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CHEBI:65877 - Eunicea sesquiterpenoid 7

ChEBI IDCHEBI:65877
ChEBI NameEunicea sesquiterpenoid 7
Stars
ASCII NameEunicea sesquiterpenoid 7
DefinitionA sesquiterpenoid that is a carboxylic ester obtained by the formal condensation of the 6-hydroxy group of cyclodec-4-en-1-one which is also substituted by an acetyl, a methyl and a methylidene group at positions 7, 4 and 10 respectively with the carboxy group of pent-2-enoic acid substituted with a hydroxy and a methyl group at position 4. It is an antiplasmodial drug isolated from a Caribbean gorgonian coral Eunicea sp.
Last Modified25 February 2013
DownloadsMolfile
FormulaC20H28O5
Net Charge0
Average Mass348.439
Monoisotopic Mass348.19367
SMILESC=C1CC[C@@H](C(C)=O)[C@@H](OC(=O)/C=C/C(C)(C)O)/C=C(\C)CCC1=O
InChIInChI=1S/C20H28O5/c1-13-6-9-17(22)14(2)7-8-16(15(3)21)18(12-13)25-19(23)10-11-20(4,5)24/h10-12,16,18,24H,2,6-9H2,1,3-5H3/b11-10+,13-12+/t16-,18-/m0/s1
InChIKeyWNLDPFSWPBREOU-SURQFZOFSA-N
Species of MetaboliteComponentSourceComments
Eunicea (ncbitaxon:86557) - PubMed (16180813)
Roles Classification
Biological Roles:
antiplasmodial drug  An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antiplasmodial drug  An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.
ChEBI Ontology
Outgoing Relation(s)
Eunicea sesquiterpenoid 7 (CHEBI:65877) has role antiplasmodial drug (CHEBI:64915)
Eunicea sesquiterpenoid 7 (CHEBI:65877) has role metabolite (CHEBI:25212)
Eunicea sesquiterpenoid 7 (CHEBI:65877) is a carboxylic ester (CHEBI:33308)
Eunicea sesquiterpenoid 7 (CHEBI:65877) is a cyclic ketone (CHEBI:3992)
Eunicea sesquiterpenoid 7 (CHEBI:65877) is a sesquiterpenoid (CHEBI:26658)
Eunicea sesquiterpenoid 7 (CHEBI:65877) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(1S,2E,10R)-10-acetyl-3-methyl-7-methylidene-6-oxocyclodec-2-en-1-yl (2E)-4-hydroxy-4-methylpent-2-enoate
Registry NumbersSources
Reaxys:15769483Reaxys
Citations