899-39-8

Basic information

• Product Name: 17β-Hydroxy-5α-androstane-3,6-dione
• Synonyms: 17β-Hydroxy-5α-androstane-3,6-dione;6-Ketodihydrotestosterone
• CAS NO: 899-39-8
• Molecular Formula: C₁₉H₂₈O₃
• Molecular Weight: 304.4238
• Mol File: 899-39-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 453.4°Cat760mmHg
• Flash Point: 242.1°C
• Appearance: /
• Density: 1.152g/cm³
• Vapor Pressure: 3.97E-10mmHg at 25°C
• Refractive Index: 1.545
• CAS DataBase Reference: 17β-Hydroxy-5α-androstane-3,6-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 17β-Hydroxy-5α-androstane-3,6-dione(899-39-8)
• EPA Substance Registry System: 17β-Hydroxy-5α-androstane-3,6-dione(899-39-8)

Safety Data

• Hazardous Substances Data: 899-39-8(Hazardous Substances Data)

Usage

General Description

17β-Hydroxy-5α-androstane-3,6-dione is a steroid hormone and androgen, which is a precursor to testosterone. It is also known as androstenedione and is produced in the adrenal glands and gonads. This chemical plays a crucial role in the biosynthesis of androgens and estrogens, and it acts as an intermediate in the conversion of androstenedione to testosterone and estrone. Androstenedione can also be converted to estrone in peripheral tissue, and it is considered to have both androgenic and estrogenic properties. The production and levels of androstenedione in the body can be influenced by various factors such as age, sex, and hormonal imbalances, and it is commonly measured in the diagnosis of certain medical conditions and in hormone replacement therapy.

InChI:InChI=1/C19H28O3/c1-18-7-5-11(20)9-15(18)16(21)10-12-13-3-4-17(22)19(13,2)8-6-14(12)18/h12-15,17,22H,3-10H2,1-2H3/t12-,13-,14-,15+,17-,18+,19-/m0/s1

Upstream product

• 96364-71-5 6β-methoxy-17β-hydroxy-4-androstene-3-one 
• 63-05-8 Androstenedione 
• 58-22-0 testosterone 
• 16375-04-5 3-Ethoxy-2β-chlor-androsta-3,5-dien-17β-ol-acetat 
• 855-60-7 17β-acetoxy-2α-chloro-androst-4-en-3-one 
• 25469-53-8 17β-acetoxy-5α-androstan-3,6-dione 
• 745-43-7 5β-Androstan-17β-ol-3,6-dion-17-acetat 
• 16375-05-6 3,3-Dimethoxy-5α-androstan-17β-ol-6-on-acetat 
• 62-99-7 6β-hydroxytestosterone 
• 1458-93-1 6β-bromotestosterone acetate 

Downstream Products

• 4601-47-2 (3R,5S,8R,9S,10R,13S,14R)-3-Hydroxy-10,13-dimethyl-tetradecahydro-cyclopenta[a]phenanthrene-6,17-dione 
• 53512-53-1 3α-hydroxy-5α-androstane-6,17-dione 
• 132255-44-8 3α-(dimethylphenylsiloxy)-17β-hydroxy-5α-androstan-6-one 
• 22630-54-2 3α,6α-Dihydroxy-5α-androstan-17-on 
• 226713-94-6 3β-((dimethylphenylsilyl)oxy)-17-(Z)-ethylidene-6-methylene-5α-androstane 
• 226714-62-1 3β-((dimethylphenylsilyl)oxy)-6-methylene-5α-androstan-17-one 
• 257619-77-5 17α-bromo-3α-(triphenylsilyloxy)-5α-androstan-6-one 
• 17328-37-9 3,17β-dihydroxy-5α-androstan-6-one 

Relevant articles and documents

Biotransformation of testosterone by Ulocladium chartarum MRC 72584

The incubation of testosterone 1 with Ulocladium chartarum MRC 72584 has been reported. U. chartarum MRC 72584 hydroxylated testosterone 1 at C-7β, C-6β, C-14α and C-12β, accompanied by a 5α-reduction and oxidations at C-6 and at C-17.

METABOLISM OF PROGESTERONE AND TESTOSTERONE BY A BACILLUS SP.

Microbial transformations by a Bacillus sp. were employed as a means of preparing potentially important derivatives of progesterone and testosterone.Each microbial metabolite was subjected to structure elucidation employing 1H and 13C nmr, mass spectral and cd analysis.HPLC was used for the determination of the percentages of the metabolites formed.The progesterone metabolites were characterised as 14-hydroxy-4-pregnene-3,20-dione (II), 14-hydroxy-5α-pregnane-3,6,20-trione (III), 11α-hydroxy-5α-pregnane-3,6,20-trione (IV) and 11α,14-dihydroxy-4-pregnene-3,20-dione (V).The testosterone analogs were identified as 4-androstene-3,17-dione (VII), 17β-hydroxy-5α-androstane-3,6-dione (VIII), 14-hydroxy-4-androstene-3,17-dione (IX) and 14,17β-dihydroxy-4-androsten-3-one (X).The availability of the metabolites enabled complete elucidation of their 13C nmr spectra.