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CHEBI:65785 - 2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran

ChEBI IDCHEBI:65785
ChEBI Name2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran
Stars
DefinitionAn organic heterotricyclic compound that is 5,6-methylenedioxybenzofuran substituted by a 2,4-dihydroxy-5-prenylphenyl moiety at position 2. Isolated from the roots of Sophora flavescens, it exhibits cytotoxic activity against the KB epidermoid carcinoma cell line.
Last Modified11 January 2013
DownloadsMolfile
FormulaC20H18O5
Net Charge0
Average Mass338.359
Monoisotopic Mass338.11542
SMILESCC(C)=CCc1cc(-c2cc3cc4c(cc3o2)OCO4)c(O)cc1O
InChIInChI=1S/C20H18O5/c1-11(2)3-4-12-5-14(16(22)8-15(12)21)18-6-13-7-19-20(24-10-23-19)9-17(13)25-18/h3,5-9,21-22H,4,10H2,1-2H3
InChIKeySOYHFIGRYCLZKD-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Sophora flavescens (ncbitaxon:49840) root (BTO:0001188) PubMed (16933887)
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran (CHEBI:65785) has role antineoplastic agent (CHEBI:35610)
2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran (CHEBI:65785) has role metabolite (CHEBI:25212)
2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran (CHEBI:65785) is a organic heterotricyclic compound (CHEBI:26979)
2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran (CHEBI:65785) is a oxacycle (CHEBI:38104)
2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran (CHEBI:65785) is a resorcinols (CHEBI:33572)
IUPAC Name 
4-(furo[2,3-f][1,3]benzodioxol-6-yl)-6-(3-methylbut-2-en-1-yl)benzene-1,3-diol
Registry NumbersSources
Reaxys:15869808Reaxys
Citations