2,2',4'-trihydroxy-6'-methoxy-3',5'-dimethylchalcone (CHEBI:66265)

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ChEBI Name	2,2',4'-trihydroxy-6'-methoxy-3',5'-dimethylchalcone

ChEBI ID	CHEBI:66265

Definition	A member of the class of chalcones that is 3',5'-dimethylchalcone substituted by hydroxy groups at positions 2, 2' and 4' and a methoxy group at position 6'. Isolated from Psorothamnus polydenius, it exhibits antiparasitic activity.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

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Formula

C18H18O5

Net Charge

Average Mass

314.33250

Monoisotopic Mass

314.11542

InChI

InChI=1S/C18H18O5/c1-10-16(21)11(2)18(23-3)15(17(10)22)14(20)9-8-12-6-4-5-7-13(12)19/h4-9,19,21-22H,1-3H3/b9-8+

InChIKey

SPWBEELZNSXNME-CMDGGOBGSA-N

SMILES

COc1c(C)c(O)c(C)c(O)c1C(=O)\C=C\c1ccccc1O

Metabolite of Species	Details
Cleistocalyx operculatus (IPNI:82151-3)	Found in flower bud (BTO:0000470). Combined methanolic extract of dried buds See: DOI
Psorothamnus polydenius (NCBI:txid248535)	Found in twig (BTO:0001411). See: PubMed
Psorothamnus polydenius (NCBI:txid248535)	Found in flower (BTO:0000469). See: PubMed
Psorothamnus polydenius (NCBI:txid248535)	Found in leaf (BTO:0000713). See: PubMed

Roles Classification
Biological Role(s):	antileishmanial agent An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania. trypanocidal drug A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida. metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

Application(s):	antileishmanial agent An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania. trypanocidal drug A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.

ChEBI Ontology
Outgoing	2,2',4'-trihydroxy-6'-methoxy-3',5'-dimethylchalcone (CHEBI:66265) has role antileishmanial agent (CHEBI:70868) 2,2',4'-trihydroxy-6'-methoxy-3',5'-dimethylchalcone (CHEBI:66265) has role metabolite (CHEBI:25212) 2,2',4'-trihydroxy-6'-methoxy-3',5'-dimethylchalcone (CHEBI:66265) has role trypanocidal drug (CHEBI:36335) 2,2',4'-trihydroxy-6'-methoxy-3',5'-dimethylchalcone (CHEBI:66265) is a chalcones (CHEBI:23086) 2,2',4'-trihydroxy-6'-methoxy-3',5'-dimethylchalcone (CHEBI:66265) is a monomethoxybenzene (CHEBI:25235) 2,2',4'-trihydroxy-6'-methoxy-3',5'-dimethylchalcone (CHEBI:66265) is a polyphenol (CHEBI:26195)

IUPAC Name

(2E)-1-(2,4-dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-(2-hydroxyphenyl)prop-2-en-1-one

Registry Number	Type	Source
10194818	Reaxys Registry Number	Reaxys

Citation	Type	Source
15679330	PubMed citation	Europe PMC

Last Modified

25 September 2013