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CHEBI:65473 - BE-23372M

Default Structure
ChEBI IDCHEBI:65473
ChEBI NameBE-23372M
Stars
DefinitionA 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.
Last Modified20 November 2012
DownloadsMolfile
FormulaC17H12O6
Net Charge0
Average Mass312.277
Monoisotopic Mass312.06339
SMILESO=C1OC(c2ccc(O)c(O)c2)=C/C1=C\c1ccc(O)c(O)c1
InChIInChI=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+
InChIKeyTZBZGNPXKXHFKI-VZUCSPMQSA-N
Species of MetaboliteComponentSourceComments
Rhizoctonia solani (ncbitaxon:456999) - PubMed (8175480) Strain: F23372
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.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
tyrosine kinase inhibitor  Any protein kinase inhibitor that interferes with the action of tyrosine kinase.
ChEBI Ontology
Outgoing Relation(s)
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
Registry NumbersSources
Reaxys:6849861Reaxys
CAS:145588-13-2ChemIDplus
Citations