1236-09-5

Usage

Uses

Used in Pharmaceutical Industry:
Pregn-5-ene-3,20-dione is used as a key intermediate in the synthesis of various steroidal drugs for its ability to be chemically modified to produce a range of therapeutic agents. Its versatile structure allows for the development of medications targeting diverse medical conditions.
Used in Hormone Replacement Therapy:
In the medical field, pregn-5-ene-3,20-dione is used as a precursor in the production of hormone replacement therapies, specifically for the treatment of adrenal insufficiency and other hormone-related disorders. Its role in hormone synthesis makes it a critical component in maintaining endocrine balance.
Used in Contraceptive Development:
Pregn-5-ene-3,20-dione is utilized as a starting material in the development of contraceptives, particularly oral contraceptives. Its hormonal properties allow for the regulation of reproductive functions, providing a means to prevent unwanted pregnancies.
Used in Anti-inflammatory and Immunosuppressive Agents:
pregn-5-ene-3,20-dione is also used as a precursor in the synthesis of anti-inflammatory and immunosuppressive drugs. Its ability to modulate the immune response and reduce inflammation makes it a valuable asset in the treatment of autoimmune diseases and conditions characterized by excessive inflammation.

InChI:InChI=1/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h4,16-19H,5-12H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1

Upstream product

• 145-13-1 Pregnenolone 

Downstream Products

• 57-83-0 Progesterone 
• 145-13-1 Pregnenolone 
• 19037-28-6 (3α)-3-hydroxypregn-5-en-20-one 
• 968-93-4 testolactone 
• 105079-62-7 1-((8S,9S,10R,13S,14S,17S)-10,13-Dimethyl-3-phenylethynyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethanone 
• 302-97-6 androst-4-en-3-one-17β-carboxylic acid 

Related news

Partial separation of beef adrenal Δ5-3-ketosteroid isomerases: Androst-5-ene-3,17-dione isomerase and pregn-5-ene-3,20-dione (cas 1236-09-5) isomerase08/04/2019

Two distinct Δ5-3-ketosteroid isomerases, one acting on the androst-5-ene-3,17-dione and the other on pregn-5-ene-3,20-dione, were demonstrated in beef adrenal cortex homogenates and were partly separated by ammonium sulfate fractionation from a solubilized preparation of the glands. In one enz...detailed

Relevant academic research and scientific papers

Synthesis of [3α-3H]-Dehydroepiandrosterone and [3α-3H]-pregnenolone

[3α-3h]-dehydroepiandrosterone ([3α-3h]-3β-hydroxy-5-androsten-17- one) and [3α-3h]-pregnenolone ([3α-3h]-3β-hydroxy-5-pregnen-20-one) were prepared by selective reduction of 3-keto-5-ene intermediates with tritiated sodium borohydride. These were used as substrates to set up a tritium release assay for 3β-hydroxysteroid oxido-reductase and 5→4-ene isomerase (3β- HSD) which is a key enzyme in steroidogenesis.

Δ5-3β-hydroxysteroid dehydrogenase (3βHSD) from Digitalis lanata. Heterologous expression and characterisation of the recombinant enzyme

During the biosynthesis of cardiac glycosides, Δ5-3β- hydroxysteroid dehydrogenase (3βHSD, EC 1.1.1.51) converts pregnenolone (5-pregnen-3β-ol-20-one) to isoprogesterone (5-pregnene-3,20-dione). A 3βHSD gene was isolated from leaves of Digitalis lanata. It consisted of 870 nucleotides containing a 90 nucleotide long intron. A full-length cDNA clone that encodes 3βHSD was isolated by RT-PCR from the same source. A Sph I/Kpn I 3βHSD cDNA was cloned into the pQE30 vector and then transferred into E. coli strain M15[pREP4]. 3βHSD cDNA was functionally expressed as a His-tagged fusion protein (pQ3βHSD) composed of 273 amino acids (calculated molecular mass 28,561 Da). PQ3βHSD was purified by metal chelate affinity chromatography on Ni-NTA. Pregnenolone and other 3β-hydroxypregnanes but not cholesterol were 3β-oxidised by pQ3βHSD when NAD was used as the co-substrate. Testosterone (4-androsten-17β-ol-3-one) was converted to 4-androstene-3,17-dione indicating that the pQ3βHSD has also 17β-dehydrogenase activity. pQ3βHSD was able to reduce 3-keto steroids to their corresponding 3β-hydroxy derivatives when NADH was used as the co-substrate. For comparison, 3βHSD genes were isolated and sequenced from another 6 species of the genus Digitalis. Gene structure and the deduced 3βHSD proteins share a high degree of similarity. Georg Thieme Verlag KG Stuttgart.