1164-92-7

Basic information

• Product Name: 3-oxoandrostan-17-yl acetate
• Synonyms: (5beta,17beta)-3-oxoandrostan-17-yl acetate
• CAS NO: 1164-92-7
• Molecular Formula: C₂₁H₃₂O₃
• Molecular Weight: 332.477
• Mol File: 1164-92-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 145-147℃
• Boiling Point: 424.6°C at 760 mmHg
• Flash Point: 182.8°C
• Density: 1.09g/cm³
• Vapor Pressure: 2.04E-07mmHg at 25°C
• Refractive Index: 1.527
• CAS DataBase Reference: 3-oxoandrostan-17-yl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 3-oxoandrostan-17-yl acetate(1164-92-7)
• EPA Substance Registry System: 3-oxoandrostan-17-yl acetate(1164-92-7)

Safety Data

• Hazardous Substances Data: 1164-92-7(Hazardous Substances Data)

Usage

General Description

3-Oxoandrostan-17-yl acetate, also known as 17-oxo-5α-androstan-3-yl acetate, is a steroid and testosterone derivative. It is a naturally occurring hormone found in the human body and is also used synthetically as a pharmaceutical compound. This chemical has various biological and pharmacological effects, including promoting muscle growth, enhancing physical performance, and potentially affecting sexual characteristics. It is also used in some countries as a performance-enhancing drug for athletes, despite being on the list of banned substances in many sports organizations. Additionally, 3-oxoandrostan-17-yl acetate is also studied for its potential therapeutic applications, particularly in the treatment of hormone-related conditions and diseases.

Upstream product

• 1045-69-8 testosterone acetate 

Downstream Products

• 22614-24-0 samanine 
• 136777-62-3 3-Oxo-5β-androstan-16β-yl Benzoate 
• 2363-59-9 17β-acetoxy-androsta-1,4-dien-3-one 

Relevant articles and documents

Controlling the reactive state through cation binding: Photochemistry of enones within zeolites

The nature of the lowest triplet state of enones is altered by the cations present within Y zeolites. Alkali metal ions, such as Li+, are predicted to interact with the carbonyl unit of enones in a collinear fashion and significantly lower both the p-type n and π-2 orbitals. Excited state energies, estimated at the CIS(D)/6-31+G* level, show that the lowest triplet is n-π* in character for the enones, but switch to π-π* on coordination with Li+. Observed product distribution within zeolite is consistent with this theoretical prediction.

Facial selective photoreduction of steroids: Role of zeolites

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NAD(P)H Models XV. Reduction of Δ4-3-ketosteroids via their iminium salts, by 1,4-dihydropyridine derivatives

Pyrrolidinium salts derived from a series of 17-substituted Δ4-3-ketosteroids are reduced by 1-benzyl-1,4-dihydronicotinamide (BNAH) and 2,6-dimethyl-3,5-diethoxycarbonyl-1,4-dihydropyridine (Hantzsch ester, 1 eq.) to the corresponding isomeric 5α- and 5β-enamines which hydrolyse to the corresponding 3-ketosteroids.In the case of the Hantzsch ester reduction, proton transfer from the oxidized Hantzsch ester to the enamine results in the formation of iminium salts, which are further reduced to the corresponding ammonium salts.Mechanistic, stereochemical and biochemical implications of the reactions are discussed.