809-51-8

Basic information

• Product Name: 7-oxocholest-5-en-3-beta-yl acetate
• Synonyms: 7-oxocholest-5-en-3-beta-yl acetate;3β-(Acetyloxy)cholest-5-en-7-one;3β-Acetoxy-5-cholesten-7-one;3β-Acetoxycholest-5-en-7-one;7-Oxocholest-5-en-3β-ol acetate;7-Oxocholesterol acetate;7-Oxo Cholesterol 3-Acetate;(3β)-3-(Acetyloxy)cholest-5-en-7-one
• CAS NO: 809-51-8
• Molecular Formula: C₂₉H₄₆O₃
• Molecular Weight: 442.67374
• EINECS: 212-368-1
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Steroids
• Mol File: 809-51-8.mol
• Article Data: 101

Chemical Properties

• Melting Point: 157-158 °C
• Boiling Point: 526.9±39.0 °C(Predicted)
• Appearance: /
• Density: 1.03±0.1 g/cm3(Predicted)
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), DMSO (Slightly, Sonicated), Methanol (Slightly, Heated)
• CAS DataBase Reference: 7-oxocholest-5-en-3-beta-yl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 7-oxocholest-5-en-3-beta-yl acetate(809-51-8)
• EPA Substance Registry System: 7-oxocholest-5-en-3-beta-yl acetate(809-51-8)

Safety Data

• Hazardous Substances Data: 809-51-8(Hazardous Substances Data)

Usage

Description

7-oxocholest-5-en-3-beta-yl acetate is a white solid that serves as an intermediate in the preparation of various cholesterol derivatives and metabolites. It plays a crucial role in the synthesis of bioactive compounds and pharmaceuticals.

Uses

Used in Pharmaceutical Industry:
7-oxocholest-5-en-3-beta-yl acetate is used as an intermediate for the synthesis of cholesterol derivatives and metabolites, which are essential in the development of drugs targeting various health conditions.
Used in Chemical Research:
7-oxocholest-5-en-3-beta-yl acetate is utilized as a research compound in the study of cholesterol metabolism and the development of novel therapeutic agents.
Used in Cosmetic Industry:
7-oxocholest-5-en-3-beta-yl acetate is employed as a key ingredient in the formulation of cosmetic products, particularly those targeting skin health and anti-aging benefits.
Used in Analytical Chemistry:
7-oxocholest-5-en-3-beta-yl acetate is used as a reference standard in analytical methods for the detection and quantification of cholesterol and its derivatives in various samples.

Upstream product

• 31220-43-6 3β-Acetoxycholest-5-en-7-one oxime 
• 110-86-1 pyridine 
• 70865-00-8 3β-acetoxy-6β-bromo-5α-cholestan-7-one 
• 70864-92-5 3β-acetoxy-6α-bromo-5α-cholestan-7-one 
• 604-35-3 Cholesteryl acetate 
• 1189-85-1 di-tert-butyl chromate 
• 75-91-2 tert.-butylhydroperoxide 
• 112-79-8 Elaidic acid 
• 60-33-3 (9E,12E)-Octadeca-9,12-dienoic acid 
• 28290-79-1 trans-linolenic acid 
• 82423-54-9 7α-nitroaminocholest-5-en-3β-yl acetate 
• 82423-55-0 7β-nitroaminocholest-5-en-3β-yl acetate 
• 56-23-5 tetrachloromethane 
• 64-19-7 acetic acid 

Downstream Products

• 149280-65-9 7ξ-phenyl-cholestene-(5)-diol-(3β.7ξ) 
• 567-72-6 cholest-3,5-dien-7-one 
• 566-26-7 (3S,7S,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]phenanthrene-3,7-diol 
• 566-27-8 cholest-5-en-3β,7β-diol 
• 40823-16-3 acetic acid-(7β-hydroxy-5α-cholestanyl-(3β)-ester) 
• 3839-09-6 3α-5-cyclo-5α-cholestan-6-one 
• 135705-63-4 7-oxo-3-(1'-carbethoxypropan-2'-one)-cholest-5-ene 
• 79732-44-8 cholest-5-en-7-one 
• 105220-77-7 3ξ,4ξ-Cyclopropanocholest-5-en-7-one 
• 19317-90-9 7α-hydroxycholest-5-en-3β-yl 3-acetate 
• 17974-77-5 3β-acetoxy-7β-hydroxycholest-5-ene 
• 17974-77-5 cholest-5-ene-3β,7-diol 3-monoacetate 
• 566-93-8 cholesta-4,6-dien-3-one 
• 1075249-97-6 3β-acetoxycholest-5-en-7-one N-cyclohexylthiosemicarbazone 

Relevant articles and documents

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Synthesis of new 7-aminosterol squalamine analogues with high antimicrobial activities through a stereoselective titanium reductive amination reaction

A series of 7-amino- and polyaminosterol analogues of squalamine and trodusquemine were synthesized involving a new stereoselective titanium reductive amination reaction in high chemical yields of up to 95% in numerous cases. These derivatives were evaluated for their in vitro antimicrobial properties against human pathogens. All the compounds present excellent activities against Gram-positive bacteria exhibiting similar results against Staphylococcus aureus and Streptococcus faecalis with minimum inhibitory concentrations (MICs) varying from 2.5 to 10 μg/mL. Numerous derivatives possess also MICs against Gram-negative Escherichia coli bacteria (MICs varying from 2.5 to 10 μg/mL) suggesting that nature of the amino group attached to the sterol moiety plays an important role on the activities of such products.

Synthesis of 7α- and 7β-spermidinylcholesterol, squalamine analogues

Stereoselective synthesis of squalamine dessulfates analogues, 7α and 7β-N-[3N-(4-aminobutyl) aminopropyl]aminocholesterol are reported, using 7α and 7β-aminocholesterol as a key intermediate. It's the first example in which the position of spermidine is modified at the steroid ring. These molecules showed a comparable antibacteria and fungi activities to squalamine. Then, they have a cytotoxic activity on a human non-small cell bronchopulmonary carcinoma line (NSCLC-N6).

Preparation method of 7-keto-cholesterol acetate

The invention relates to a preparation method of 7-keto-cholesteryl acetate. Specifically, according to the method provided by the invention, cholesteryl acetate is taken as a raw material, Salen Cu (II) is taken as a catalyst, air or pure oxygen is taken as an oxidant, and the 7-keto-cholesteryl acetate is prepared with high yield, high purity, simple process and low cost.

Preparation method and application of 7-ketocholesterol acetate

The invention relates to a preparation method of 7-ketocholesterol acetate. The preparation method comprises the following steps: (1) dissolving cholesterol acetate, a catalyst, an initiator and an antioxidant in a mixed solvent to obtain a first mixed solution, and introducing oxygen into the first mixed solution to perform oxidation reaction on cholesterol acetate and oxygen to obtain a second mixed solution; and (2) treating the second mixed solution to obtain the 7-ketocholesterol acetate. The invention also relates to an application of the 7-ketocholesterol acetate obtained by the preparation method in preparation of 7-dehydrocholesterol. According to the preparation method, the antioxidant is added so that free radicals of reactants in a reaction system can be effectively prevented from being subjected to polymerization reaction, the reaction selectivity can be improved, and the yield and the purity of the target product 7-ketocholesterol acetate can be improved.