Cholesteryl hemisuccinate

Cholesteryl hemisuccinate Basic information
Product Name:Cholesteryl hemisuccinate
Synonyms: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;Cholest-5-en-3-ol (3b)-, 3-(hydrogen butanedioate);CHOLESTEROL HYDROGEN SUCCINATE;CHOLESTERYL HYDROGEN SUCCINATE
CAS:1510-21-0
MF:C31H50O4
MW:486.73
EINECS:216-148-6
Product Categories:Cholesteryl Compounds (Liquid Crystals);Functional Materials;Liquid Crystals & Related Compounds
Mol File:1510-21-0.mol
Cholesteryl hemisuccinate Structure
Cholesteryl hemisuccinate Chemical Properties
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
pka4.40±0.17(Predicted)
color White to Off-White
InChIKeyWLNARFZDISHUGS-BLYFUZNHSA-N
LogP10.708 (est)
CAS DataBase Reference1510-21-0(CAS DataBase Reference)
Safety Information
WGK Germany 3
HS Code 29171900
MSDS Information
Cholesteryl hemisuccinate Usage And Synthesis
DescriptionCholesteryl 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.
UsesCholesteryl Hemisuccinate is an oxidation product of polyunsaturated fatty acid of cholesterol that alters lysosome structure and functions and induces proinflammatory cytokine production in macrophages.
DefinitionChEBI: 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 DescriptionCholesteryl hemisuccinate (CHEMS) is an acidic cholesterol ester.
Biochem/physiol ActionsCHEMS 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.
Cholesteryl hemisuccinate Preparation Products And Raw materials
Raw materialsCHOLESTERYL HYDROGEN SUCCINATE-->Cholesterol-->SUCCINYL CHLORIDE-->Succinic anhydride
Hydrogen Sulfide (-)-Cholesterol sulfo-NHS succinate Cholesteryl hemisuccinate CHOLESTERYL HEMISUCCINATE*MONOCYCLOHEXYLAMINE CHOLESTERYL HEMISUCCINATE F & D*VERSION OF C6013 CHOLESTERYL HEMISUCCINATE F & D VERSION&,CHOLESTERYL HEMISUCCINATE TRIS,CHOLESTERYL HEMISUCCINATE TRIS SALT,CHOLESTERYL HYDROGEN SUCCINATE TRIS SALT 25-HYDROXYCHOLESTEROL 3-HEMISUCCINATE Hydrogen peroxide (-)-Cholesterol NHS succinate 6alpha-Methylprednisolone sodium succinate HYDROGEN CYANIDE Disodium succinate Hydrogen hydrogen fluoride CHLOROPHOSPHONAZO III Dimethyl succinate Succinic acid iron succinate

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