| Identification | More | [Name]
Cholesteryl acetate | [CAS]
604-35-3 | [Synonyms]
3BETA-ACETOXY-5-CHOLESTENE
(3beta)-Cholest-5-en-3-ol acetate
3-BETA-HYDROXY-5-CHOLESTENE 3-ACETATE
5-CHOLESTEN-3BETA-OL 3-ACETATE
5-CHOLESTEN-3-BETA-OL ACETATE
5-CHOLESTEN-3B-OL 3-ACETATE
ACETIC ACID (3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-DIMETHYL-HEXYL)-10,13-DIMETHYL-2,3,4,7,8,9,10,11,12,13,14,15,16,17-TETRADECAHYDRO-1H-CYCLOPENTA[A]PHENANTHREN-3-YL ESTER
ACETIC ACID CHOLESTEROL ESTER
ACETYL CHOLESTEROL
CHOLESTEROL ACETATE
CHOLESTERYL ACETATE
(3β)-cholest-5-en-3-ylethanoate
3beta-Acetoxycholest-5-ene
3β-acetoxy-5-cholestene
5-Cholesten-3B-ol, acetate
Cholest-5-en-3beta-ol acetate
Cholest-5-en-3beta-yl acetate
Cholest-5-en-3-ol (3beta)-, acetate
Cholest-5-en-3-ol(3.beta.)-,acetate
cholest-5-en-3-ol(3β)-,acetate | [EINECS(EC#)]
210-066-4 | [Molecular Formula]
C29H48O2 | [MDL Number]
MFCD00003636 | [Molecular Weight]
428.69 | [MOL File]
604-35-3.mol |
| Chemical Properties | Back Directory | [Appearance]
white fine crystalline powder or needles | [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 | [LogP]
10.542 (est) | [CAS DataBase Reference]
604-35-3(CAS DataBase Reference) | [NIST Chemistry Reference]
Cholesteryl acetate(604-35-3) | [EPA Substance Registry System]
604-35-3(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [TSCA ]
Yes |
| Hazard Information | Back Directory | [Chemical Properties]
white fine crystalline powder or needles | [Uses]
Cholesteryl acetate is used in cosmetics, wrist watches, thermometers, propane tank volume indicators, video displays, pharmaceuticals. | [Uses]
Cholesteryl acetate( 604-35-3) 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. | [Definition]
ChEBI: 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. | [Preparation]
Cholesteryl 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. | [Purification Methods]
Crystallise 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.] |
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