In androgen target tissues, testosterone undergoes extensive biotransformation to 5α-dihydrotestosterone which in turn is metabolized into 5α-androstane-3α, 17β-diol and 5α-androstane-3β, 17β-diol. From studies mainly in the prostate, it has been shown that 5α-androstane-3β, 17β-diol can be further converted to 5α-androstane-3β,6α(β)/7α(β), 17β-triols. The presentstudies show that among the metabolites of 5α-androstane-3β, 17β-diol in scalp homogenates, three were isolated by thin-layer chromatography and identified against standard steroids: 5α-dihydrotestosterone, epiandrosterone, and 5α-androstanedione. Another peak was observed near the origin with a greater polarity than 5α-androstane-3β, 17β-diol. The chromatograms obtained by incubating 5α-androstane-3β,17β-diol with scalp and prostate homogenates are similar, and it is known that the polar metabolites in the prostate are 5α-androstane-3β,6α(β)/7α(β),17β-triols, suggesting that these steroids are formed in both tissues. In addition, the similarity of chromatograms and mass spectra, obtained when 3β-diol polar metabolite(s) and authentic 5α-androstane-3β,7β,17β-triol were subjected to GC/MS, confirms this hypothesis. The dependence of the formation of polar metabolites on the substrate (5α-androstane-3β,17β-diol) concentration (50 nM-1.3 μM) was studied and resulted in saturation and linear Lineweaver plots from both bald and hairy areas of the scalp. The mean Michaelis constant (Km) was 1 μM for both areas, and the maximal metabolic rates (Vmax) were 10.9 ± 6.2 pmol/mg protein/h (n = 9) in bald scalp and 8.2 ± 0.1 pmol/mg protein/h (n = 3) in hairy scalp. The other metabolic rates of formation were: 25.8 ± 19.5-38.4 ± 17.9 pmol/mg protein/h for epiandrosterone, 45.8 ± 40.9-8.4 ± 2.2 pmol/mg protein/h for 5α-dihydrotestosterone, and 8.3 ± 2.6-9.2 ± 1.0 pmol/mg protein/h for androstanedione in bald and hairy scalp, respectively. As 5α-androstane-3β,6α(β)/7α(β),17β-triols do not possess androgenic properties, they are generally considered to be final metabolites, so that their production rate could be an important factor controlling the amount of 5α-androstane-3β, 17β-diol inside the target cell.