CHEBI:66703 - (R)-4''-methoxydalbergione

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ChEBI Name (R)-4''-methoxydalbergione
ChEBI ID CHEBI:66703
ChEBI ASCII Name (R)-4''-methoxydalbergione
Definition A member of the class of 1,4-benzoquinones that is p-benzoquinone substituted by a methoxy group at position 2 and a 1-phenylallyl group at position 5. Isolated from the heartwood of Dalbergia louveli, it exhibits antiplasmodial activity.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C16H14O3
Net Charge 0
Average Mass 254.281
Monoisotopic Mass 254.09429
InChI InChI=1S/C16H14O3/c1-3-12(11-7-5-4-6-8-11)13-9-15(18)16(19-2)10-14(13)17/h3-10,12H,1H2,2H3/t12-/m1/s1
InChIKey RGSUZUQISVAJJF-GFCCVEGCSA-N
SMILES C=1(C(C=C([C@@H](C2=CC=CC=C2)C=C)C(C1)=O)=O)OC
Metabolite of Species Details
Dalbergia louveli (IPNI:490305-1) Found in heartwood (PO:0004512). 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.
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ChEBI Ontology
Outgoing (R)-4''-methoxydalbergione (CHEBI:66703) has role antiplasmodial drug (CHEBI:64915)
(R)-4''-methoxydalbergione (CHEBI:66703) has role metabolite (CHEBI:25212)
(R)-4''-methoxydalbergione (CHEBI:66703) is a 1,4-benzoquinones (CHEBI:132124)
(R)-4''-methoxydalbergione (CHEBI:66703) is a enol ether (CHEBI:47985)
IUPAC Name
2-methoxy-5-[(1R)-1-phenylprop-2-en-1-yl]cyclohexa-2,5-diene-1,4-dione
Synonyms Sources
(R)-4-methoxydalbergione ChEBI
2-methoxy-5-(1-phenylallyl)-4-benzoquinone ChemIDplus
2-methoxy-5-(1-phenylallyl)-p-benzoquinone ChemIDplus
Manual Xrefs Databases
C00002549 KNApSAcK
C10505 KEGG COMPOUND
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Registry Numbers Types Sources
2054297 Reaxys Registry Number Reaxys
28396-75-0 CAS Registry Number ChemIDplus
4646-86-0 CAS Registry Number KEGG COMPOUND
Citation Waiting for Citations Type Source
14640516 PubMed citation Europe PMC
Last Modified
03 June 2016