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CHEBI:65735 - dehydrodiconiferyl dibenzoate

ChEBI IDCHEBI:65735
ChEBI Namedehydrodiconiferyl dibenzoate
Stars
DefinitionA lignan that is 2,3-dihydro-1-benzofuran substituted by a (benzoyloxy)methyl group at position 3, a 4-hydroxy-3-methoxyphenyl group at position 2, a methoxy group at position 7 and a 3-(benzoyloxy)prop-1-en-1-yl group at position 5. It is isolated as a racemate from Euterpe precatoria and exhibits antiplasmodial activity.
Last Modified1 August 2013
DownloadsMolfile
FormulaC34H30O8
Net Charge0
Average Mass566.606
Monoisotopic Mass566.19407
SMILESCOc1cc(C2Oc3c(OC)cc(/C=C/COC(=O)c4ccccc4)cc3C2COC(=O)c2ccccc2)ccc1O
InChIInChI=1S/C34H30O8/c1-38-29-20-25(15-16-28(29)35)31-27(21-41-34(37)24-13-7-4-8-14-24)26-18-22(19-30(39-2)32(26)42-31)10-9-17-40-33(36)23-11-5-3-6-12-23/h3-16,18-20,27,31,35H,17,21H2,1-2H3/b10-9+
InChIKeyVSDDOTKKJQUPSV-MDZDMXLPSA-N
Species of MetaboliteComponentSourceComments
Euterpe precatoria (ncbitaxon:154480) root (BTO:0001188) PubMed (12502338)
Roles Classification
Biological Roles:
antiplasmodial drug  An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antiplasmodial drug  An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.
ChEBI Ontology
Outgoing Relation(s)
dehydrodiconiferyl dibenzoate (CHEBI:65735) has role antiplasmodial drug (CHEBI:64915)
dehydrodiconiferyl dibenzoate (CHEBI:65735) has role metabolite (CHEBI:25212)
dehydrodiconiferyl dibenzoate (CHEBI:65735) is a 1-benzofurans (CHEBI:38830)
dehydrodiconiferyl dibenzoate (CHEBI:65735) is a aromatic ether (CHEBI:35618)
dehydrodiconiferyl dibenzoate (CHEBI:65735) is a benzoate ester (CHEBI:36054)
dehydrodiconiferyl dibenzoate (CHEBI:65735) is a lignan (CHEBI:25036)
dehydrodiconiferyl dibenzoate (CHEBI:65735) is a phenols (CHEBI:33853)
IUPAC Name 
(2E)-3-{3-[(benzoyloxy)methyl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl}prop-2-en-1-yl benzoate
Synonym  Source
rac-(2E)-3-{3-[(benzoyloxy)methyl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl}prop-2-en-1-yl benzoateChEBI
Registry NumbersSources
Reaxys:9454646Reaxys
Citations