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

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ChEBI Name	2-(2,4-dihydroxy-5-prenylphenyl)-5,6-methylenedioxybenzofuran

ChEBI ID	CHEBI:65785

Definition	An 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.

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

Supplier Information

Download	Molfile XML SDF

Formula

C20H18O5

Net Charge

Average Mass

338.35390

Monoisotopic Mass

338.11542

InChI

InChI=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

InChIKey

SOYHFIGRYCLZKD-UHFFFAOYSA-N

SMILES

CC(C)=CCc1cc(c(O)cc1O)-c1cc2cc3OCOc3cc2o1

Metabolite of Species	Details
Sophora flavescens (NCBI:txid49840)	Found in root (BTO:0001188). 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.

Application(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	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 Number	Type	Source
15869808	Reaxys Registry Number	Reaxys

Citation	Type	Source
16933887	PubMed citation	Europe PMC

Last Modified

11 January 2013