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CHEBI:65498 - bipinnatone A

Default Structure
ChEBI IDCHEBI:65498
ChEBI Namebipinnatone A
Stars
DefinitionA member of the class of dihydrochalones that is dihydrochalcone hydroxylated at C-2', C-4', C-6' and C-4 and substituted by a farnesyl group at C-3. It is isolated from the aerial parts of Boronia bipinnata and exhibits antimalarial activity.
Last Modified26 November 2012
DownloadsMolfile
FormulaC30H38O5
Net Charge0
Average Mass478.629
Monoisotopic Mass478.27192
SMILESCC(C)=CCC/C(C)=C/CC/C(C)=C/Cc1cc(CCC(=O)c2c(O)cc(O)cc2O)ccc1O
InChIInChI=1S/C30H38O5/c1-20(2)7-5-8-21(3)9-6-10-22(4)11-14-24-17-23(12-15-26(24)32)13-16-27(33)30-28(34)18-25(31)19-29(30)35/h7,9,11-12,15,17-19,31-32,34-35H,5-6,8,10,13-14,16H2,1-4H3/b21-9+,22-11+
InChIKeySJBBGMVJNAOUOI-VLURGLOZSA-N
Species of MetaboliteComponentSourceComments
Boronia bipinnata (IPNI:771577-1) aerial part (BTO:0001658) PubMed (18662038)
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.
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.
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)
bipinnatone A (CHEBI:65498) has role antimalarial (CHEBI:38068)
bipinnatone A (CHEBI:65498) has role metabolite (CHEBI:25212)
bipinnatone A (CHEBI:65498) is a dihydrochalcones (CHEBI:71230)
bipinnatone A (CHEBI:65498) is a polyphenol (CHEBI:26195)
IUPAC Name 
3-{4-hydroxy-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]phenyl}-1-(2,4,6-trihydroxyphenyl)propan-1-one
Registry NumbersSources
Reaxys:18863623Reaxys
Citations