CHEBI:66172 - sappanchalcone

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ChEBI Name sappanchalcone
Definition A member of the class of chalcones that consists of trans-chalcone substituted by hydroxy groups at positions 3, 4 and 4' and a methoxy group at position 2'. Isolated from Caesalpinia sappan, it exhibits neuroprotective and cytoprotective activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C16H14O5
Net Charge 0
Average Mass 286.27940
Monoisotopic Mass 286.08412
InChI InChI=1S/C16H14O5/c1-21-16-9-11(17)4-5-12(16)13(18)6-2-10-3-7-14(19)15(20)8-10/h2-9,17,19-20H,1H3/b6-2+
SMILES COc1cc(O)ccc1C(=O)\C=C\c1ccc(O)c(O)c1
Metabolite of Species Details
Caesalpinia sappan (NCBI:txid483143) Found in heartwood (PO:0004512). See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
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): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
anti-allergic agent
A drug used to treat allergic reactions.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sappanchalcone (CHEBI:66172) has functional parent trans-chalcone (CHEBI:48965)
sappanchalcone (CHEBI:66172) has role anti-allergic agent (CHEBI:50857)
sappanchalcone (CHEBI:66172) has role anti-inflammatory agent (CHEBI:67079)
sappanchalcone (CHEBI:66172) has role antioxidant (CHEBI:22586)
sappanchalcone (CHEBI:66172) has role metabolite (CHEBI:25212)
sappanchalcone (CHEBI:66172) is a catechols (CHEBI:33566)
sappanchalcone (CHEBI:66172) is a chalcones (CHEBI:23086)
sappanchalcone (CHEBI:66172) is a monomethoxybenzene (CHEBI:25235)
Synonym Source
3,4,4'-trihydroxy-2'-methoxychalcone ChEBI
Manual Xrefs Databases
KR20070060715 Patent
KR20120007809 Patent
WO2007066928 Patent
View more database links
Registry Numbers Types Sources
5968372 Reaxys Registry Number Reaxys
94344-54-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
19173220 PubMed citation Europe PMC
19420770 PubMed citation Europe PMC
20621084 PubMed citation Europe PMC
21963806 PubMed citation Europe PMC
Last Modified
25 April 2013