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CHEBI:66072 - indicanone

ChEBI IDCHEBI:66072
ChEBI Nameindicanone
Stars
DefinitionA guaiane sesquiterpenoid that is 4,5,6,7-tetrahydroazulen-2(1H)-one substituted by a hydroxymethyl group at position 8, a methyl group at position 3 and an isopropenyl group at position 5. Isolated from the roots of Wikstroemia indica, it exhibits antiinflammatory activity.
Last Modified28 February 2013
DownloadsMolfile
FormulaC15H20O2
Net Charge0
Average Mass232.323
Monoisotopic Mass232.14633
SMILESC=C(C)[C@@H]1CCC(CO)=C2CC(=O)C(C)=C2C1
InChIInChI=1S/C15H20O2/c1-9(2)11-4-5-12(8-16)14-7-15(17)10(3)13(14)6-11/h11,16H,1,4-8H2,2-3H3/t11-/m1/s1
InChIKeyBIWBNAFBKLFTGT-LLVKDONJSA-N
Species of MetaboliteComponentSourceComments
Wikstroemia indica (ncbitaxon:714517) root (BTO:0001188) PubMed (15635251)
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.
EC 1.14.13.39 (nitric oxide synthase) inhibitor  An EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor that interferes with the action of nitric oxide synthase (EC 1.14.13.39).
Application:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
indicanone (CHEBI:66072) has role anti-inflammatory agent (CHEBI:67079)
indicanone (CHEBI:66072) has role EC 1.14.13.39 (nitric oxide synthase) inhibitor (CHEBI:61908)
indicanone (CHEBI:66072) has role metabolite (CHEBI:25212)
indicanone (CHEBI:66072) is a guaiane sesquiterpenoid (CHEBI:36744)
indicanone (CHEBI:66072) is a primary alcohol (CHEBI:15734)
IUPAC Name 
(5R)-8-(hydroxymethyl)-3-methyl-5-(prop-1-en-2-yl)-4,5,6,7-tetrahydroazulen-2(1H)-one
Synonym  Source
(+)-indicanoneChEBI
Registry NumbersSources
Reaxys:22726878Reaxys
Citations