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CHEBI:65648 - cochinchinone C

Default Structure
ChEBI IDCHEBI:65648
ChEBI Namecochinchinone C
Stars
DefinitionA polycyclic cage that is a prenylated-caged xanthone isolated from Cratoxylum cochinchinense and has been shown to exhibit antimalarial and antioxidant activities.
Last Modified31 July 2013
DownloadsMolfile
FormulaC24H26O6
Net Charge0
Average Mass410.466
Monoisotopic Mass410.17294
SMILES[H][C@@]12C[C@@]3(OC)C=C4C(=O)c5c(O)cccc5O[C@]41[C@@](CC=C(C)C)(OC2(C)C)C3=O
InChIInChI=1S/C24H26O6/c1-13(2)9-10-23-20(27)22(28-5)11-14-19(26)18-15(25)7-6-8-16(18)29-24(14,23)17(12-22)21(3,4)30-23/h6-9,11,17,25H,10,12H2,1-5H3/t17-,22-,23-,24+/m0/s1
InChIKeyXWFNYKWKDWAAMZ-OWYCYUENSA-N
Species of MetaboliteComponentSourceComments
Cratoxylum cochinchinense (ncbitaxon:271749) root (BTO:0001188) PubMed (16310231)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
ChEBI Ontology
Outgoing Relation(s)
cochinchinone C (CHEBI:65648) has role antimalarial (CHEBI:38068)
cochinchinone C (CHEBI:65648) has role antioxidant (CHEBI:22586)
cochinchinone C (CHEBI:65648) has role metabolite (CHEBI:25212)
cochinchinone C (CHEBI:65648) is a cyclic ether (CHEBI:37407)
cochinchinone C (CHEBI:65648) is a cyclic ketone (CHEBI:3992)
cochinchinone C (CHEBI:65648) is a phenols (CHEBI:33853)
cochinchinone C (CHEBI:65648) is a polycyclic cage (CHEBI:33640)
IUPAC Name 
(1R,3aS,5R,12aS)-8-hydroxy-5-methoxy-3,3-dimethyl-1-(3-methylbut-2-en-1-yl)-3,3a,4,5-tetrahydro-7H-1,5-methanofuro[3,4-d]xanthene-7,13-dione
Registry NumbersSources
Reaxys:10389050Reaxys
Citations