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CHEBI:66304 - rhinacanthin D

ChEBI IDCHEBI:66304
ChEBI Namerhinacanthin D
Stars
DefinitionA carboxylic ester obtained by the formal condensation of 2-hydroxy-3-(3-hydroxy-2,2-dimethylpropyl)naphthalene-1,4-dione with 1,3-benzodioxole-5-carboxylic acid. Isolated from Rhinacanthus nasutus, it exhibits antiviral activity.
Last Modified9 June 2016
DownloadsMolfile
FormulaC23H20O7
Net Charge0
Average Mass408.406
Monoisotopic Mass408.12090
SMILESCC(C)(COC(=O)c1ccc2c(c1)OCO2)CC1=C(O)C(=O)c2ccccc2C1=O
InChIInChI=1S/C23H20O7/c1-23(2,11-28-22(27)13-7-8-17-18(9-13)30-12-29-17)10-16-19(24)14-5-3-4-6-15(14)20(25)21(16)26/h3-9,26H,10-12H2,1-2H3
InChIKeyQWHPVCGUVBLEQF-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Rhinacanthus nasutus (ncbitaxon:537489) - PubMed (8792629)
Roles Classification
Biological Roles:
antiviral agent  A substance that destroys or inhibits replication of viruses.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
anti-allergic agent  A drug used to treat allergic reactions.
ChEBI Ontology
Outgoing Relation(s)
rhinacanthin D (CHEBI:66304) has role anti-allergic agent (CHEBI:50857)
rhinacanthin D (CHEBI:66304) has role antiviral agent (CHEBI:22587)
rhinacanthin D (CHEBI:66304) has role metabolite (CHEBI:25212)
rhinacanthin D (CHEBI:66304) is a benzodioxoles (CHEBI:38298)
rhinacanthin D (CHEBI:66304) is a carboxylic ester (CHEBI:33308)
rhinacanthin D (CHEBI:66304) is a enol (CHEBI:33823)
rhinacanthin D (CHEBI:66304) is a hydroxy-1,4-naphthoquinone (CHEBI:132157)
IUPAC Name 
3-(3-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-2,2-dimethylpropyl 1,3-benzodioxole-5-carboxylate
Registry NumbersSources
Reaxys:7726066Reaxys
CAS:179461-46-2ChemIDplus
Citations