CHEBI:66585 - lobohedleolide

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ChEBI Name lobohedleolide
ChEBI ID CHEBI:66585
Definition A cembrane diterpenoid isolated from Lobophytum hedleyi and Lobophytum. It exhibits anti-HIV-1 activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H26O4
Net Charge 0
Average Mass 330.41800
Monoisotopic Mass 330.18311
InChI InChI=1S/C20H26O4/c1-13-6-4-8-16(19(21)22)9-5-7-14(2)12-18-17(11-10-13)15(3)20(23)24-18/h6,9,12,17-18H,3-5,7-8,10-11H2,1-2H3,(H,21,22)/b13-6+,14-12+,16-9+/t17-,18-/m0/s1
InChIKey SORYERHBQFTRIK-AQJYKDKHSA-N
SMILES [H][C@@]12OC(=O)C(=C)[C@]1([H])CC\C(C)=C\CC\C(=C/CC\C(C)=C\2)C(O)=O
Metabolite of Species Details
Lobophytum (NCBI:txid205095) Aqueous extract See: PubMed
Lobophytum hedleyi (WORMS:292556) See: DOI
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): coral metabolite
Any animal metabolite produced during a metabolic reaction in corals (marine invertebrates).
anti-HIV-1 agent
An anti-HIV agent that destroys or inhibits the replication of HIV-1, the more infective and more virulent of the two types of HIV virus.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing lobohedleolide (CHEBI:66585) has role anti-HIV-1 agent (CHEBI:64947)
lobohedleolide (CHEBI:66585) has role coral metabolite (CHEBI:76498)
lobohedleolide (CHEBI:66585) is a γ-lactone (CHEBI:37581)
lobohedleolide (CHEBI:66585) is a cembrane diterpenoid (CHEBI:60687)
lobohedleolide (CHEBI:66585) is a monocarboxylic acid (CHEBI:25384)
IUPAC Name
(3aS,6E,10E,14E,15aS)-6,14-dimethyl-3-methylidene-2-oxo-2,3,3a,4,5,8,9,12,13,15a-decahydrocyclotetradeca[b]furan-10-carboxylic acid
Registry Numbers Types Sources
4709576 Reaxys Registry Number Reaxys
81026-38-2 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
10785433 PubMed citation Europe PMC
Last Modified
01 October 2014