CHEBI:70659 - 2',4'-dihydroxy-3'-methyl-6'-methoxychalcone

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ChEBI Name 2',4'-dihydroxy-3'-methyl-6'-methoxychalcone
ChEBI ID CHEBI:70659
Definition A member of the class of chalcones that is trans-chalcone substituted by a methyl group at position 3', hydroxy groups at positions 2' and 4' and a methoxy group at position 6'. Isolated from the buds of Cleistocalyx operculatus, it has been shown to exhibit inhibitory effects on the viral neuraminidases from two influenza viral strains, H1N1 and H9N2.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ZINC000096086436
Download Molfile XML SDF
Formula C17H16O4
Net Charge 0
Average Mass 284.30650
Monoisotopic Mass 284.10486
InChI InChI=1S/C17H16O4/c1-11-14(19)10-15(21-2)16(17(11)20)13(18)9-8-12-6-4-3-5-7-12/h3-10,19-20H,1-2H3/b9-8+
InChIKey JUZVHLGKYJTCKP-CMDGGOBGSA-N
SMILES COc1cc(O)c(C)c(O)c1C(=O)\C=C\c1ccccc1
Metabolite of Species Details
Cleistocalyx operculatus (IPNI:82151-3) Found in flower bud (BTO:0000470). Combined methanolic extract of dried buds See: DOI
Roles Classification
Biological Role(s): EC 3.2.1.18 (exo-alpha-sialidase) inhibitor
An antiviral drug targeted at influenza viruses. Its mode of action consists of blocking the function of the viral neuraminidase protein (EC 3.2.1.18), thus preventing the virus from budding from the host cell.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): EC 3.2.1.18 (exo-alpha-sialidase) inhibitor
An antiviral drug targeted at influenza viruses. Its mode of action consists of blocking the function of the viral neuraminidase protein (EC 3.2.1.18), thus preventing the virus from budding from the host cell.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 2',4'-dihydroxy-3'-methyl-6'-methoxychalcone (CHEBI:70659) has functional parent trans-chalcone (CHEBI:48965)
2',4'-dihydroxy-3'-methyl-6'-methoxychalcone (CHEBI:70659) has role EC 3.2.1.18 (exo-α-sialidase) inhibitor (CHEBI:52425)
2',4'-dihydroxy-3'-methyl-6'-methoxychalcone (CHEBI:70659) has role plant metabolite (CHEBI:76924)
2',4'-dihydroxy-3'-methyl-6'-methoxychalcone (CHEBI:70659) is a chalcones (CHEBI:23086)
2',4'-dihydroxy-3'-methyl-6'-methoxychalcone (CHEBI:70659) is a monomethoxybenzene (CHEBI:25235)
2',4'-dihydroxy-3'-methyl-6'-methoxychalcone (CHEBI:70659) is a resorcinols (CHEBI:33572)
IUPAC Name
(2E)-1-(2,4-dihydroxy-6-methoxy-3-methylphenyl)-3-phenylprop-2-en-1-one
Synonym Source
stercurensin ChEBI
Registry Number Type Source
4489711 Reaxys Registry Number Reaxys
Citation Type Source
20886838 PubMed citation Europe PMC
Last Modified
01 October 2014