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Cholesteryl acetate

CAS No.
604-35-3
Chemical Name:
Cholesteryl acetate
Synonyms
Chol;ACETYL CHOLESTEROL;CHOLESTERYL ACETATE;CHOLESTEROL ACETATE;Chloesteryl acetate;Cholesterin acetate;Cholesterol 3-Acetate;Cholesterol 3β-Acetate;Perampanel Impurity 40;3β-acetoxy-5-cholestene
CBNumber:
CB1346745
Molecular Formula:
C29H48O2
Molecular Weight:
428.69
MDL Number:
MFCD00003636
MOL File:
604-35-3.mol
MSDS File:
SDS
Last updated:2024-12-18 14:07:02

Cholesteryl acetate 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
LogP 10.542 (est)
CAS DataBase Reference 604-35-3(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII OTA9A3781T
NIST Chemistry Reference Cholesteryl acetate(604-35-3)
EPA Substance Registry System Cholest-5-en-3-ol (3.beta.)-, acetate (604-35-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P280-P301+P312-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  22-24/25-36-26
WGK Germany  3
TSCA  Yes
NFPA 704
1
0 0

Cholesteryl acetate price More Price(15)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 151114 Cholesteryl acetate 97% 604-35-3 25g $117 2024-03-01 Buy
Sigma-Aldrich 151114 Cholesteryl acetate 97% 604-35-3 100g $328 2024-03-01 Buy
Alfa Aesar A15052 Cholesteryl acetate, 97+% 604-35-3 25g $56 2023-06-20 Buy
Alfa Aesar A15052 Cholesteryl acetate, 97+% 604-35-3 100g $109 2023-06-20 Buy
Alfa Aesar A15052 Cholesteryl acetate, 97+% 604-35-3 500g $458 2023-06-20 Buy
Product number Packaging Price Buy
151114 25g $117 Buy
151114 100g $328 Buy
A15052 25g $56 Buy
A15052 100g $109 Buy
A15052 500g $458 Buy

Cholesteryl acetate Chemical Properties,Uses,Production

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 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.

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.

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.

Reactions

Monophthalic acid epoxidation of cholesteryl acetate:
A solution of 10 g (0.023 mole) of cholesteryl acetate (mp 112-114°) in ether (50 ml) is mixed with a solution containing 8.4 g (0.046 mole) of monophthalic acid (Chap. 17, Sec. II) in 250 ml of ether. The solution is kept at reflux for 6 hours and then the solvent is removed by distillation (steam bath). The residue is dried under vacuum and digested with 250 ml of dry chloroform. The mixture was filtered to give 6.7 g of phthalic acid (87% recovery). The solvent in the filtrate was evaporated under reduced pressure and the residue was crystallised from 30 ml of methanol to give 6.0 g (58% yield) of β-oxocholesterol acetate. Recrystallisation gives the pure product, melting point 111-112°. Concentration of the filtrate gives 1.55 g (15 per cent yield) of α-oxocholesterol acetate with a melting point of 101-103° after crystallisation from ethanol.
Cholesteryl acetate Reaction

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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View Lastest Price from Cholesteryl acetate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cholesteryl acetate pictures 2024-12-18 Cholesteryl acetate
604-35-3
US $45.00 / kg 1kg 99% 20 tons Hebei Zhuanglai Chemical Trading Co Ltd
Plant-origin Cholesterol Acetate pictures 2024-12-12 Plant-origin Cholesterol Acetate
604-35-3
US $0.00 / g 500g 99% 10 kg Changsha YuTeng New Materials Co., Ltd.
Cholesteryl Acetate pictures 2024-11-19 Cholesteryl Acetate
604-35-3
US $70.00-31.00 / mg 99.23% 10g TargetMol Chemicals Inc.
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 ACETYL CHOLESTEROL ACETIC ACID CHOLESTEROL ESTER 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 (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 CHOLESTERYL ACETATE extrapure 3β-Acetoxy-5-cholestene, 3β-Hydroxy-5-cholestene 3-acetate, 5-Cholesten-3β-ol 3-acetate (3β)-3-Cholesteryl=acetate 3β-Acetoxy-5(6)-cholestene Acetic acid cholest-5-en-3β-yl ester Cholesteryl acetate,3β-Acetoxy-5-cholestene, 3β-Hydroxy-5-cholestene 3-acetate, 5-Cholesten-3β-ol 3-acetate Cholesterol Acetate (C2) (3β)-Cholest-5-en-3-ol Acetate Chol Cholesterol 3-Acetate Cholesterol 3β-Acetate Acetic Acid Cholesterol Ester Acetyl Cholesterol 3b-Acetoxycholest-5-ene Acetic acid cholesteryl ester Chloesteryl acetate CHOLESTERYL ACETATE(REAGENT / STANDARD GRADE) Cholesteryl acetate, 97+% 3-(-)-Cholesteryl acetate 3β-Acetoxycholest-5-ene Cholest-5-en-3β-ol acetate CHOLESTERYL ACETATE (CHOLESTEROL ACETATE) cholest-5-en-3-ol(3β)-,acetate Cholest-5-en-3-yl acetate Cholesterin acetate 3β-Hydroxy-5-cholestene 3-acetate 5-Cholesten-3β-ol 3-acetate [(3S,8S,9S,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] acetate CHOLESTERYL ACETATE(RG) 5-Cholesten-3beta-Ol 3-Acetat CHOLESTERYL ACETATE 97% Cholesterol Acetate > Cholest-5-en-3-ol (3β)-, 3-acetate 9a,11a-dimethyl-1-(6-methylheptan-2-yl)-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-yl acetate [(10R,13R)-10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate (-)-Cholesteryl acetate (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate Plant-origin Cholesterol Acetate Perampanel Impurity 40 5-CHOLESTEN-3β-OL ACETATE