11-Ketotestosterone
 | |
| Names | |
|---|---|
| IUPAC name
17-Hydroxyandrost-4-ene-3,11-dione | |
| Other names
11-Ketotestosterone; 11-Oxotestosterone | |
| Identifiers | |
53187-98-7  | |
| 3D model (Jmol) | Interactive image Interactive image |
| ChemSpider | 4445528  |
| PubChem | 104796 |
| |
| |
| Properties | |
| C19H26O3 | |
| Molar mass | 302.40794 |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| verify (what is ?) | |
| Infobox references | |
11-Ketotestosterone (11-KT) is an oxidized form of testosterone that contains a keto group at the C11 position. It is related to adrenosterone, an androgen found in trace quantities in humans. In fish, 11-ketotestosterone functions as the endogenous androgenic sex hormone.[1][2] In midshipman fish, 11-ketotestosterone is not present in females or Type II Males — Type II Males reach sexual maturation later, are less territorial, and have higher testosterone than Type I Males.
In mammals, 11-ketotestosterone has similar potency to testosterone as an androgen, and has been identified as an important adrenal androgen.[3] It is synthesized from 11β-hydroxyandrostenedione and, to a lesser extent, 11-ketoandrostenedione (adrenosterone).[3] 11-Ketoandrostenedione has notably been sold online as an androgen prohormone, usually under the name 11-oxoandrostenedione (11-OXO).[3]
References
- ↑ Nelson, Randy F. (2005). An introduction to behavioral endocrinology. Sunderland, Mass: Sinauer Associates. p. 143. ISBN 0-87893-617-3.
- ↑ Nagahama Y, Miura T, Kobayashi T (1994). "The onset of spermatogenesis in fish". Ciba Found. Symp. 182: 255–67; discussion 267–70. PMID 7835154.
- 1 2 3 Pretorius, Elzette; Arlt, Wiebke; Storbeck, Karl-Heinz (2016). "A new dawn for androgens: Novel lessons from 11-oxygenated C19 steroids". Molecular and Cellular Endocrinology. doi:10.1016/j.mce.2016.08.014. ISSN 0303-7207.