CHEBI:66587 - 17-dimethylaminolobohedleolide

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 17-dimethylaminolobohedleolide
ChEBI ID CHEBI:66587
Definition A cembrane diterpenoid isolated from Lobophytum and shown to have anti-HIV-1 activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C22H33NO4
Net Charge 0
Average Mass 375.50170
Monoisotopic Mass 375.24096
InChI InChI=1S/C22H33NO4/c1-15-7-5-9-17(21(24)25)10-6-8-16(2)13-20-18(12-11-15)19(14-23(3)4)22(26)27-20/h7,10,13,18-20H,5-6,8-9,11-12,14H2,1-4H3,(H,24,25)/b15-7+,16-13+,17-10-/t18-,19-,20-/m0/s1
InChIKey HRPBIJBOFQXOTL-JEJSWHNFSA-N
SMILES [H][C@@]12CC\C(C)=C\CC\C(=C\CC\C(C)=C\[C@]1([H])OC(=O)[C@H]2CN(C)C)C(O)=O
Metabolite of Species Details
Lobophytum (NCBI:txid205095) Aqueous extract See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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 17-dimethylaminolobohedleolide (CHEBI:66587) has role anti-HIV-1 agent (CHEBI:64947)
17-dimethylaminolobohedleolide (CHEBI:66587) has role coral metabolite (CHEBI:76498)
17-dimethylaminolobohedleolide (CHEBI:66587) is a γ-lactone (CHEBI:37581)
17-dimethylaminolobohedleolide (CHEBI:66587) is a cembrane diterpenoid (CHEBI:60687)
17-dimethylaminolobohedleolide (CHEBI:66587) is a monocarboxylic acid (CHEBI:25384)
17-dimethylaminolobohedleolide (CHEBI:66587) is a tertiary amine (CHEBI:32876)
IUPAC Name
(3R,3aS,6E,10E,14E,15aR)-3-[(dimethylamino)methyl]-6,14-dimethyl-2-oxo-2,3,3a,4,5,8,9,12,13,15a-decahydrocyclotetradeca[b]furan-10-carboxylic acid
Registry Number Type Source
8589733 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
10785433 PubMed citation Europe PMC
Last Modified
01 October 2014