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

Default Structure
ChEBI IDCHEBI:66265
ChEBI Name2,2',4'-trihydroxy-6'-methoxy-3',5'-dimethylchalcone
Stars
DefinitionA 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 Modified25 September 2013
DownloadsMolfile
FormulaC18H18O5
Net Charge0
Average Mass314.337
Monoisotopic Mass314.11542
SMILESCOc1c(C)c(O)c(C)c(O)c1C(=O)/C=C/c1ccccc1O
InChIInChI=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+
InChIKeySPWBEELZNSXNME-CMDGGOBGSA-N
Species of MetaboliteComponentSourceComments
Cleistocalyx operculatus (IPNI:82151-3) flower bud (BTO:0000470) DOI (10.1021/np1002753) Combined methanolic extract of dried buds
Psorothamnus polydenius (ncbitaxon:248535)
twig (BTO:0001411) PubMed (15679330)
flower (BTO:0000469) PubMed (15679330)
leaf (BTO:0000713) PubMed (15679330)
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.
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.
Applications:
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 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 NumbersSources
Reaxys:10194818Reaxys
Citations