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Cholesteryl hemisuccinate

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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
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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
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)
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Safety Information

WGK Germany 
3
HS Code 
29171900
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Cholesteryl hemisuccinate Usage And Synthesis

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.

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.

Cholesteryl hemisuccinateSupplier

Tianjin Derchemist Science & Technology Co., Ltd. Gold
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021-67121386
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