EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

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

ChEBI IDCHEBI:70025
ChEBI Name5,7,3'-trihydroxy-3,5'-dimethoxy-2'-(3'-methylbut-2-enyl)flavone
Stars
DefinitionA 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.
Last Modified29 April 2013
DownloadsMolfile
FormulaC22H22O7
Net Charge0
Average Mass398.411
Monoisotopic Mass398.13655
SMILESCOc1cc(O)c(CC=C(C)C)c(-c2oc3cc(O)cc(O)c3c(=O)c2OC)c1
InChIInChI=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
InChIKeyDFZUWIAIIXJYQQ-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Tabernaemontana macrocarpa (ncbitaxon:761080) - PubMed (21275386) Methanol-Dichloromethane (1:1) extract of dried, ground plant material
Roles Classification
Biological Roles:
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 Relation(s)
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 NumbersSources
Reaxys:21312874Reaxys
Citations