CHEBI:70658 - 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone

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ChEBI Name 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone
ChEBI ID CHEBI:70658
Definition A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 2' and 4', a methoxy group at position 6' and methyl groups at positions 3' and 5'. 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.
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Formula C18H18O4
Net Charge 0
Average Mass 298.33310
Monoisotopic Mass 298.12051
InChI InChI=1S/C18H18O4/c1-11-16(20)12(2)18(22-3)15(17(11)21)14(19)10-9-13-7-5-4-6-8-13/h4-10,20-21H,1-3H3/b10-9+
InChIKey TZEQDSMFACWASC-MDZDMXLPSA-N
SMILES COc1c(C)c(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): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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.
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-6'-methoxy-3',5'-dimethylchalcone (CHEBI:70658) has functional parent trans-chalcone (CHEBI:48965)
2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone (CHEBI:70658) has role EC 3.2.1.18 (exo-α-sialidase) inhibitor (CHEBI:52425)
2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone (CHEBI:70658) has role plant metabolite (CHEBI:76924)
2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone (CHEBI:70658) is a chalcones (CHEBI:23086)
2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone (CHEBI:70658) is a monomethoxybenzene (CHEBI:25235)
2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone (CHEBI:70658) is a resorcinols (CHEBI:33572)
IUPAC Name
(2E)-1-(2,4-dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenylprop-2-en-1-one
Registry Number Type Source
2293432 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
20886838 PubMed citation Europe PMC
Last Modified
01 October 2014