5,7,3'-trihydroxy-3,5'-dimethoxy-2'-(3'-methylbut-2-enyl)flavone (CHEBI:70025)

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ChEBI Name	5,7,3'-trihydroxy-3,5'-dimethoxy-2'-(3'-methylbut-2-enyl)flavone

ChEBI ID	CHEBI:70025

Definition	A trihydroxyflavone that is flavone substituted by hydroxy groups at positions 5, 7 and 3', methoxy groups at positions 3 and 5' and a prenyl group at position 2'. Isolated from Tabernaemontana macrocarpa, it exhibits inhibitory activity against breast cancer resistance protein.

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

Supplier Information

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Formula

C22H22O7

Net Charge

Average Mass

398.40590

Monoisotopic Mass

398.13655

InChI

InChI=1S/C22H22O7/c1-11(2)5-6-14-15(9-13(27-3)10-16(14)24)21-22(28-4)20(26)19-17(25)7-12(23)8-18(19)29-21/h5,7-10,23-25H,6H2,1-4H3

InChIKey

DFZUWIAIIXJYQQ-UHFFFAOYSA-N

SMILES

COc1cc(O)c(CC=C(C)C)c(c1)-c1oc2cc(O)cc(O)c2c(=O)c1OC

Metabolite of Species	Details
Tabernaemontana macrocarpa (NCBI:txid761080)	Methanol-Dichloromethane (1:1) extract of dried, ground plant material See: PubMed

Roles Classification
Biological Role(s):	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. breast cancer resistance protein inhibitor Any inhibitor of breast cancer resistance protein (ABCG2).

ChEBI Ontology
Outgoing	5,7,3'-trihydroxy-3,5'-dimethoxy-2'-(3'-methylbut-2-enyl)flavone (CHEBI:70025) has functional parent flavone (CHEBI:42491) 5,7,3'-trihydroxy-3,5'-dimethoxy-2'-(3'-methylbut-2-enyl)flavone (CHEBI:70025) has role breast cancer resistance protein inhibitor (CHEBI:72771) 5,7,3'-trihydroxy-3,5'-dimethoxy-2'-(3'-methylbut-2-enyl)flavone (CHEBI:70025) has role metabolite (CHEBI:25212) 5,7,3'-trihydroxy-3,5'-dimethoxy-2'-(3'-methylbut-2-enyl)flavone (CHEBI:70025) is a dimethoxyflavone (CHEBI:23798) 5,7,3'-trihydroxy-3,5'-dimethoxy-2'-(3'-methylbut-2-enyl)flavone (CHEBI:70025) is a trihydroxyflavone (CHEBI:27116)

IUPAC Name

5,7-dihydroxy-2-[3-hydroxy-5-methoxy-2-(3-methylbut-2-en-1-yl)phenyl]-3-methoxy-4H-chromen-4-one

Registry Number	Type	Source
21312874	Reaxys Registry Number	Reaxys

Citation	Type	Source
21275386	PubMed citation	Europe PMC

Last Modified

29 April 2013