11-Ketodihydrotestosterone

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11-Ketodihydrotestosterone
11-Ketodihydrotestosterone.svg
Names
IUPAC name
17β-Hydroxy-5α-androstane-3,11-dione
Systematic IUPAC name
(1S,3aS,3bS,5aS,9aS,9bS,11aS)-1-Hydroxy-9a,11a-dimethyltetradecahydro-1H-cyclopenta[a]phenanthrene-7,10-dione
Other names
11-Oxodihydrotestosterone; 5α-Androstan-17β-ol-3,11-dione; 11-KDHT
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UNII
  • InChI=1S/C19H28O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h11,13-14,16-17,22H,3-10H2,1-2H3/t11-,13-,14-,16-,17+,18-,19-/m0/s1
    Key: RSQKILYTRHKUIJ-HZGXJFKTSA-N
  • C[C@]12CCC(=O)C[C@@H]1CC[C@@H]3[C@@H]2C(=O)C[C@]4([C@H]3CC[C@@H]4O)C
Properties
C19H28O3
Molar mass 304.43 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

11-Ketodihydrotestosterone (11-KDHT), also known as 5α-androstan-17β-ol-3,11-dione, is an endogenous, naturally occurring steroid and androgen prohormone that is produced primarily, if not exclusively, in the adrenal glands. [1] It is closely related to 11β-hydroxyandrostenedione (11β-KA4), adrenosterone (11-ketoandrostenedione; 11-KA4), and 11-ketotestosterone (11-KT), which are also produced in the adrenal glands. [1]

See also

References

  1. 1 2 Pretorius E, Arlt W, Storbeck KH (February 2017). "A new dawn for androgens: Novel lessons from 11-oxygenated C19 steroids" (PDF). Molecular and Cellular Endocrinology. 441: 76–85. doi:10.1016/j.mce.2016.08.014. PMID   27519632. S2CID   4079662.
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