BE-23372M (CHEBI:65473)

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ChEBI Name	BE-23372M

ChEBI ID	CHEBI:65473

Definition	A butenolide that is furan-2(3H)-one substituted by a 3,4-dihydroxybenzylidene group at position 3 and a 3,4-dihydroxyphenyl group at position 5 (the 3E stereoisomer). It is isolated from the fermentation broth of the fungal strain Rhizoctonia solani F23372 and has been found to possess significant tyrosine kinase inhibitory potential. It also inhibits the growth of A431 human epidermoid carcinoma and MKN-7 human stomach cancer cell lines.

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

Supplier Information

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Formula

C17H12O6

Net Charge

Average Mass

312.27360

Monoisotopic Mass

312.06339

InChI

InChI=1S/C17H12O6/c18-12-3-1-9(6-14(12)20)5-11-8-16(23-17(11)22)10-2-4-13(19)15(21)7-10/h1-8,18-21H/b11-5+

InChIKey

TZBZGNPXKXHFKI-VZUCSPMQSA-N

SMILES

Oc1ccc(cc1O)\C=C1/C=C(OC1=O)c1ccc(O)c(O)c1

Metabolite of Species	Details
Rhizoctonia solani (NCBI:txid456999)	of strain F23372 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. tyrosine kinase inhibitor Any protein kinase inhibitor that interferes with the action of tyrosine kinase. antimicrobial agent A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.

ChEBI Ontology
Outgoing	BE-23372M (CHEBI:65473) has role antimicrobial agent (CHEBI:33281) BE-23372M (CHEBI:65473) has role metabolite (CHEBI:25212) BE-23372M (CHEBI:65473) has role tyrosine kinase inhibitor (CHEBI:38637) BE-23372M (CHEBI:65473) is a butenolide (CHEBI:50523) BE-23372M (CHEBI:65473) is a polyphenol (CHEBI:26195)

IUPAC Name

(3E)-3-(3,4-dihydroxybenzylidene)-5-(3,4-dihydroxyphenyl)furan-2(3H)-one

Last Modified

20 November 2012