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CHEBI:65737 - demethoxycurcumin

ChEBI IDCHEBI:65737
ChEBI Namedemethoxycurcumin
Stars
DefinitionA β-diketone that is curcumin in which one of the methoxy groups is replaced by hydrogen. It is found in Curcuma zedoaria and Etlingera elatior.
Last Modified3 August 2014
DownloadsMolfile
FormulaC20H18O5
Net Charge0
Average Mass338.359
Monoisotopic Mass338.11542
SMILESCOc1cc(/C=C/C(=O)CC(=O)/C=C/c2ccc(O)cc2)ccc1O
InChIInChI=1S/C20H18O5/c1-25-20-12-15(6-11-19(20)24)5-10-18(23)13-17(22)9-4-14-2-7-16(21)8-3-14/h2-12,21,24H,13H2,1H3/b9-4+,10-5+
InChIKeyHJTVQHVGMGKONQ-LUZURFALSA-N
Species of MetaboliteComponentSourceComments
Etlingera elatior (ncbitaxon:188493) rhizome (BTO:0001181) PubMed (15730265)
Curcuma zedoaria (ncbitaxon:136224) - PubMed (9868158)
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.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
demethoxycurcumin (CHEBI:65737) has role anti-inflammatory agent (CHEBI:67079)
demethoxycurcumin (CHEBI:65737) has role antineoplastic agent (CHEBI:35610)
demethoxycurcumin (CHEBI:65737) has role metabolite (CHEBI:25212)
demethoxycurcumin (CHEBI:65737) is a diarylheptanoid (CHEBI:78802)
demethoxycurcumin (CHEBI:65737) is a enone (CHEBI:51689)
demethoxycurcumin (CHEBI:65737) is a polyphenol (CHEBI:26195)
demethoxycurcumin (CHEBI:65737) is a β-diketone (CHEBI:67265)
IUPAC Name 
(1E,6E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
Synonyms  Source
(1E,6E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-1,6-heptadiene-3,5-dioneChEBI
feruloyl-p-hydroxycinnnamoylmethaneChEBI
curcuminIIChEBI
4-hydroxycinnamoyl(feruloyl)methaneChEBI
BHCFMChemIDplus
4-hydroxycinnamoyl(feroyl)methaneChemIDplus
UniProt Name  Source
demethoxycurcuminUniProt
Manual XrefsDatabases
C17742KEGG COMPOUND
CPD-12187MetaCyc
Registry NumbersSources
Reaxys:5589254Reaxys
CAS:22608-11-3KEGG COMPOUND
CAS:24939-17-1ChemIDplus
Citations