5419-52-3

Basic information

• Product Name: (3beta)-pregna-5,16,20-triene-3,20-diyl diacetate
• Synonyms: 5,16,20-Pregnatriene-3beta,20-diol diacetate; Pregna-5,16,20-triene-3beta,20-diol diacetate
• CAS NO: 5419-52-3
• Molecular Formula: C₂₅H₃₄O₄
• Molecular Weight: 398.5351
• Mol File: 5419-52-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 493.2°C at 760 mmHg
• Flash Point: 239.9°C
• Density: 1.12g/cm³
• Vapor Pressure: 7.2E-10mmHg at 25°C
• Refractive Index: 1.546
• CAS DataBase Reference: (3beta)-pregna-5,16,20-triene-3,20-diyl diacetate(CAS DataBase Reference)
• NIST Chemistry Reference: (3beta)-pregna-5,16,20-triene-3,20-diyl diacetate(5419-52-3)
• EPA Substance Registry System: (3beta)-pregna-5,16,20-triene-3,20-diyl diacetate(5419-52-3)

Safety Data

• Hazardous Substances Data: 5419-52-3(Hazardous Substances Data)

Usage

General Description

(3beta)-pregna-5,16,20-triene-3,20-diyl diacetate is a chemical compound that belongs to the group of pregnane steroids. It is a diester formed by the condensation of two molecules of acetic acid with the diol derived from the 3β-hydroxy group of the steroid structure. (3beta)-pregna-5,16,20-triene-3,20-diyl diacetate has potential uses in the pharmaceutical industry, particularly in the development of drugs related to hormonal replacement therapy and contraception. Its molecular structure and properties make it a target for research and development in the field of medicinal chemistry, as it has the potential to exhibit important biological activities.

Upstream product

• 108-22-5 Isopropenyl acetate 
• 979-02-2 16-dehydropregnenolone acetate 

Downstream Products

• 37413-93-7 3β,21-diacetoxypregna-5,16-dien-20-one 

Relevant articles and documents

Effects of fluorine substitution on substrate conversion by cytochromes P450 17A1 and 21A2

Cytochromes P450 17A1 (CYP7A1) and 21A2 (CYP21A2) catalyze key reactions in the production of steroid hormones, including mineralocorticoids, glucocorticoids, and androgens. With the ultimate goal of designing probes that are selectively metabolized to each of these steroid types, fluorinated derivatives of the endogenous substrates, pregnenolone and progesterone, were prepared to study the effects on CYP17A1 and CYP21A2 activity. In the functional assays, the hydroxylase reactions catalysed by each of these enzymes were blocked when fluorine was introduced at the site of metabolism (positions 17 and 21 of the steroid core, respectively). CYP17A1, furthermore, performed the 17,20-lyase reaction on substrates with a fluorine installed at the 21-position. Importantly, none of the substitutions examined herein prevented compound entry into the active sites of either CYP17A1 or CYP21A2 as demonstrated by spectral binding assays. Taken together, the results suggest that fluorine might be used to redirect the metabolic pathways of pregnenolone and progesterone to specific types of steroids.