EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:65540 - caesalpinin D

ChEBI IDCHEBI:65540
ChEBI Namecaesalpinin D
Stars
DefinitionA diterpenoid lactone isolated from the seed kernels of Caesalpinia crista that has been found to exhibit antimalarial activity.
Last Modified4 December 2012
DownloadsMolfile
FormulaC24H30O8
Net Charge0
Average Mass446.496
Monoisotopic Mass446.19407
SMILES[H][C@@]12Cc3occc3[C@@]3([H])C(=O)O[C@@]([H])([C@H](OC(C)=O)[C@@]4(O)C(C)(C)CC[C@H](OC(C)=O)[C@]14C)[C@]23[H]
InChIInChI=1S/C24H30O8/c1-11(25)30-16-6-8-22(3,4)24(28)20(31-12(2)26)19-18-14(23(16,24)5)10-15-13(7-9-29-15)17(18)21(27)32-19/h7,9,14,16-20,28H,6,8,10H2,1-5H3/t14-,16-,17+,18+,19+,20-,23-,24+/m0/s1
InChIKeyQAYOIGPJKWWLOT-WXRFRXGMSA-N
Species of MetaboliteComponentSourceComments
Caesalpinia crista (ncbitaxon:857495) seed kernel (BTO:0000668) PubMed (15921414)
Roles Classification
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)
caesalpinin D (CHEBI:65540) has role antimalarial (CHEBI:38068)
caesalpinin D (CHEBI:65540) has role metabolite (CHEBI:25212)
caesalpinin D (CHEBI:65540) is a acetate ester (CHEBI:47622)
caesalpinin D (CHEBI:65540) is a cyclic ether (CHEBI:37407)
caesalpinin D (CHEBI:65540) is a diterpene lactone (CHEBI:49193)
caesalpinin D (CHEBI:65540) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(3bS,5aR,6S,6aR,10S,10aS,10bS,10cR)-6a-hydroxy-7,7,10a-trimethyl-4-oxo-3b,5a,6,6a,7,8,9,10,10a,10b,10c,11-dodecahydro-4H-phenanthro[3,2-b:10,1-b'c']difuran-6,10-diyl diacetate
Registry NumbersSources
Reaxys:10734902Reaxys
Citations