Cholesteryl acetate

Cholesteryl acetate Basic information
Product Name:Cholesteryl acetate
Synonyms:3-BETA-HYDROXY-5-CHOLESTENE 3-ACETATE;3BETA-ACETOXY-5-CHOLESTENE;CHOLESTEROL ACETATE;CHOLESTERYL ACETATE;(3beta)-Cholest-5-en-3-ol acetate;5-CHOLESTEN-3BETA-OL 3-ACETATE;5-CHOLESTEN-3-BETA-OL ACETATE;5-CHOLESTEN-3B-OL 3-ACETATE
CAS:604-35-3
MF:C29H48O2
MW:428.69
EINECS:210-066-4
Product Categories:Inhibitors;Steroids;Cholesteryl Compounds (Liquid Crystals);Functional Materials;Liquid Crystals & Related Compounds
Mol File:604-35-3.mol
Cholesteryl acetate Structure
Cholesteryl acetate Chemical Properties
Melting point 112-114 °C (lit.)
alpha -44 º (c=2, CHCl3)
Boiling point 483.49°C (rough estimate)
density 0.9935 (rough estimate)
refractive index 1.5045 (estimate)
storage temp. Sealed in dry,Room Temperature
solubility insoluble
form Solid
color White to Off-White
optical activity[α]24/D 44°, c = 2 in chloroform
Water Solubility insoluble
Merck 14,2201
BRN 2064235
Stability:Hygroscopic
LogP10.542 (est)
CAS DataBase Reference604-35-3(CAS DataBase Reference)
NIST Chemistry ReferenceCholesteryl acetate(604-35-3)
EPA Substance Registry SystemCholest-5-en-3-ol (3.beta.)-, acetate (604-35-3)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 22-24/25-36-26
WGK Germany 3
TSCA Yes
MSDS Information
ProviderLanguage
3beta-Hydroxy-5-cholestene 3-acetate English
SigmaAldrich English
ACROS English
ALFA English
Cholesteryl acetate Usage And Synthesis
Chemical Propertieswhite fine crystalline powder or needles
UsesCholesteryl acetate is derived from cholesterol, which is a major component of all biological membranes. Approximately 25% of total brain lipid is made up of cholesterol, which is the principal sterol of higher animals. Cholesterol is found in all body tissues, with particularly high concentrations in the brain, spinal cord, and animal fats or oils. Additionally, cholesterol is the main constituent of gallstones.
UsesCholesteryl acetate is used in cosmetics, wrist watches, thermometers, propane tank volume indicators, video displays, pharmaceuticals.
PreparationCholesteryl acetate can be synthesized by the reaction of cholesterol with acetic anhydride in the presence of a catalyst such as pyridine or sulfuric acid. The reaction proceeds as follows:
Cholesterol + Acetic anhydride → Cholesteryl acetate + Acetic acid
The reaction is typically carried out at room temperature or slightly elevated temperatures for several hours. The resulting cholesteryl acetate can be purified by recrystallization from a suitable solvent such as ethanol or acetone.
DefinitionChEBI: Cholesteryl acetate is a cholesterol ester obtained by formal acylation of the hydroxy group of cholesterol by acetic acid. It has a role as a human metabolite. It is a cholesteryl ester and an acetate ester.
Purification MethodsCrystallise the acetate from n-pentanol or Me2CO. Also purify it by chromatography through silica gel and eluting with MeOH. [Beilstein 6 III 2607, 6 IV 4004.]
[(3S,8S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] 2,4-dichlorobenzoate Pralmorelin Sodium acetate 1-Methoxy-2-propyl acetate ETHYLENEDIAMINE TETRAKIS(PROPOXYLATE-BLOCK-ETHOXYLATE) TETROL POLY(VINYL ACETATE) Acetoxy Hdl-Cholesterol TOTALCHOLESTEROL 5-Chlorovaleric acid ACETATE Amyl acetate Glatiramer acetate Cholesterol Triacetin Vinyl acetate Benzyl acetate Ammonium acetate

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