51297-13-3

Usage

General Description

25-Hydroxy-1,4,6-cholestatrien-3-one, also known as 25-HC, is a sterol derivative that is derived from cholesterol. It is a key intermediate in the biosynthesis of bile acids and steroid hormones. 25-HC has been found to play a role in various biological processes, including lipid metabolism, inflammation, immune response, and cell proliferation. It has also been implicated in the regulation of cholesterol homeostasis and the modulation of cholesterol biosynthetic pathways. Additionally, 25-HC has been identified as a natural ligand for the liver X receptors (LXRs) and is involved in the regulation of cholesterol homeostasis and inflammation in the body. Studies have also shown that 25-HC has anti-viral properties and can inhibit the replication of certain viruses, making it a potential target for antiviral therapies.

Upstream product

• 2140-46-7 25-hydroxychlolesterol 
• 84-58-2 2,3-dicyano-5,6-dichloro-p-benzoquinone 
• 80239-48-1 25-(Tetrahydro-2H-pyran-2-yl)oxy-5-cholesten-3β-ol 

Downstream Products

• 80097-52-5 25-Benzoyloxycholesta-1,4,6-trien-3-one 

Relevant academic research and scientific papers

1-α-hydroxy vitamin D compounds and process for preparing same

The invention provides novel 1α-hydroxy vitamin D compounds and a method for their preparation from 1α-hydroxy-25-hydrogen cholesta-5,7-dienes by irradiation and isomerization techniques. The invention also includes the said 1α-hydroxy-25-hydrogen-cholesta-5,7-dienes and the corresponding cholest-5-enes. The new compounds may be obtained in a crystalline form substantially free from isomeric or other impurities arising from manufacture.

Synthesis of 1α-hydroxy-7-dehydrosteroids

Enol acetylation is carried out on a variety of 1,4,6-trien-3-ones to form 1,3,5,7 tetraene structures from which 1α-hydroxy-7-dehydro steroids are obtained. The compounds are intermediates used in the preparation of vitamin D3 metabolites such as 1α,25-dihydroxyvitamin D3 and 1α-hydroxyvitamin D3.

An Efficient Procedure for Preparing 1α,3β-Dihydroxy-Δ5-sterois by Reduction of 1α,2α-Epoxy-4,6-dien-3-ones with Lithium in Ammonia

A number of 1α,3β-dihydroxy-Δ5-steroids of the cholestane, (20S)-20-methylpregnane (23,24-dinorcholane), pregnane and androstane series were synthesized from common steroidal precursors.A process originally reported by Barton et aI., based on 1,4,6-trien-3-ones as intermediates, was used for the introduction of the lα-hydroxyl function.The last step of this process, consisting of lithium/ammonia reduction of 1α,2α-epoxy-4,6-dien-3-ones, was found to be crucial and therefore subjected to particular study.A reproducible procedure permitting high-yield conversion was developed. lt consists of first reducing the epoxydienone with an approximately stoichiometric amount of lithium in ammonia to give, after protonation with ammonium chloride, a 1α-hydroxy-5-en-3-one.This intermediate is then further reduced by repeated alternating treatment with ammonium chloride and an equivalent amount of lithium.