29331-39-3

Basic information

• Product Name: Cholesteryl carbonate
• Synonyms: Bis[10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] carbonate;DICHOLESTERYL CARBONATE;Cholesteryl carbonate;cholest-5-en-3beta-yl carbonate (2:1);DI-(5-CHOLESTEN-3BETA-OL) 3,3'-CARBONATE;Carbonic acid bis(cholest-5-en-3β-yl) ester
• CAS NO: 29331-39-3
• Molecular Formula: C55H90O3
• Molecular Weight: 799.31
• Mol File: 29331-39-3.mol

Chemical Properties

• Boiling Point: 784.3 °C at 760 mmHg
• Flash Point: 160.5 °C
• Appearance: /
• Density: 1.03 g/cm³
• Vapor Pressure: 1.48E-24mmHg at 25°C
• Refractive Index: 1.539
• CAS DataBase Reference: Cholesteryl carbonate(CAS DataBase Reference)
• NIST Chemistry Reference: Cholesteryl carbonate(29331-39-3)
• EPA Substance Registry System: Cholesteryl carbonate(29331-39-3)

Safety Data

• Hazardous Substances Data: 29331-39-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Cholesteryl carbonate is used as a drug delivery system for enhancing the solubility, stability, and bioavailability of various pharmaceutical compounds. Its ability to form stable emulsions makes it suitable for the development of formulations for oral, topical, and parenteral administration.
Used in Cosmetics Industry:
Cholesteryl carbonate is used as an emulsifying agent in cosmetic products, such as creams, lotions, and ointments, to improve their texture, stability, and skin feel. Its biocompatibility and ability to form stable emulsions contribute to the development of high-quality cosmetic formulations.
Used in Food Industry:
Cholesteryl carbonate is used as an emulsifier in the food industry to improve the stability and texture of various food products, such as margarine, spreads, and dressings. Its ability to form stable emulsions helps in creating products with desirable properties and extended shelf life.
Used in Material Science and Biomaterials:
Cholesteryl carbonate is being studied for its potential use in the development of new materials and biomaterials due to its unique properties. Its biocompatibility and ability to form stable emulsions make it a promising candidate for applications in tissue engineering, drug delivery, and other advanced material technologies.

InChI:InChI=1/C55H90O3/c1-35(2)13-11-15-37(5)45-21-23-47-43-19-17-39-33-41(25-29-52(39,7)49(43)27-31-54(45,47)9)57-51(56)58-42-26-30-53(8)40(34-42)18-20-44-48-24-22-46(38(6)16-12-14-36(3)4)55(48,10)32-28-50(44)53/h17-18,35-38,41-50H,11-16,19-34H2,1-10H3

Upstream product

• 57-88-5 cholesterol 
• 7144-08-3 Cholesteryl chloroformate 
• 57-88-5 cholesterol 
• 75-44-5 phosgene 
• 24424-99-5 di-tert-butyl dicarbonate 

Relevant articles and documents

Physicochemical properties and antifungal activity of amphotericin b incorporated in cholesteryl carbonate esters

The antifungal activity of amphotericin B (AmB) incorporated in three cholesteryl carbonate esters (CCEs), sodium cholesteryl carbonate, cholesteryl palmityl carbonate, and dicholesteryl carbonate, was examined to assess their potential for use in a dry powder aerosol. Formulations containing dissolved AmB were stable for 6 months. The particle size varied inversely with liquid crystalline content with observed mass median aerodynamic diameters ranging from 4 to 8 μm. This was consistent with the visual appearance of the liquid crystals as being low density and free flowing at room temperature. When dispersed in water, the presence of the CCE reduced the rate and extent of AmB release, consistent with the estimated liquid crystal/water partition coefficient. Nevertheless, the rate of AmB release was always sufficient to kill the fungus as established with bioactivity studies. AmB formulated with CCE as a dry powder appears to be promising for use in treating lung fungal infections.

Di-tert-butyl dicarbonate and 4-(dimethylamino)pyridine revisited. Their reactions with amines and alcohols

The reaction of BOC2O in the presence and absence of DMAP was examined with some amines, alcohols, diols, amino alcohols, and aminothiols. Often, unusual products were observed depending on the ratio of reagents, reaction time, polarity of solvent, pK(a) of alcohols, or type of amine (primary or secondary). In reactions of aliphatic alcohols with BOC2O/DMAP, we isolated for the first time carbonic-carbonic anhydride intermediates; this helps explain the formation of symmetrical carbonates in addition to the O-BOC products. In the case of secondary amines, we succeeded to isolate unstable carbamic-carbonic anhydride intermediates that in the presence of DMAP led to the final N-BOC product. The effect of N-methylimidazole in place of DMAP was also examined.