641-82-7

Basic information

• Product Name: 17b-Methyl-5a-androstane-3a,17b-diol
• Synonyms: 17b-methyl-5a-androstane-3a,17b-diol;17-methyl-5alpha-androstan-3alpha,17beta-diol;17alpha-methyl-5alpha-androstan-3alpha,17beta-diol;(3alpha,5beta,17beta)-17-methylandrostane-3,17-diol;17β-Methyl-5α-androstane-3α,17β-diol;(3ALPHA,5ALPHA,17BETA)-17-METHYLANDROSTANE-3,17-DIOL;NSC51177;(3R,5S,8R,9S,10S,13S,14S,17S)-10,13,17-trimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthrene-3,17-diol
• CAS NO: 641-82-7
• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.48
• Mol File: 641-82-7.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 418.1 °C at 760 mmHg
• Flash Point: 184.4 °C
• Appearance: white crystalline powder
• Density: 1.069
• Vapor Pressure: 9.7E-09mmHg at 25°C
• Refractive Index: 1.537
• PKA: 15.12±0.70(Predicted)
• CAS DataBase Reference: 17b-Methyl-5a-androstane-3a,17b-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 17b-Methyl-5a-androstane-3a,17b-diol(641-82-7)
• EPA Substance Registry System: 17b-Methyl-5a-androstane-3a,17b-diol(641-82-7)

Safety Data

• Hazardous Substances Data: 641-82-7(Hazardous Substances Data)

Usage

General Description

17b-Methyl-5a-androstane-3a,17b-diol, also known as Methyl-1-AD, is an androgen and anabolic steroid which has been used as a performance-enhancing supplement. It is a synthetic derivative of testosterone that is not approved for medical use. 17b-Methyl-5a-androstane-3a,17b-diol is classified as a controlled substance in many countries due to its potential for abuse and the risks associated with its use, including liver toxicity and negative effects on cardiovascular health. Methyl-1-AD is typically used by bodybuilders and athletes looking to increase muscle mass and strength, but its use is not supported by scientific evidence and is strongly discouraged by health professionals due to its potential dangers.

InChI:InChI=1/C20H34O2/c1-18-9-6-14(21)12-13(18)4-5-15-16(18)7-10-19(2)17(15)8-11-20(19,3)22/h13-17,21-22H,4-12H2,1-3H3/t13-,14+,15+,16-,17-,18-,19-,20-/m0/s1

Upstream product

• 58-18-4 17-methyltestosterone 
• 917-64-6 methyl magnesium iodide 
• 60-29-7 diethyl ether 
• 481-29-8 Epiandrosterone 
• 521-10-8 methylandrostenediol 
• 71-43-2 benzene 
• 75-16-1 methylmagnesium bromide 
• 113466-02-7 Acetic acid (3S,5S,8R,9S,10S,13S,14S,17S)-3-acetoxy-10,13,17-trimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl ester 
• 521-11-9 mestanolone 

Downstream Products

• 521-11-9 mestanolone 
• 18167-94-7 5α-17β-hydroxy-17α-methyl-Δ¹-androsten-3-one 
• 58-18-4 17-methyltestosterone 

Relevant articles and documents

Characterization of desoxymethyltestosterone main urinary metabolite produced from cultures of human fresh hepatocytes

Desoxymethyltestosterone (DMT; 17β-hydroxy-17α-methyl-5α- androst-2-ene) is a designer steroid present in hormonal supplements distributed illegally as such or in combination with other steroids, for self-administration. It figures on the list of substances prohibited in sports and its detection in athlete's urine samples is based upon the presence of the parent compound or the main urinary metabolite, which has not been characterized yet. Following its isolation from cultures of human fresh hepatocytes and S9 fractions of liver homogenates, we were able to identify this metabolite as being 17α-methyl-2β,3α,17β-trihydroxy-5α-androstane. Other minor metabolites were also characterized. The production, isolation, NMR, mass spectral analyses and chemical synthesis are presented.

A convenient synthesis of oxandrolone through a regioselective Candida antarctica lipase-catalyzed transformation

The use of a regioselective CAL-catalyzed transformation of a suitable intermediate allowed a convenient synthesis of oxandrolone, an anabolic hormone actually employed to improve the quality of life for patients with HIV-infections.

Proton magnetic resonance spectra of 17ξ-hydroxy-17ξ-methyl-5ξ-androstane C-3 ketone and C-3ξ alcohol isomers in chloroform-d and pyridine-d5

17α-Hydroxy-17β-methyl-5β-androstan-3-one,17β-methyl-5α-androstane-3α ,17α-diol,17β-methyl-5α-androstane-3β,17α-diol, 17α-methyl-5β-androstane-3β,17β-diol,17β-methyl-5β-androstane- 3α,17α-diol and 17β-methyl-5β-androstane-3β,17α-diol were synthesized for the first time. 1H NMR spectra of all four 17ξ-hydroxy/17ξ-methyl C-3 ketones and all eight C-3 alcohols were recorded in chloroform-d and pyridine-d5. Pyridine-induced chemical shifts are discussed. Thin-layer chromatographic data are given.