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

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

ChEBI ID	CHEBI:66265
ChEBI Name	2,2',4'-trihydroxy-6'-methoxy-3',5'-dimethylchalcone
Stars
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.
Last Modified	25 September 2013
Downloads	Molfile

Formula	C18H18O5
Net Charge	0
Average Mass	314.337
Monoisotopic Mass	314.11542
SMILES	COc1c(C)c(O)c(C)c(O)c1C(=O)/C=C/c1ccccc1O
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

Species of Metabolite	Component	Source	Comments
Psorothamnus polydenius (ncbitaxon:248535)
	twig (BTO:0001411)	PubMed (15679330)
	leaf (BTO:0000713)	PubMed (15679330)
	flower (BTO:0000469)	PubMed (15679330)
Cleistocalyx operculatus (IPNI:82151-3)	flower bud (BTO:0000470)	DOI (10.1021/np1002753)	Combined methanolic extract of dried buds

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.

trypanocidal drug A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.

antileishmanial agent An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.

Applications:

trypanocidal drug A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.

antileishmanial agent An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.

ChEBI Ontology

Outgoing Relation(s)
	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 Numbers	Sources
Reaxys:10194818	Reaxys

Citations