CHEBI:66544 - lancilactone C

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ChEBI Name lancilactone C
ChEBI ID CHEBI:66544
Definition A terpene lactone isolated from the stems and roots of Kadsura lancilimba and has been shown to exhibit anti-HIV activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H40O4
Net Charge 0
Average Mass 464.63620
Monoisotopic Mass 464.29266
InChI InChI=1S/C30H40O4/c1-18(2)23-9-10-25-22(17-21(23)8-12-27(31)32)13-15-29(5)24(14-16-30(25,29)6)20(4)26-11-7-19(3)28(33)34-26/h7,9-10,17,20,24,26H,8,11-16H2,1-6H3,(H,31,32)/t20-,24+,26-,29+,30-/m0/s1
InChIKey TYAJEEFQBLTASC-NNIFVFKYSA-N
SMILES [H][C@]1(CC=C(C)C(=O)O1)[C@@H](C)[C@@]1([H])CC[C@@]2(C)C3=C(CC[C@]12C)C=C(CCC(O)=O)C(C=C3)=C(C)C
Metabolite of Species Details
Kadsura lancilimba (NCBI:txid105749) Found in stem (BTO:0001300). See: PubMed
Kadsura lancilimba (NCBI:txid105749) Found in root (BTO:0001188). See: PubMed
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): anti-HIV agent
An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing lancilactone C (CHEBI:66544) has role anti-HIV agent (CHEBI:64946)
lancilactone C (CHEBI:66544) has role metabolite (CHEBI:25212)
lancilactone C (CHEBI:66544) is a δ-lactone (CHEBI:18946)
lancilactone C (CHEBI:66544) is a monocarboxylic acid (CHEBI:25384)
lancilactone C (CHEBI:66544) is a terpene lactone (CHEBI:37668)
lancilactone C (CHEBI:66544) is a tricyclic triterpenoid (CHEBI:52340)
IUPAC Name
3-[(3R,3aR,10bR)-3a,10b-dimethyl-3-{(1S)-1-[(2S)-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl}-8-(propan-2-ylidene)-1,2,3,3a,4,5,8,10b-octahydrocyclohepta[e]inden-7-yl]propanoic acid
Registry Number Type Source
218915-17-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
37326375 PubMed citation Europe PMC
9917290 PubMed citation Europe PMC
Last Modified
17 August 2023