CHEBI:65539 - caesalpinin C

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ChEBI Name caesalpinin C
ChEBI ID CHEBI:65539
Definition A tetracyclic diterpenoid isolated from the seed kernels of Caesalpinia crista that has been found to exhibit antimalarial activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C24H32O6
Net Charge 0
Average Mass 416.50730
Monoisotopic Mass 416.21989
InChI InChI=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
InChIKey MYVHVFGKOZGBLW-RAMHWAOYSA-N
SMILES [H][C@@]12CC[C@@]3(O)C(C)(C)[C@@H](C[C@H](OC(C)=O)[C@]3(C)[C@@]1([H])Cc1occc1C2=C)OC(C)=O
Metabolite of Species Details
Caesalpinia crista (NCBI:txid857495) Found in seed kernel (BTO:0000668). See: PubMed
Roles Classification
Biological Role(s): 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(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
10730213 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
15921414 PubMed citation Europe PMC
Last Modified
04 December 2012