1662-06-2

Basic information

• Product Name: 17ALPHA,20BETA-DIHYDROXY-4-PREGNEN-3-ONE
• Synonyms: 17alpha,20beta-dihydroxypregn-4-en-3-one;MIS (SALMONID);MATURATION INDUCING HORMONE (SALMONID);MATURATION-INDUCING STEROID (SALMONID);FISH MATURATION HORMONE (SALMONID);4-PREGNENE-17ALPHA,20BETA-DIOL-3-ONE;4-PREGNEN-17ALPHA,20BETA-DIOL-3-ONE;4-PREGNEN-17,20-BETA-DIOL-3-ONE
• CAS NO: 1662-06-2
• Molecular Formula: C₂₁H₃₂O₃
• Molecular Weight: 332.48
• Product Categories: Steroids
• Mol File: 1662-06-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: 201-202°C
• Boiling Point: 487.1°C at 760 mmHg
• Flash Point: 262.5°C
• Appearance: /crystalline
• Density: 1.15g/cm³
• Vapor Pressure: 1.56E-11mmHg at 25°C
• Refractive Index: 1.567
• Storage Temp.: -20°C Freezer
• Solubility: Acetone (Slightly), Methanol (Slightly), DMSO
• PKA: 14.79±0.60(Predicted)
• Stability: Store in Freezer
• CAS DataBase Reference: 17ALPHA,20BETA-DIHYDROXY-4-PREGNEN-3-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 17ALPHA,20BETA-DIHYDROXY-4-PREGNEN-3-ONE(1662-06-2)
• EPA Substance Registry System: 17ALPHA,20BETA-DIHYDROXY-4-PREGNEN-3-ONE(1662-06-2)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 1662-06-2(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

4-Pregnen-17α,20β-diol-3-one (cas# 1662-06-2) is a derivative of 17α-Hydroxy Progesterone (H952330), which is a metabolite of Progesterone (P755900). It can also be used as an antagonist of cb1 receptor for therapeutic use.

Biochem/physiol Actions

17α,20β-Dihydroxy-4-pregnen-3-one, also known as maturation-inducing hormone (MIH) or DHP, is the most potent steroid for inducing final oocyte maturation in several species of fish. DHP as a progestin regulates spermiation, improves sperm motility and acts as a pheromone in male cyprinids.

InChI:InChI=1/C21H32O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12-13,16-18,22,24H,4-11H2,1-3H3/t13-,16-,17+,18+,19+,20+,21+/m1/s1

Upstream product

• 68-96-2 17-hydroxyprogesterone 
• 51154-62-2 (8S,9S,10R,13S,14S,Z)-17-ethylidene-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one 
• 63-05-8 Androstenedione 
• 4966-70-5 3,3,17,17-diethylenedioxyandrost-5-ene 
• 3754-63-0 3,3-ethylenedioxy-5-androsten-17-one 
• 20380-16-9 17α-hydroxy-21-chloro-4-pregnene-3,20-dione 
• 152-58-9 Cortexolone 
• 57-83-0 Progesterone 
• 68-96-2 17-hydroxy-progesterone 
• 883879-29-6 3-benzylsulfanyl-17-hydroxy-pregna-3,5-dien-20-one 

Downstream Products

• 57-83-0 Progesterone 

Relevant articles and documents

20β-Hydroxysteroid dehydrogenase of neonatal pig testis: Cofactor requirement and stereospecificity of hydrogen transfer from nicotinamide adenine dinucleotide phosphate, reduced form

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Oxidation of 17α,20β- and 17α,20α-dihydroxypregn-4- en-3-ones, side products of progesterone biotransformation with recombinant microorganisms expressing cytochrome P-45017α

Progesterone biotransformation with recombinant yeasts Yarrowia lipolytica E129A15 and Saccharomyces cerevisiae GRF18/YEp5117α expressing bovine adrenocortical cytochrome P-45017α yielded 17α-hydroxyprogesterone and two diols, 17α,20β- and 17α,20α-dihydroxypregn-4-en- 3-ones. The oxidation of mixtures of the three steroids with chromic acid resulted in the cleavage of 17-20 bonds in the diols with the formation of androst-4-ene-3,17-dione. The biotransformation of pregn-4-ene-20β-ol-3-one by means of Y. lipolytica E129A15 was accompanied by the following reactions: the primary oxidation of these compounds to progesterone and the subsequent successive reactions of 17α-hydroxylation and 20α- and 20β-reduction. The results widen the possibilities of enzymatic and chemical modifications of steroids.