CHEBI:65877 - Eunicea sesquiterpenoid 7

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ChEBI Name Eunicea sesquiterpenoid 7
ChEBI ID CHEBI:65877
ChEBI ASCII Name Eunicea sesquiterpenoid 7
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H28O5
Net Charge 0
Average Mass 348.43330
Monoisotopic Mass 348.19367
InChI InChI=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
InChIKey WNLDPFSWPBREOU-SURQFZOFSA-N
SMILES CC(=O)[C@@H]1CCC(=C)C(=O)CC\C(C)=C\[C@@H]1OC(=O)\C=C\C(C)(C)O
Metabolite of Species Details
Eunicea (NCBI:txid86557) See: PubMed
Roles Classification
Biological Role(s): 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(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
15769483 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
16180813 PubMed citation Europe PMC
Last Modified
25 February 2013