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CHEBI:65539 - caesalpinin C

ChEBI IDCHEBI:65539
ChEBI Namecaesalpinin C
Stars
DefinitionA tetracyclic diterpenoid isolated from the seed kernels of Caesalpinia crista that has been found to exhibit antimalarial activity.
Last Modified4 December 2012
DownloadsMolfile
FormulaC24H32O6
Net Charge0
Average Mass416.514
Monoisotopic Mass416.21989
SMILES[H][C@]12Cc3occc3C(=C)[C@]1([H])CC[C@@]1(O)C(C)(C)[C@H](OC(C)=O)C[C@H](OC(C)=O)[C@]21C
InChIInChI=1S/C24H32O6/c1-13-16-7-9-24(27)22(4,5)20(29-14(2)25)12-21(30-15(3)26)23(24,6)18(16)11-19-17(13)8-10-28-19/h8,10,16,18,20-21,27H,1,7,9,11-12H2,2-6H3/t16-,18-,20+,21-,23-,24+/m0/s1
InChIKeyMYVHVFGKOZGBLW-RAMHWAOYSA-N
Species of MetaboliteComponentSourceComments
Caesalpinia crista (ncbitaxon:857495) seed kernel (BTO:0000668) PubMed (15921414)
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)
caesalpinin C (CHEBI:65539) has role antimalarial (CHEBI:38068)
caesalpinin C (CHEBI:65539) has role metabolite (CHEBI:25212)
caesalpinin C (CHEBI:65539) is a acetate ester (CHEBI:47622)
caesalpinin C (CHEBI:65539) is a cyclic ether (CHEBI:37407)
caesalpinin C (CHEBI:65539) is a tertiary alcohol (CHEBI:26878)
caesalpinin C (CHEBI:65539) is a tetracyclic diterpenoid (CHEBI:52557)
IUPAC Name 
(1S,3R,4aR,6aR,11aS,11bS)-4a-hydroxy-4,4,11b-trimethyl-7-methylidene-1,2,3,4,4a,5,6,6a,7,11,11a,11b-dodecahydrophenanthro[3,2-b]furan-1,3-diyl diacetate
Registry NumbersSources
Reaxys:10730213Reaxys
Citations