6β-hydroxy Testosterone

Cayman Chemical Item Number 10008519

4-Androsten-6β,17β-diol-3-one; 6β, 17β,-Dihydroxyandrost-4-en-3-one (CAS 62-99-7)

6β-hydroxy Testosterone (CAS 62-99-7)

Description

CYP3A4 and CYP3A5 are cytochrome P450 enzymes whose expression is induced by glucocorticoids and certain xenobiotics, including many drugs and chemical carcinogens.¹ They mediate the metabolism of xenobiotics as well as certain endobiotics, including steroid hormones.² 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.^2,3 The biological effects of 6β-hydroxy testosterone have been poorly studied.

1 Cooper, B.W., Cho, T.M., Thompson, P.M., et al. Phthalate induction of CYP3A4 is dependent on glucocorticoid regulation of PXR expression. Toxicol Sci 103(2) 268-277 (2008).

2 Draper, A.J., Madan, A., Smith, K., et al. Development of a non-high pressure liquid chromatography assay to determine testosterone hydroxylase (CYP3A) activity in human liver microsomes. Drug Metab Dispos 26(4) 299-304 (1998).

3 Capdevila, J.H., Karara, A., Waxman, D.J., et al. Cytochrome P-450 enzyme-specific control of the regio- and enantiofacial selectivity of the microsomal arachidonic acid epoxygenase. J Biol Chem 265 10865-10871 (1990).

Synonyms

4-Androsten-6β,17β-diol-3-one
6β, 17β,-Dihydroxyandrost-4-en-3-one

Formal Name

6β,17β-androst-4-en-3-one

CAS Number

62-99-7

Molecular Formula

C₁₉H₂₈O₃

Formula Weight

304.4

Formulation

A crystalline solid

Purity

≥97%

λ_max

236 nm

Stability

1 year

Storage

4°C

Shipping

Wet ice in continental US; may vary elsewhere

SMILES

Copy SMILES to clipboard

C[C@@]12[C@](CC[C@@H]2O)([H])[C@]3([H])C[C@@H](O)C4=CC(CC[C@]4(C)[C@@]3([H])CC1)=O

Background Reading

Testino, S.A., Ozarowski, J., Thruston, A.W., et al. Determination of testosterone and 6β-hydroxytestosterone by gas chromatography-selected ion monitoring-mass spectrometry for the characterization of cytochrome p450 3A activity. J Chromatogr B Biomed Sci Appl 29 73-81 (1999).

Waxman, D.J., Attisano, C., Guengerich, F.P., et al. Human liver microsomal steroid metabolism: Identification of the major microsomal steroid hormone hydroxylase cytochrome P-450 enzyme. Arch Biochem Biophys 263 424-436 (1998).

Gustafsson, J.A., and Lisboa, B.P. Biosynthesis of 6-beta-hydroxytestosterone from testosterone by human fetal liver microsomes. Steroids 11 555-563 (1968).

Size

Price

Quantity

Subtotal

5 mg

$86.00

$0.00

Bulk

Contact

Cart Total

$0.00