(3R,3aR,10bR)-3-((1S)-1-((2S)-3,6-Dihydro-5-methyl-6-oxo-2H-pyran-2-yl)ethyl)-1,2,3,3a,4,5,8,10b-octahydro-3a,10b-dimethyl-8-(1-methylethylidene)cyclohept(e)indene-7-propanoic acid
Basic information
- CAS
218915-17-4- Standard SMILES
CC1=CC[C@@H]([C@@H](C)[C@H]2CC[C@@]3(C)C4=C(C=C(CCC(=O)O)C(=C(C)C)C=C4)CC[C@]23C)OC1=O- InChIKey
TYAJEEFQBLTASC-NNIFVFKYSA-N- Molecular formula
- C30H40O4
- Average molar mass
- 464.6 g/mol
- Monoisotopic mass
- 464.29265975
Overview
Lancilactone C is a terpene lactone isolated from the stems and roots of Kadsura lancilimba and has been shown to exhibit anti-HIV activity. It has a role as a metabolite and an anti-HIV agent. It is a delta-lactone, a monocarboxylic acid, a terpene lactone and a tricyclic triterpenoid.
Names & identifiers
- Preferred name
- (3R,3aR,10bR)-3-((1S)-1-((2S)-3,6-Dihydro-5-methyl-6-oxo-2H-pyran-2-yl)ethyl)-1,2,3,3a,4,5,8,10b-octahydro-3a,10b-dimethyl-8-(1-methylethylidene)cyclohept(e)indene-7-propanoic acid
- IUPAC
- 3-[(3R,3aR,10bR)-3a,10b-dimethyl-3-[(1S)-1-[(2S)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-8-propan-2-ylidene-2,3,4,5-tetrahydro-1H-cyclohepta[e]inden-7-yl]propanoic acid
Names & synonyms
Lancilactone C218915-17-4CHEBI:665443-[(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 acidlancilactone-C3-((3R,3aR,10bR)-3a,10b-dimethyl-3-((1S)-1-((2S)-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl)-8-propan-2-ylidene-2,3,4,5-tetrahydro-1H-cyclohepta(e)inden-7-yl)propanoic acid3-((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 acid3-[(3R,3aR,10bR)-3a,10b-dimethyl-3-[(1S)-1-[(2S)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-8-propan-2-ylidene-2,3,4,5-tetrahydro-1H-cyclohepta[e]inden-7-yl]propanoic acidRefChem:906032(3R,3aR,10bR)-3-((1S)-1-((2S)-3,6-Dihydro-5-methyl-6-oxo-2H-pyran-2-yl)ethyl)-1,2,3,3a,4,5,8,10b-octahydro-3a,10b-dimethyl-8-(1-methylethylidene)cyclohept(e)indene-7-propanoic acidLancilactoneCCyclohept(e)indene-7-propanoic acid, 3-((1S)-1-((2S)-3,6-dihydro-5-methyl-6-oxo-2H-pyran-2-yl)ethyl)-1,2,3,3a,4,5,8,10b-octahydro-3a,10b-dimethyl-8-(1-methylethylidene)-, (3R,3aR,10bR)-
Properties
Computed structural properties
- XLogP
- 6.7
- Topological polar surface area
- 63.6 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 5
- Heavy atoms
- 34
- Formal charge
- 0
- Complexity
- 1,050
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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