1816-75-7

Usage

Uses

Used in Pharmaceutical Industry:
(3β,5α,17β)-Estrane-3,17-diol is used as a biomarker for detecting nandrolone abuse in cattle. Nandrolone is an anabolic steroid that is sometimes illegally administered to livestock to promote growth and increase muscle mass. The presence of 5α-Estrane-3β,17β-diol in biological samples can indicate the misuse of nandrolone, helping to ensure the safety and quality of meat products for human consumption.
Additionally, due to its steroidal nature, (3β,5α,17β)-Estrane-3,17-diol may have potential applications in the development of pharmaceuticals targeting various medical conditions. However, further research is needed to explore its therapeutic potential and safety profile in humans.

Upstream product

• 1434-85-1 17β-hydroxy-5α-estran-3-one 
• 434-22-0 19-nortestosterone 

Relevant academic research and scientific papers

An easy stereoselective synthesis of 5(10)-estrene-3β,17α-diol, a biological marker of pregnancy in the mare

5(10)-Estrene-3β,17α-diol is an essential reference material for doping analysis in horse-racing laboratories. It is used to detect misuse, for doping purpose, of the pregnancy status in the mare. Its stereoselective synthesis from 17β-estradiol-3-methyl ether (prepared from estrone or 17β-estradiol) was performed in four steps: (1) Mitsunobu inversion of the 17β-alcohol; (2) Birch reduction of the aromatic ring; (3) stereoselective reduction of the 3-ketone via Noyori asymmetric transfer hydrogenation; (4) chemoenzymatic purification.

PROGESTERONE RECEPTOR ANTAGONISTS AND USES THEREOF

The present invention relates to a compound of formula (I): for its use as progesterone receptor antagonist, in particular for its use for the prevention and/or the treatment of cancer or uterine pathologies.

Regioselectivity in the Hydroboration of Steroidal δ3-Allylic Alcohols

The presence of an allylic 5α-hydroxy group in an androst-3-ene increases the proportion of addition of a borane to the adjacent C-4 compared to the unsubstituted steroid and directs the addition to the face of the alkene anti to the hydroxy group with stereochemical effects that may oppose those of the C-10β-methyl group.

Neurosteroid analogues. 4. The effect of methyl substitution at the C-5 and C-10 positions of neurosteroids on electrophysiological activity at GABA(A) receptors

A series of analogues of the neuroactive steroids 3α-hydroxy-5α- pregnan-20-one and 3α-hydroxy-5β-pregnan-20-one were studied to elucidate the mode of binding of 5α- and 5β-reduced steroids to steroid binding sites on GABA(A) receptors. Analogues which were either 3α-hydroxy-20-ketosteroids or 3α-hydroxysteroid-17β-carbonitriles and which contained various methyl group substitution patterns at C-5 and C-10 were prepared. Evaluations utilized whole-cell patch clamp electrophysiological methods carried out on cultured rat hippocampal neurons, and the results obtained with the rigid 17β-carbonitrile analogs were analyzed using molecular modeling methods. The molecular modeling results provide a rationale for the observation that the configuration of the hydroxyl group at C-3 is a greater determinant of anesthetic potency than the configuration of the A,B ring fusion at C-5. The electrophysiological results identify steric restrictions for the space that can be occupied in 5α- and 5β-reduced steriod modulators of GABA(A) recepters in the regions of space proximate to the steroid C-5, C-10, and possibly C-4 positions. This information is useful for the development of nonsteroidal analogues that can modulate GABA(A) receptors via interactions at steroid binding sites.

Microbiological Transformations. XIII. Transformations of 19-Nor and 19-Hydroxy Analogues of Testosterone and Androstendione by Means of Rhodotorula mucilaginosa Strain

Preparative transformation carried out