Related Experiment Video
Updated: Aug 9, 2026

Isolation of Human Endometrial Stromal Cells for In Vitro Decidualization
Published on: September 1, 2018
Conversion of an androgen epoxide into 17beta-estradiol by human placental microsomes
Abstract:
Three androgen epoxides, 17beta-hydroxy-4beta,5-oxido-5beta-androstan-3-one (II), 3beta,19-dihydroxy-5,6beta-oxido-5beta-androstan-17-one 3-acetate (VIII), and 19-hydroxy-4beta,5-oxido-5beta-androstane-3,17-dione (V), were synthesized and subsequently evaluated as potential precursors in the biosynthesis of estrogens by incubation with human placental microsomes. One of these epoxides (V) was converted into 17beta-estradiol, whereas the other two were metabolized to unidentified products. The possible intermediacy of an androgen epoxide in the biosynthesis of estrone and of 17beta-estradiol is discussed and a mechanism is proposed for the aromatization process.
More Related Videos
06:18An In Vivo Estrogen Deficiency Mouse Model for Screening Exogenous Estrogen Treatments of Cardiovascular Dysfunction After Menopause
Published on: August 13, 2019
13:05Enzymatic Synthesis of Epoxidized Metabolites of Docosahexaenoic, Eicosapentaenoic, and Arachidonic Acids
Published on: June 28, 2019
Related Concept Videos
Preparation of Epoxides
Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
Epoxidation with Peroxy Acids
Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of peroxy acids to...
Drug Metabolism: Phase I Reactions
Phase I Reactions: Oxidation of Aliphatic and Aromatic Carbon-Containing Systems
Oxidation reactions are fundamental in aromatic carbon-containing systems. An example is the hydroxylation of phenobarbital, a process that transforms it into...