5alpha-Androstan-3-one

CAS: 1224-95-9

Ref. 3D-FA153277

Product Information

• Name: 5alpha-Androstan-3-one
• Synonyms: 3-Keto-5-Alpha-Androstane, 5-Alpha-Androstan-3-One, Dodecahydro-10,13-dimethyl-2H-cyclopenta[a]phenanthren-3(4H,9H,14H)-one

Description

5alpha-Androstan-3-one is a metabolic intermediate of testosterone. It is found in the urine of humans and other mammals, but at concentrations that are 10 to 100 times lower than those of testosterone. It is also found in some plants and fungi. 5alpha-Androstan-3-one can be synthesized from cholesterol, or it can be formed by the hydroxylation of testosterone in response to the action of cytochrome P450 enzymes. The synthesis of 5alpha-androstan-3-one from cholesterol requires a significant amount of energy, so it is not likely to be a major route for its production. In contrast, the conversion of testosterone to 5alpha-androstan-3-one is an important pathway for maintaining physiological levels of this metabolite. The activity of 5alpha-androstan-3-one has been shown to depend on its concentration in tissues and cells. At low concentrations (less than 10 nM) 5alpha -

• Brand: Biosynth

Chemical properties

• Molecular weight: 274.44 g/mol
• Formula: C₁₉H₃₀O
• Purity: Min. 95%
• InChI: InChI=1S/C19H30O/c1-18-9-3-4-16(18)15-6-5-13-12-14(20)7-11-19(13,2)17(15)8-10-18/h13,15-17H,3-12H2,1-2H3/t13-,15-,16-,17-,18-,19-/m0/s1
• InChI key: InChIKey=VMNRNUNYBVFVQI-QYXZOKGRSA-N
• SMILES: C[C@@]12CCC[C@H]1[C@@H]1CC[C@H]3CC(=O)CC[C@]3(C)[C@H]1CC2