2515-01-7

Basic information

• Product Name: 5-Hydroxy-5α-cholestan-3-one
• Synonyms: 5-Hydroxy-5α-cholestan-3-one
• CAS NO: 2515-01-7
• Molecular Formula: C₂₇H₄₆O₂
• Molecular Weight: 402.65294
• Mol File: 2515-01-7.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-Hydroxy-5α-cholestan-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Hydroxy-5α-cholestan-3-one(2515-01-7)
• EPA Substance Registry System: 5-Hydroxy-5α-cholestan-3-one(2515-01-7)

Safety Data

• Hazardous Substances Data: 2515-01-7(Hazardous Substances Data)

Usage

General Description

5-Hydroxy-5α-cholestan-3-one is a steroidal compound and a metabolite of cholesterol. It is a highly oxidized form of cholesterol and is an intermediate in the biosynthesis of bile acids. This chemical has been studied for its potential role in cholesterol metabolism and the development of atherosclerosis. It has also been investigated for its potential therapeutic applications in the treatment of cholesterol-related disorders. Additionally, 5-Hydroxy-5α-cholestan-3-one has been identified as a biomarker for certain diseases, including Niemann-Pick disease type C, and is being further researched for its diagnostic and prognostic potential.

Upstream product

• 1256-31-1 Acetic acid (3S,5R,6S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-20-oxa-cyclopropa[5,6]cyclopenta[a]phenanthren-3-yl ester 
• 592509-68-7 1-{2-[(3R,5S,8R,9S,10S,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yloxy]-phenyl}-2,2,2-trifluoro-ethanone 
• 2515-12-0 (4α,5)-epoxy-5α-cholestan-3-one 
• 3347-60-2 cholestane-3β,5α-diol 

Downstream Products

• 157920-48-4 3α-phenyl-3β,5α-cholestanediol 
• 157920-47-3 3β-phenyl-3α,5α-cholestanediol 
• 80-97-7 Cholestanol 
• 3347-60-2 cholestane-3β,5α-diol 
• 481-21-0 cholestane 
• 570-96-7 5α-cholestane-3α,5-diol 
• 601-57-0 Cholest-4-en-3-one 
• 32232-90-9 [(8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]-phosphonic acid dimethyl ester 

Relevant articles and documents

The reaction of 3-alpha-acetoxy-4-alpha, 5-alpha-epoxy-cholestane (I) with methyllithium and with methylmagnesium iodide.

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Investigation on the regioselectivities of intramolecular oxidation of unactivated C-H bonds by dioxiranes generated in Situ

We found that dioxiranes generated in situ from ketones 1-6 and Oxone underwent intramolecular oxidation of unactivated C-H bonds at δ sites of ketones to yield tetrahydropyrans. From the trans/cis ratio of oxidation products 1a and 2a as well as the retention of the configuration at the δ site of ketone 5, we proposed that the oxidation reaction proceeds through a concerted pathway under a spiro transition state. The intramolecular oxidation of ketone 6 showed the preference for a tertiary δ C-H bond over a secondary one. This intramolecular oxidation method can be extended to the oxidation of the tertiary γ′ C-H bond of ketones 9 and 10. For ketone 11 with two δ C-H bonds and one γ′ C-H bond linked respectively by a sp3 hydrocarbon tether and a sp2 ester tether, the oxidation took place exclusively at the δ C-H bonds. Finally, by introducing proper tethers, regioselective hydroxylation of steroid ketones 12-14 have been achieved at the C-17, C-16, C-3, and C-5 positions.

Fragmentation of Alkoxy Radicals: Tandem β-Fragmentation-Cycloperoxyiodination Reaction

The steroidal alcohols 2-cholesten-5α-ol (3), 3-phenyl-2-cholesten-5α-ol (4), and 3αH-2'-oxofurocholestan-5α-ol (5) were prepared in order to test a new tandem β-fragmentation-cycloperoxyiodination reaction.The alkoxy radicals generated by irradiatio

Reduction of , -oxido ketones with chromous acetate. Synthesis of 3 ,5 ,17 ,19-tetrahydroxy-5 -androstane, a degradation product of strophanthidin.

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