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CHEBI:65777 - 2',4'-dihydroxy-3'-(2-hydroxy benzyl)-6'-methoxy chalcone

ChEBI IDCHEBI:65777
ChEBI Name2',4'-dihydroxy-3'-(2-hydroxy benzyl)-6'-methoxy chalcone
Stars
DefinitionA member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 2' and 4', 2-hydroxy benzyl group at position 3' and methoxy group at position 6'. It is isolated from the aerial parts of Ellipeiopsis cherrevensis and exhibits antibacterial, antimalarial and antineoplastic activity.
Last Modified9 January 2013
DownloadsMolfile
FormulaC23H20O5
Net Charge0
Average Mass376.408
Monoisotopic Mass376.13107
SMILESCOc1cc(O)c(Cc2ccccc2O)c(O)c1C(=O)/C=C/c1ccccc1
InChIInChI=1S/C23H20O5/c1-28-21-14-20(26)17(13-16-9-5-6-10-18(16)24)23(27)22(21)19(25)12-11-15-7-3-2-4-8-15/h2-12,14,24,26-27H,13H2,1H3/b12-11+
InChIKeyIVKGLRZLTNXWKF-VAWYXSNFSA-N
Species of MetaboliteComponentSourceComments
Ellipeiopsis cherrevensis (ncbitaxon:672959) aerial part (BTO:0001658) PubMed (16833018)
Roles Classification
Biological Roles:
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
2',4'-dihydroxy-3'-(2-hydroxy benzyl)-6'-methoxy chalcone (CHEBI:65777) has functional parent trans-chalcone (CHEBI:48965)
2',4'-dihydroxy-3'-(2-hydroxy benzyl)-6'-methoxy chalcone (CHEBI:65777) has role antibacterial agent (CHEBI:33282)
2',4'-dihydroxy-3'-(2-hydroxy benzyl)-6'-methoxy chalcone (CHEBI:65777) has role antimalarial (CHEBI:38068)
2',4'-dihydroxy-3'-(2-hydroxy benzyl)-6'-methoxy chalcone (CHEBI:65777) has role antineoplastic agent (CHEBI:35610)
2',4'-dihydroxy-3'-(2-hydroxy benzyl)-6'-methoxy chalcone (CHEBI:65777) has role metabolite (CHEBI:25212)
2',4'-dihydroxy-3'-(2-hydroxy benzyl)-6'-methoxy chalcone (CHEBI:65777) is a chalcones (CHEBI:23086)
2',4'-dihydroxy-3'-(2-hydroxy benzyl)-6'-methoxy chalcone (CHEBI:65777) is a resorcinols (CHEBI:33572)
IUPAC Name 
(2E)-1-[2,4-dihydroxy-3-(2-hydroxybenzyl)-6-methoxyphenyl]-3-phenylprop-2-en-1-one
Registry NumbersSources
Reaxys:4564762Reaxys
Citations