517-06-6

Usage

Uses

Used in Hormone Replacement Therapy:
(8α)-3-Hydroxyestra-1,3,5(10)-trien-17-one is used as a hormone replacement agent for treating symptoms of menopause and preventing osteoporosis in postmenopausal women. It helps alleviate symptoms such as hot flashes, night sweats, and vaginal dryness while also supporting bone health.
Used in Pharmaceutical Applications:
In the pharmaceutical industry, (8α)-3-Hydroxyestra-1,3,5(10)-trien-17-one is used as an active ingredient in various medications targeting hormone-related disorders. It is also being studied for its potential benefits in the treatment of conditions such as breast cancer, prostate cancer, and other hormone-sensitive diseases.
Used in Research and Development:
(8α)-3-Hydroxyestra-1,3,5(10)-trien-17-one is utilized as a key compound in research and development for understanding the mechanisms of estrogen action and its role in various physiological processes. This knowledge aids in the development of new therapeutic strategies and medications targeting hormone-related conditions.
Used in Diagnostic Applications:
In the field of diagnostics, (8α)-3-Hydroxyestra-1,3,5(10)-trien-17-one can be used as a reference compound for the development and validation of diagnostic tests aimed at detecting and monitoring hormone levels in patients, which can be crucial for the management of various health conditions.

InChI:InChI=1/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-16,19H,2,4,6-9H2,1H3/t14-,15+,16+,18+/m1/s1

Upstream product

• 53-16-7 Estrone 
• 98-80-6 phenylboronic acid 
• 50394-95-1 3-hydroxyestra-1,3,5⁽¹⁰⁾-trienyl toluene-p-sulfonate 

Downstream Products

• 901-93-9 oestrone acetate 
• 1091-94-7 O-methyl-estrone 
• 53-16-7 Estrone 
• 901-93-9 estrone acetate 
• 2393-53-5 rac-3-benzoyloxy-8α-estra-1,3,5(10)-trien-17-one 
• 53-63-4 rac-8α,9β-estra-1,3,5(10)-trien-3-ol 
• 2393-53-5 rac-3-benzoyloxy-8α,14β-estra-1,3,5(10)-trien-17-one 
• 1401939-09-0 3-{(E)-[(13α,16E)-3-hydroxy-17-oxoestra-1(10),2,4-trien-16-ylidene]methyl}benzamide 

Relevant academic research and scientific papers

Solvent- and Wavelength-Dependent Photolysis of Estrone

The direct photolysis of estrone in solvents ranging from water to cyclohexane is reported. The photodegradation is dominated by lumiestrone, an epimer of estrone resulting from the inversion of the methyl group at carbon 13, regardless of solvent and pho

Photochemical Behavior of Some Estrone Aryl and Methyl Sulfonates in Solution: Preparative and Mechanistic Studies

Direct irradiation of estrone aryl and methyl sulfonates in different organic solvents under nitrogen atmosphere was investigated under steady-state conditions. The estrone derivatives reacted efficiently through the photo-Fries rearrangement reaction involving [1;3]-sulfonyl migration providing the ortho-sulfonyl estrone derivatives and estrone as the photoproducts. In addition, estrone and 2-arylsulfonyl estrone derivatives were epimerized involving a Norrish Type-I reaction. Chemical quenching and photosensitization experiments on the photoreaction have been also carried out to establish the photoreactive excited state. Likewise, the solvent effect and the nature of the sulfonyl group on the photoreactions have been also studied.

Pd-catalyzed Suzuki–Miyaura couplings and evaluation of 13α-estrone derivatives as potential anticancer agents

13α-Estrones are of great value owing to their potent multiple bioactivity, including anticancer activity. 3-OH or 3-OBn derivatives of 2- or 4-[(subst.) phenyl]-13α-estrone as potential antiproliferative agents have been synthesized via facile, microwave

Photo-Fries Rearrangement of Some 3-Acylestrones in Homogeneous Media: Preparative and Mechanistic Studies

Irradiation of a series of 3-acylestrones under a nitrogen atmosphere in cyclohexane, acetonitrile (MeCN), and methanol (MeOH) was investigated under steady-state conditions. The molecules underwent the photo-Fries rearrangement, with concomitant homolytic fragmentation of the ester group and [1;3]-acyl migration. This pathway afforded the ortho-acyl estrone derivatives, the main photoproducts, together with estrone. During the irradiation of 3-benzoyl estrone, epimerization of estrone through the Norrish type I reaction occurred, providing lumiestrone as the photoproduct. This photoreaction involves the fragmentation of the C-α at the carbonyl group (C-17) of the steroid. On the other hand, epimerization of ortho-regioisomer 2-acetyl estrone occurred during the irradiation of 3-acetyl estrone. Photosensitization with acetone and chemical quenching with N,N,N,N-tetramethyldiazetinedioxide of the photo-Fries reaction confirmed that the photoreaction took place from the singlet excited state while the Norrish type I reaction proceeds efficiently from the triplet excited state. Solvent effects, as well as the nature of the acyl group on the photoreactions, were also studied.