CHEBI:65735 - dehydrodiconiferyl dibenzoate

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ChEBI Name dehydrodiconiferyl dibenzoate
ChEBI ID CHEBI:65735
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C34H30O8
Net Charge 0
Average Mass 566.59720
Monoisotopic Mass 566.19407
InChI InChI=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+
InChIKey VSDDOTKKJQUPSV-MDZDMXLPSA-N
SMILES COc1cc(ccc1O)C1Oc2c(OC)cc(\C=C\COC(=O)c3ccccc3)cc2C1COC(=O)c1ccccc1
Metabolite of Species Details
Euterpe precatoria (NCBI:txid154480) Found in root (BTO:0001188). See: PubMed
Roles Classification
Biological Role(s): 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(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 benzoate ChEBI
Registry Number Type Source
9454646 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
12502338 PubMed citation Europe PMC
Last Modified
01 August 2013