Identification | More | [Name]
Cholesteryl hemisuccinate | [CAS]
1510-21-0 | [Synonyms]
3BETA-HYDROXY-5-CHOLESTENE 3-HEMISUCCINATE 5-CHOLESTEN-3BETA-OL 3-HEMISUCCINATE 5-CHOLESTEN-3-BETA-OL HEMISUCCINATE 5-CHOLESTER-3BETA-YL HYDROGEN SUCCINATE CHOLESTEROL HYDROGEN SUCCINATE CHOLESTERYL HEMISUCCINATE CHOLESTERYL HYDROGEN SUCCINATE MONO-CHOLESTERYL-SUCCINATE SUCCINIC ACID MONOCHOLESTEROL ESTER cholesterylsuccinate cholesteryl hemisuccinate free acid Cholesteryl hydrogen succinate Cholesteryl hemisuccinate cholest-5-en-3beta-yl hydrogen succinate 3β-(1,4-Dioxo-4-hydroxybutoxy)cholesta-5-ene Butanedioic acid hydrogen 1-(cholest-5-en-3β-yl) ester Succinic acid 1-(3β-cholesteryl) ester Succinic acid hydrogen 3β-cholesteryl ester Succinic acid hydrogen cholest-5-en-3β-yl ester | [EINECS(EC#)]
216-148-6 | [Molecular Formula]
C31H50O4 | [MDL Number]
MFCD00037705 | [Molecular Weight]
486.73 | [MOL File]
1510-21-0.mol |
Chemical Properties | Back Directory | [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) | [form ]
Solid | [pka]
4.40±0.17(Predicted) | [color ]
White to Off-White | [InChIKey]
WLNARFZDISHUGS-BLYFUZNHSA-N | [LogP]
10.708 (est) | [CAS DataBase Reference]
1510-21-0(CAS DataBase Reference) |
Hazard Information | Back Directory | [Description]
Cholesteryl hemisuccinate is a cholesterol ester with anticancer activity.1 It inhibits the growth of murine C1498 myeloid and L1210 lymphocytic leukemia cells when used at concentrations of 50 and 150 μM, respectively.1 Cholesteryl hemisuccinate acts as an ionizable anionic detergent and is commonly used to stabilize unilamellar vesicles and liposomes.2 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.3,4,5 | [Uses]
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. | [storage]
Store at -20°C |
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