517-06-6

Basic information

• Product Name: (8α)-3-Hydroxyestra-1,3,5(10)-trien-17-one
• Synonyms: (8α)-3-Hydroxyestra-1,3,5(10)-trien-17-one;8-Epiestrone;8-Isoestrone;8α-Estrone
• CAS NO: 517-06-6
• Molecular Formula: C₁₈H₂₂O₂
• Molecular Weight: 270.36608
• Mol File: 517-06-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: 254°C
• Boiling Point: 353.48°C (rough estimate)
• Flash Point: 189.7°C
• Appearance: /
• Density: 1.0898 (rough estimate)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.4800 (estimate)
• PKA: 10.25±0.40(Predicted)
• CAS DataBase Reference: (8α)-3-Hydroxyestra-1,3,5(10)-trien-17-one(CAS DataBase Reference)
• NIST Chemistry Reference: (8α)-3-Hydroxyestra-1,3,5(10)-trien-17-one(517-06-6)
• EPA Substance Registry System: (8α)-3-Hydroxyestra-1,3,5(10)-trien-17-one(517-06-6)

Safety Data

• Hazardous Substances Data: 517-06-6(Hazardous Substances Data)

Usage

General Description

(8α)-3-Hydroxyestra-1,3,5(10)-trien-17-one, also known as 17β-estradiol, is a naturally occurring hormone and a form of estrogen. It is produced primarily in the ovaries and plays a crucial role in the development and regulation of the female reproductive system. Additionally, it has various other important functions in both females and males, such as maintaining bone density, regulating cholesterol levels, and influencing mood and cognitive function. It is also commonly used in hormone replacement therapy to treat symptoms of menopause and to prevent osteoporosis in postmenopausal women. Additionally, it has been studied and used for its potential benefits in the treatment of various conditions such as breast cancer, prostate cancer, and hormone-related disorders.

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

Downstream Products

• 53-16-7 Estrone 
• 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 
• 2393-53-5 rac-3-benzoyloxy-8α-estra-1,3,5(10)-trien-17-one 
• 21231-98-1 3-(2-tetrahydropyranyloxy)-1,3,5(10)estratrien-17β-ol 
• 901-93-9 oestrone acetate 
• 901-93-9 estrone acetate 
• 58534-72-8 3-hydroxy-1,3,5(10)-estradien-17-one 3-(3-carboxypropanoate) 
• 1091-94-7 O-methyl-estrone 
• 1401939-09-0 3-{(E)-[(13α,16E)-3-hydroxy-17-oxoestra-1(10),2,4-trien-16-ylidene]methyl}benzamide 
• 1401939-12-5 3-{[(13α)-3-hydroxy-17-oxoestra-1(10),2,4-trien-16-yl]methyl}benzamide 
• 1401939-15-8 3-{[(13α)-3,17-dihydroxyestra-1(10),2,4-trien-16-yl]methyl}benzamide 
• 690996-26-0 3-benzyloxy-estra-1,3,5(10),15-tetraen-17β-ol 
• 690996-25-9 17-acetyloxy-3-benzyloxy-estra-1,3,5⁽¹⁰⁾,15-tetraene 

Relevant articles and documents

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