EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:65544 - norcaesalpinin D

Default Structure
ChEBI IDCHEBI:65544
ChEBI Namenorcaesalpinin D
Stars
DefinitionA diterpenoid isolated from the seed kernels of Caesalpinia crista that has been found to exhibit antimalarial activity.
Last Modified7 November 2013
DownloadsMolfile
FormulaC25H32O9
Net Charge0
Average Mass476.522
Monoisotopic Mass476.20463
SMILES[H][C@]12Cc3occc3C(=O)[C@]1([H])CC[C@@]1(O)C(C)(C)[C@H](OC(C)=O)[C@H](OC(C)=O)[C@H](OC(C)=O)[C@]21C
InChIInChI=1S/C25H32O9/c1-12(26)32-20-21(33-13(2)27)23(4,5)25(30)9-7-15-17(24(25,6)22(20)34-14(3)28)11-18-16(19(15)29)8-10-31-18/h8,10,15,17,20-22,30H,7,9,11H2,1-6H3/t15-,17+,20+,21-,22+,24+,25-/m1/s1
InChIKeySJZIFWGVHGVKAH-AVZLBZSXSA-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)
norcaesalpinin D (CHEBI:65544) has role antimalarial (CHEBI:38068)
norcaesalpinin D (CHEBI:65544) has role metabolite (CHEBI:25212)
norcaesalpinin D (CHEBI:65544) is a acetate ester (CHEBI:47622)
norcaesalpinin D (CHEBI:65544) is a aromatic ketone (CHEBI:76224)
norcaesalpinin D (CHEBI:65544) is a cyclic ether (CHEBI:37407)
norcaesalpinin D (CHEBI:65544) is a diterpenoid (CHEBI:23849)
norcaesalpinin D (CHEBI:65544) is a enone (CHEBI:51689)
norcaesalpinin D (CHEBI:65544) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(1R,2S,3S,4aR,6aR,11aS,11bS)-4a-hydroxy-4,4,11b-trimethyl-7-oxo-1,2,3,4,4a,5,6,6a,7,11,11a,11b-dodecahydrophenanthro[3,2-b]furan-1,2,3-triyl triacetate
Registry NumbersSources
Reaxys:10735337Reaxys
Citations