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HomeProduct name listCholesteryl hemisuccinate

Cholesteryl hemisuccinate

Synonym(s):3β-Hydroxy-5-cholestene 3-hemisuccinate;5-Cholesten-3β-ol 3-hemisuccinate;Cholesteryl hydrogen succinate

  • CAS NO.:1510-21-0
  • Empirical Formula: C31H50O4
  • Molecular Weight: 486.73
  • MDL number: MFCD00037705
  • EINECS: 216-148-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-04-01 18:08:31
Cholesteryl hemisuccinate Structural

What is Cholesteryl hemisuccinate?

Description

Cholesteryl hemisuccinate is a cholesterol ester with anticancer activity. It inhibits the growth of murine C1498 myeloid and L1210 lymphocytic leukemia cells when used at concentrations of 50 and 150 μM, respectively. Cholesteryl hemisuccinate acts as an ionizable anionic detergent and is commonly used to stabilize unilamellar vesicles and liposomes. It has also been used as an emulsifying agent in various vesicular drug delivery systems for anticancer drugs, antibiotics, and oligonucleotides and to solubilize various proteins including chemokine receptor 1 as well as erythrocyte ghosts.

The Uses of Cholesteryl hemisuccinate

Cholesteryl Hemisuccinate is an oxidation product of polyunsaturated fatty acid of cholesterol that alters lysosome structure and functions and induces proinflammatory cytokine production in macrophages.

Definition

ChEBI: Cholesteryl hemisuccinate is a dicarboxylic acid monoester resulting from the formal condensation of the hydroxy group of cholesterol with one of the carboxy groups of succinic acid. A detergent that is often used to replace cholesterol in protein crystallography, biochemical studies of proteins, and pharmacology. It has a role as a detergent. It is a cholestane ester, a dicarboxylic acid monoester and a hemisuccinate. It is functionally related to a cholesterol.

General Description

Cholesteryl hemisuccinate (CHEMS) is an acidic cholesterol ester.

Biochem/physiol Actions

CHEMS can help to maintain the stability of dioleoylphosphatidylethanolamine (DOPE). This amphipathic lipid is used in mixtures with dioleoylphosphatidylethanolamine (DOPE) to form ′pH sensitive′ fusogenic vesicles. It can control cell growth.

Properties of Cholesteryl hemisuccinate

Melting point: 178 °C
Boiling point: 586.0±43.0 °C(Predicted)
Density  1.06±0.1 g/cm3(Predicted)
refractive index  -34 ° (C=2, CHCl3)
storage temp.  -20°C
solubility  Chloroform (Slightly), Methanol (Slightly, Heated, Sonicated)
pka 4.40±0.17(Predicted)
form  Solid
color  White to Off-White
CAS DataBase Reference 1510-21-0(CAS DataBase Reference)

Safety information for Cholesteryl hemisuccinate

Computed Descriptors for Cholesteryl hemisuccinate

InChIKey WLNARFZDISHUGS-BLYFUZNHSA-N

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