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CHEBI:65873 - Eunicea sesquiterpenoid 2

Default Structure
ChEBI IDCHEBI:65873
ChEBI NameEunicea sesquiterpenoid 2
Stars
ASCII NameEunicea sesquiterpenoid 2
DefinitionA eudesmane sesquiterpenoid in which the eudesmane skeleton is substituted with an α-hydroxy group at C-1 (eudesmane numbering) and a methylidene group at C-4, and includes a lactone ring formed between C-12 and a β-hydroxy group at C-6. It is isolated from Eunicea sp. and exhibits significant inhibitory effect upon the growth of the malarial parasite Plasmodium falciparum
Last Modified25 February 2013
DownloadsMolfile
FormulaC15H22O3
Net Charge0
Average Mass250.338
Monoisotopic Mass250.15689
SMILES[H][C@@]12OC(=O)[C@@H](C)[C@]1([H])CC[C@]1(C)[C@@H](O)CCC(=C)[C@@]21[H]
InChIInChI=1S/C15H22O3/c1-8-4-5-11(16)15(3)7-6-10-9(2)14(17)18-13(10)12(8)15/h9-13,16H,1,4-7H2,2-3H3/t9-,10-,11-,12-,13+,15+/m0/s1
InChIKeyJWBPWNWPEVPCMJ-JVFXBBKESA-N
Species of MetaboliteComponentSourceComments
Eunicea (ncbitaxon:86557) - PubMed (16180813)
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)
Eunicea sesquiterpenoid 2 (CHEBI:65873) has role antimalarial (CHEBI:38068)
Eunicea sesquiterpenoid 2 (CHEBI:65873) has role metabolite (CHEBI:25212)
Eunicea sesquiterpenoid 2 (CHEBI:65873) is a eudesmane sesquiterpenoid (CHEBI:62508)
Eunicea sesquiterpenoid 2 (CHEBI:65873) is a organic heterotricyclic compound (CHEBI:26979)
Eunicea sesquiterpenoid 2 (CHEBI:65873) is a secondary alcohol (CHEBI:35681)
Eunicea sesquiterpenoid 2 (CHEBI:65873) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(3S,3aS,5aS,6S,9aR,9bR)-6-hydroxy-3,5a-dimethyl-9-methylidenedecahydronaphtho[1,2-b]furan-2(3H)-one
Citations