Description

Cholesteryl Oleyl Carbonate (CAS: 17110-51-9) is a high-purity, sterol-based carbonate ester widely utilized in advanced research and industrial applications. This compound, with the molecular formula C₄₆H₈₀O₃, is synthesized through the esterification of cholesterol with oleyl alcohol, resulting in a unique lipid derivative with excellent thermal stability and solubility in organic solvents. Its chemical structure features a cholesterol backbone linked to an oleyl carbonate group, making it ideal for studies in liquid crystal technology, biomembrane modeling, and drug delivery systems. Available in various purity grades (e.g., 70%+ by HPLC), it is packaged under inert conditions to ensure long-term stability. Suitable for laboratory use only.

Properties

• CAS Number: 17110-51-9
• Complexity: 1010
• IUPAC Name: [(3S,8S,9S,10R,13R,14S,17R)-17-[(1R)-1,5-dimethylhexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] [(Z)-octadec-9-enyl] carbonate
• InChI: InChI=1S/C46H80O3/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-34-48-44(47)49-39-30-32-45(5)38(35-39)26-27-40-42-29-28-41(37(4)25-23-24-36(2)3)46(42,6)33-31-43(40)45/h14-15,26,36-37,39-43H,7-13,16-25,27-35H2,1-6H3/b15-14-/t37-,39+,40+,41-,42+,43+,45+,46-/m1/s1
• InChI Key: XMPIMLRYNVGZIA-TZOMHRFMSA-N
• Exact Mass: 680.61074641
• Molecular Formula: C46H80O3
• Molecular Weight: 681.1
• SMILES: CCCCCCCC/C=CCCCCCCCCOC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@]4([C@H]([C@@H]3CC=C2C1)CC[C@@H]4[C@H](C)CCCC(C)C)C)C
• Topological: 35.5
• Monoisotopic Mass: 680.61074641
• Physical Description: Solid;
• Synonyms: Cholesteryl oleyl carbonate, Cholesterol Oleyl Carbonate, 17110-51-9, UNII-95LLB1K2WE, 95LLB1K2WE, EINECS 241-179-7, DTXSID70889389, Cholest-5-en-3-ol (3beta)-, (9Z)-9-octadecenyl carbonate, Cholest-5-en-3-ol (3.beta.)-, (9Z)-9-octadecenyl carbonate, Cholest-5-en-3-ol (3.beta.)-, 9-octadecenyl carbonate, (Z)-, Cholest-5-en-3-ol (3beta)-, 3-((9Z)-9-octadecen-1-yl carbonate), 9-OCTADECEN-1-OL, CHOLESTERYL CARBONATE, (Z)-, CARBONIC ACID, CHOLESTERYL 9-OCTADECENYL ESTER, (Z)-, CHOLEST-5-EN-3-OL (3.BETA.)-, 3-((9Z)-9-OCTADECEN-1-YL CARBONATE), Cholest-5-en-3-ol (3.beta.)-, 3-[(9Z)-9-octadecen-1-yl carbonate], Cholesterol 9octadecenyl carbonate, 5Cholesten3betaol 3oleyl carbonate, DTXCID401326863, 5Cholesten3yl 9octadecenyl carbonate, 3betaHydroxy5 cholestene 3oleyl carbonate, CHOLESTERYL OLEYL CARBONATE [INCI], Cholest5en3betayl (Z)octadec9en1yl carbonate, Cholest5en3ol (3beta), (9Z)9octadecenyl carbonate, Cholest5en3ol (3beta), 3((9Z)9octadecen1yl carbonate), CHOLEST-5-EN-3-OL (3BETA)-, 9-OCTADECENYL CARBONATE, (Z)-, 241-179-7, Oleyl Carbonic Acid Cholesterol Ester, (3S,8S,9S,10R,13R,14S,17R)-10,13-Dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl (Z)-octadec-9-en-1-yl carbonate, Cholest-5-en-3beta-yl (Z)-octadec-9-en-1-yl carbonate, SCHEMBL246733, XMPIMLRYNVGZIA-TZOMHRFMSA-N, Cholesterol Oleyl Carbonate, 70%, 70% +(HPLC), MFCD00003634, AKOS025310958, FC61981, AS-15490, F87437, A881953, Q5104324, Cholesterol oleyl carbonate;Cholesteryl oleyl carbonate

Cholesteryl Oleyl Carbonate is primarily employed in the development of thermotropic liquid crystals for display technologies due to its mesomorphic properties. It serves as a key component in biomimetic membranes for studying lipid-protein interactions. Researchers also explore its potential in controlled-release formulations for hydrophobic drugs.

Safety and Hazards

GHS Hazard Statements

• Not Classified
• Reported as not meeting GHS hazard criteria by 2 of 2 companies. For more detailed information, please visit ECHA C&L website.

Hazard Classes and Categories

• Not Classified

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