24704-84-5

Basic information

• Product Name: Androst-4-ene-3,17-dione, 6-hydroxy-, (6.alpha.)-
• Synonyms: Androst-4-ene-3,17-dione, 6-hydroxy-, (6.alpha.)-;(6S,8R,9S,10R,13S,14S)-6-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione
• CAS NO: 24704-84-5
• Molecular Formula: C₁₉H₂₆O₃
• Molecular Weight: 302.41
• Product Categories: Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Steroids
• Mol File: 24704-84-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 229-230 °C
• Boiling Point: 479.1±45.0 °C(Predicted)
• Appearance: /
• Density: 1.19±0.1 g/cm3(Predicted)
• PKA: 14.03±0.60(Predicted)
• CAS DataBase Reference: Androst-4-ene-3,17-dione, 6-hydroxy-, (6.alpha.)-(CAS DataBase Reference)
• NIST Chemistry Reference: Androst-4-ene-3,17-dione, 6-hydroxy-, (6.alpha.)-(24704-84-5)
• EPA Substance Registry System: Androst-4-ene-3,17-dione, 6-hydroxy-, (6.alpha.)-(24704-84-5)

Safety Data

• Hazardous Substances Data: 24704-84-5(Hazardous Substances Data)

Usage

Uses

A metabolite of Androstenedione (A637550).

Upstream product

• 63-05-8 Androstenedione 
• 53-43-0 dehydroepiandrosterone 

Downstream Products

• 2243-06-3 androst-4-ene-3,6,17-trione 
• 113947-56-1 6α-bromoacetoxy-4-androstene-3,17-dione 

Relevant articles and documents

Microbial transformation of dehydroepiandrosterone (DHEA) by some fungi

In this work, biotransformations of dehydroepiandrosterone (DHEA) 1 by Ulocladium chartarum MRC 72584, Cladosporium sphaerospermum MRC 70266 and Cladosporium cladosporioides MRC 70282 have been reported. U. chartarum MRC 72584 mainly hydroxylated 1 at C-7α and C-7β, accompanied by a minor hydroxylation at C-4β, a minor epoxidation from the β-face and a minor oxidation at C-7 subsequent to its hydroxylations. 3β,7β-Dihydroxy-5β,6β-epoxyandrostan-17-one 6, 3β,4β,7α-trihydroxyandrost-5-en-17-one 7 and 3β,4β,7β-trihydroxyandrost-5-en-17-one 8 from this incubation were identified as new metabolites. C. sphaerospermum MRC 70266 converted some of 1 into a 3-keto-4-ene steroid and then hydroxylated at C-6α, C-6β and C-7α, accompanied a minor 5α-reduction and a minor oxidation at C-6 following its hydroxylations. C. sphaerospermum MRC 70266 also hydroxylated some of 1 at C-7α and C-7β. C. cladosporioides MRC 70282 converted almost half of 1 into a 3-keto-4-ene steroid and then hydroxylated at C-6α and C-6β. C. cladosporioides MRC 70282 also reduced some of 1 at C-17.

Studies on Bacillus stearothermophilus: Part IV. Influence of enhancers on biotransformation of testosterone

The impact of chemical enhancers on the biotransformation of testosterone has been exploited. Application of crude cell concentrates to produce Bacillus stearothermophilus-mediated bioconversion of testosterone at 65°C for 72 h has been examined. After incubation, the xenobiotic substrate was added to the concentrated whole cell suspensions. The enhancer molecules were included in the whole cell suspension. The resultant products, after extraction into an organic solvent, were purified by thin layer chromatography and identification was carried out through spectroscopic data. Five steroid metabolites 9,10-seco-4-androstene-3,9,17-trione, 5α-androstan-3,6,17-trione, 17β-hydroxy-5α-androstan-3,6-dione, 3β,17β- dihydroxyandrost-4-ene-6-one and 17β-hydroxyandrost-4,6-diene-3-one were identified as biotransformation products of testosterone. A possible biosynthetic route for these bioconversion products is postulated.