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

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ChEBI Name 2',4'-dihydroxy-3'-(2-hydroxy benzyl)-6'-methoxy chalcone
ChEBI ID CHEBI:65777
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C23H20O5
Net Charge 0
Average Mass 376.40190
Monoisotopic Mass 376.13107
InChI InChI=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+
InChIKey IVKGLRZLTNXWKF-VAWYXSNFSA-N
SMILES COc1cc(O)c(Cc2ccccc2O)c(O)c1C(=O)\C=C\c1ccccc1
Metabolite of Species Details
Ellipeiopsis cherrevensis (NCBI:txid672959) Found in aerial part (BTO:0001658). See: PubMed
Roles Classification
Biological Role(s): 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.
Application(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
4564762 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
16833018 PubMed citation Europe PMC
Last Modified
09 January 2013