CAS 3464-50-4

Cholesteryl chloroacetate

Description:

Cholesteryl chloroacetate is an ester derived from cholesterol and chloroacetic acid, characterized by its structural features that include a cholesterol backbone with a chloroacetate functional group. This compound typically appears as a white to off-white solid and is known for its lipophilic nature, which allows it to interact with biological membranes. It is often utilized in biochemical research and pharmaceutical applications, particularly in studies related to lipid metabolism and membrane dynamics. Cholesteryl chloroacetate can undergo hydrolysis in the presence of water or enzymes, releasing chloroacetic acid and cholesterol. Its reactivity is influenced by the presence of the chloroacetate group, which can participate in various chemical reactions, including nucleophilic substitutions. Safety considerations should be taken into account when handling this compound, as it may pose health risks due to the presence of chlorine. Overall, cholesteryl chloroacetate serves as a valuable tool in the study of lipid-related processes and has potential applications in drug delivery systems.

Formula: C₂₉H₄₇ClO₂

InChI: InChI=1S/C29H47ClO2/c1-19(2)7-6-8-20(3)24-11-12-25-23-10-9-21-17-22(32-27(31)18-30)13-15-28(21,4)26(23)14-16-29(24,25)5/h9,19-20,22-26H,6-8,10-18H2,1-5H3/t20-,22+,23+,24-,25+,26+,28+,29-/m1/s1

InChI key: InChIKey=XUXXPLDKUZSGKH-OHPSOFBHSA-N

SMILES: C[C@@]12[C@@]3([C@]([C@]4([C@](C)(CC3)[C@@]([C@@H](CCCC(C)C)C)(CC4)[H])[H])(CC=C1C[C@@H](OC(CCl)=O)CC2)[H])[H]

Synonyms:

• Cholesteryl chloroacetate
• Cholesterol, chloroacetate
• NSC 102806
• Cholest-5-en-3-ol (3β)-, 3-(2-chloroacetate)
• Cholest-5-en-3-ol (3β)-, chloroacetate