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

ChEBI IDCHEBI:66703
ChEBI Name(R)-4''-methoxydalbergione
Stars
ASCII Name(R)-4''-methoxydalbergione
DefinitionA 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.
Last Modified3 June 2016
DownloadsMolfile
FormulaC16H14O3
Net Charge0
Average Mass254.285
Monoisotopic Mass254.09429
SMILESC=C[C@@H](C1=CC(=O)C(OC)=CC1=O)c1ccccc1
InChIInChI=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
InChIKeyRGSUZUQISVAJJF-GFCCVEGCSA-N
Species of MetaboliteComponentSourceComments
Dalbergia louveli (IPNI:490305-1) heartwood (PO:0004512) PubMed (14640516)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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.
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)
(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  Source
(R)-4-methoxydalbergioneChEBI
2-methoxy-5-(1-phenylallyl)-p-benzoquinoneChemIDplus
2-methoxy-5-(1-phenylallyl)-4-benzoquinoneChemIDplus
Manual XrefsDatabases
C10505KEGG COMPOUND
C00002549KNApSAcK
Registry NumbersSources
Reaxys:2054297Reaxys
CAS:28396-75-0ChemIDplus
CAS:4646-86-0KEGG COMPOUND
Citations