62-99-7

Basic information

• Product Name: 6BETA-HYDROXYTESTOSTERONE
• Synonyms: 4-ANDROSTEN-6-BETA, 17-BETA-DIOL-3-ONE;4-ANDROSTENE-6BETA,17BETA-DIOL-3-ONE;6BETA-HYDROXYTESTOSTERONE;6BETA,17BETA-DIHYDROXYANDROST-4-EN-3-ONE;6B hydroxytestosterone--dea schedule*iii item;6BETA-HYDROXYTESTOSERONE;6,7-Dihydroxy-6b,17b-androst-4-en-one ;(6R,8R,9S,10R,13S,14S,17S)-6,17-dihydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
• CAS NO: 62-99-7
• Molecular Formula: C₁₉H₂₈O₃
• Molecular Weight: 304.42
• EINECS: 200-659-6
• Product Categories: Intermediates & Fine Chemicals;Metabolites;Pharmaceuticals;Steroids;Metabolites & Impurities
• Mol File: 62-99-7.mol
• Article Data: 13

Chemical Properties

• Melting Point: ≥205 °C
• Boiling Point: 479.8°C at 760 mmHg
• Flash Point: 9℃
• Appearance: white to off-white/
• Density: 1.19g/cm³
• Vapor Pressure: 3.19E-11mmHg at 25°C
• Refractive Index: 1.578
• Storage Temp.: 2-8°C
• PKA: 13.98±0.70(Predicted)
• CAS DataBase Reference: 6BETA-HYDROXYTESTOSTERONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6BETA-HYDROXYTESTOSTERONE(62-99-7)
• EPA Substance Registry System: 6BETA-HYDROXYTESTOSTERONE(62-99-7)

Safety Data

• Hazard Codes: Xn,T,F
• Statements: 61-40-39/23/24/25-23/24/25-11
• Safety Statements: 53-22-36/37/39-45-36/37-16-7
• RIDADR: UN1230 - class 3 - PG 2 - Methanol, solution
• WGK Germany: 3
• Hazardous Substances Data: 62-99-7(Hazardous Substances Data)

Usage

Description

CYP3A4 and CYP3A5 are cytochrome P450 enzymes whose expression is induced by glucocorticoids and certain xenobiotics, including many drugs and chemical carcinogens. They mediate the metabolism of xenobiotics as well as certain endobiotics, including steroid hormones. CYP3A4 and CYP3A5 are cytochrome P450 enzymes whose expression is induced by glucocorticoids and certain xenobiotics, including many drugs and chemical carcinogens. They mediate the metabolism of xenobiotics as well as certain endobiotics, including steroid hormones. 6β-hydroxy Testosterone is a major metabolite produced from testosterone by the actions of CYP3A4 and CYP3A5, accounting for 75-80% of all metabolites formed from testosterone. The biological effects of 6β-hydroxy testosterone have been poorly studied.

Chemical Properties

White Solid

Definition

ChEBI: A 17beta-hydroxy steroid that is testosterone bearing an additional hydroxy substituent at the 6beta-position.

General Description

A Certified Spiking Solution? suitable for use as starting material in calibrators or controls for a variety of LC/MS or GC/MS applications from clinical and diagnostic testing to endocrinology and sports testing. 6?-Hydroxytestosterone is a major urinary metabolite of testosterone, a hormone from the androgen group of steroids. Testosterone is an important sex hormone and anabolic steroid used as a performance-enhancing drug.

InChI:InChI=1/C19H28O3/c1-18-7-5-11(20)9-15(18)16(21)10-12-13-3-4-17(22)19(13,2)8-6-14(12)18/h9,12-14,16-17,21-22H,3-8,10H2,1-2H3

Upstream product

• 63-05-8 Androstenedione 
• 58-22-0 testosterone 
• 315-37-7 testosterone heptanoate 
• 521-17-5 5-androstenediol 
• 53-43-0 dehydroepiandrosterone 
• 481-29-8 Epiandrosterone 

Downstream Products

• 2243-06-3 androst-4-ene-3,6,17-trione 
• 899-39-8 17β-hydroxy-5α-androstane-3,6-dione 

Relevant articles and documents

Microbial transformation of androstenedione by Cladosporium sphaerospermum and Ulocladium chartarum

In this work, incubations of androstenedione 1 with Cladosporium sphaerospermum MRC 70266 and Ulocladium chartarum MRC 72584 have been reported. C. sphaerospermum MRC 70266 mainly hydroxylated 1 at C-6β, accompanied by a hydroxylation at C-15α, a reduction at C-17, a 5α-reduction and oxidations at C-6 and C-16 following hydroxylations. U. chartarum MRC 72584 hydroxylated 1 at C-6β, C-7α, C-7β and C-14α, accompanied by an oxidation at C-6 following its hydroxylation, a reduction at C-17 and a 5α-reduction. 6β,17β-Dihydroxyandrost-4-en-3,16-dione 8, one of the metabolites from the incubation of 1 with C. sphaerospermum MRC 70266, was determined as a new compound.

Biotransformation of testosterone by Cladosporium sphaerospermum

Incubation of testosterone 1 with Cladosporium sphaerospermum MRC 70266 afforded six metabolites and two of these metabolites, 6β,16β,17β-trihydroxyandrost-4-en-3-one 6 and 6β,12β,17β-trihydroxyandrost-4-en-3-one 7, were determined as new compounds. The fungus mainly hydroxylated testosterone 1 at C-6β, accompanied by some minor hydroxylations at C-7β, C-12β, C-15α and C-16β. A minor oxidation at C-17 and a minor 5α-reduction were also observed.

Microbial transformation of epiandrosterone by Aspergillus sydowii

Incubation of epiandrosterone with Aspergillus sydowii MRC 200653 afforded ten metabolites. The fungal dehydrogenation of epiandrosterone is reported for the first time. The formation of the major metabolite, 6?-hydroxyandrost-4-ene-3,17-dione, involved first dehydrogenation to give a 4-ene and then hydroxylation at C-6?. Small amounts of the substrate were hydroxylated at C-1α, C-7α, C-7β and C-11α.