root (BTO:0001188). 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. antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria.

ChEBI Ontology
Outgoing	5,7,4'-trihydroxy-6,8-diprenylisoflavone (CHEBI:66263) has functional parent genistein (CHEBI:28088) 5,7,4'-trihydroxy-6,8-diprenylisoflavone (CHEBI:66263) has role antibacterial agent (CHEBI:33282) 5,7,4'-trihydroxy-6,8-diprenylisoflavone (CHEBI:66263) has role plant metabolite (CHEBI:76924) 5,7,4'-trihydroxy-6,8-diprenylisoflavone (CHEBI:66263) is a 7-hydroxyisoflavones (CHEBI:55465)

IUPAC Name

5,7-dihydroxy-3-(4-hydroxyphenyl)-6,8-bis(3-methylbut-2-en-1-yl)-4H-chromen-4-one

Synonyms	Sources
6,8-diisoprenyl-5,7,4'-trihydroxyisoflavone	ChEBI
6,8-diprenylgenistein	ChEBI
8-(γ,γ-dimethylallyl)-wighteone	ChEBI
8-prenylwighteone	ChEBI

Citation	Type	Source
16441081	PubMed citation	Europe PMC

Last Modified

16 January 2014