56533-66-5

Basic information

• Product Name: (3beta)-4-oxocholest-5-en-3-yl acetate
• CAS NO: 56533-66-5
• Molecular Formula: C₂₉H₄₆O₃
• Molecular Weight: 442.6737
• Mol File: 56533-66-5.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 526.9°C at 760 mmHg
• Flash Point: 220.9°C
• Density: 1.03g/cm³
• Vapor Pressure: 3.43E-11mmHg at 25°C
• Refractive Index: 1.52
• CAS DataBase Reference: (3beta)-4-oxocholest-5-en-3-yl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: (3beta)-4-oxocholest-5-en-3-yl acetate(56533-66-5)
• EPA Substance Registry System: (3beta)-4-oxocholest-5-en-3-yl acetate(56533-66-5)

Safety Data

• Hazardous Substances Data: 56533-66-5(Hazardous Substances Data)

Usage

General Description

(3beta)-4-oxocholest-5-en-3-yl acetate, also known as 4-oxocholesta-5-en-3-yl acetate, is a chemical compound related to cholesterol. It is an acetate ester of a steroid and is commonly found in plant and animal tissues. (3beta)-4-oxocholest-5-en-3-yl acetate has potential biological activities and is a precursor to the synthesis of various steroids and hormones in the body. It is also used in the pharmaceutical industry for the production of various drugs. The compound is known for its role in the regulation of cholesterol metabolism and its potential therapeutic applications in the treatment of various diseases and conditions related to cholesterol imbalance.

Upstream product

• 51238-14-3 4α-acetoxy-cholest-5-en-3-one 
• 604-35-3 Cholesteryl acetate 
• 601-54-7 Cholest-5-en-3-one 
• 17320-10-4 4β-hydroxycholesterol 
• 51238-16-5 3β-acetoxy-4β-hydroxy-5-cholestene 
• 71-43-2 benzene 

Relevant articles and documents

Improved synthesis and in vitro evaluation of the cytotoxic profile of oxysterols oxidized at C4 (4α- and 4β-hydroxycholesterol) and C7 (7-ketocholesterol, 7α- and 7β-hydroxycholesterol) on cells of the central nervous system

Whereas the biological activities of oxysterols oxidized at C7 (7-ketocholesterol (7KC), 7β-hydroxycholesterol (7β-OHC), 7α-hydroxycholesterol (7α-OHC)) are well documented, those of oxysterols oxidized at C4 (4β-hydroxycholesterol (4β-OHC), 4α-hydroxycholesterol (4α-OHC)) are not well known, especially on the cells of the central nervous system. Therefore, an improved methodology has been validated for 4β-OHC and 4α-OHC synthesis, and the effects on cell viability and cell growth of these molecules were studied on immortalized, tumoral and normal brain cells (158N, C6 and SK-N-BE cells, and mixed primary cultures of astrocytes and oligodendrocytes). Whereas inhibition of cell growth with 7KC, 7β-OHC, and 7α-OHC is associated with a decrease of cell viability (cytotoxic activities), our data establish that 4β-OHC and 4α-OHC have no effect on cell viability, and no or minor effect on cell growth evocating cytostatic properties. Thus, comparatively to oxysterols oxidized at C7, the toxicity of oxysterols oxidized at C4 is in the following range of order: 7KC ≥ 7β-OHC > 7α-OHC > (4β-OHC ≥ 4α-OHC). Interestingly, to date, 4β-OHC and 4α-OHC are the only oxysterols identified with cytostatic properties suggesting that these molecules, whereas not cytotoxic, may have some interests to counteract cell proliferation.