151157

Cholesteryl oleyl carbonate

• Synonym(s): 3β-Hydroxy-5-cholestene 3-oleyl carbonate, 5-Cholesten-3β-ol 3-oleyl carbonate, 5-Cholesten-3-yl 9-octadecenyl carbonate, Cholesterol 9-octadecenyl carbonate
• Empirical Formula (Hill Notation): C₄₆H₈₀O₃
• CAS Number: 17110-51-9
• Molecular Weight: 681.13
• EC Number: 241-179-7
• MDL number: MFCD00003634
• UNSPSC Code: 12352103
• PubChem Substance ID: 24849095
• NACRES: NA.23

Properties

• form: liquid crystal
• optical activity: [α]27/D −22°, c = 2 in chloroform
• SMILES string: CCCCCCCC\C=C/CCCCCCCCOC(=O)O[C@H]1CC[C@]2(C)[C@H]3CC[C@]4(C)[C@H](CC[C@H]4[C@@H]3CC=C2C1)[C@H](C)CCCC(C)C
• 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

Description

General description

Cholesteryl oleyl carbonate(COC) is a carbonate ester of cholesterol and oleyl alcohol with carbonic acid that is used as a liquid crystal(LC) molecule. It has is a crystalline material with a helical structure.

Application

COC can be incorporated in the polyethylene glycol(PEG)-polyurethane(PU) matrix that exhibits lower thrombogenicity and an improved haemocompatibility which can used as a biomaterial in biomedical applications. It may also be self-assembled with cadmium selenide(CdSe) quantum dots(QDs) for the fabrication of novel multifunctional switchable devices.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves