Kahweol palmitate
Basic information
- CAS
81760-45-4- Standard SMILES
CCCCCCCCCCCCCCCC(=O)OCC1(O)CC23CC[C@@H]4c5ccoc5C=CC4(C)C2CCC1C3- InChIKey
UMZARYXKQBKPOL-WDFKVAFYSA-N- Molecular formula
- C36H56O4
- Average molar mass
- 552.8 g/mol
- Monoisotopic mass
- 552.41786026
Overview
active constituent of green coffee bean; enhance glutathione S-transferase activity; RN given refers to (3bS-(3balpha,5abeta,7beta,8beta,10aalpha,10bbeta))-isomer; structure given in first source
Names & identifiers
- Preferred name
- Kahweol palmitate
- IUPAC
- [(4S)-17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadeca-5(9),6,10-trien-17-yl]methyl hexadecanoate
- English name
- KAHWEOL PALMITATE
- Molecular formula
- C36H56O4
- Molecular weight
- 552.83
Names & synonyms
Kahweol palmitate81760-45-4Hexadecanoic acid, (3b,4,5,6,7,8,9,10,10a,10b-decahydro-7-hydroxy-10b-methyl-5a,8-methano-5aH-cyclohepta(5,6)naphtho(2,1-b)furan-7-yl)methyl ester, (3bS-(3balpha,5abeta,7beta,8beta,10aalpha,10bbeta))-RefChem:150840CCRIS 2589DTXSID701002185[(4S)-17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadeca-5(9),6,10-trien-17-yl]methyl hexadecanoate(7-Hydroxy-10b-methyl-3b,4,5,6,7,8,9,10,10a,10b-decahydro-5a,8-methanocyclohepta[5,6]naphtho[2,1-b]furan-7-yl)methyl hexadecanoate[(3bS)-7-hydroxy-10b-methyl-3b,4,5,6,7,8,9,10,10a,10b-decahydro-5a,8-methanocyclohepta[5,6]naphtho[2,1-b]furan-7-yl]methyl hexadecanoateKahweol Palmitate DISCONTINUED, starting material unstableHexadecanoic acid, [(3bS,5aS,7R,8R,10aR,10bS)-3b,4,5,6,7,8,9,10,10a,10b-decahydro-7-hydroxy-10b-methyl-5a,8-methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7-yl]methyl ester
Database identifiers
- CAS
81760-45-4- PubChem CID
- 133757
- DTXSID
Properties
Computed structural properties
- XLogP
- 11.3
- Topological polar surface area
- 59.7 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 17
- Heavy atoms
- 40
- Formal charge
- 0
- Complexity
- 854
Physicochemical properties
- LogP
- 12.866 · 12.866 (est)
Chemistry & industry
Applications
UsesKahweol palmitate is a naturally occurring ester of green coffee beans. Extract.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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