Androstanedione

From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by Dexbot (talk | contribs) at 12:58, 22 November 2016 (Bot: Automated text replacement (-\[\[[Tt]estosterone\ \(hormone\)\|([Tt]estosterone)\]\] +\1)). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Androstanedione

5α-Androstanedione

5β-Androstanedione
Names
Systematic IUPAC name
Androstane-3,17-dione
Other names
Dihydroandrostenedione;
etiocholane-3,17-dione
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
  • InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-16H,3-11H2,1-2H3/t12?,14-,15-,16-,18-,19-/m0/s1
    Key: RAJWOBJTTGJROA-RNQTWYFASA-N
  • InChI=1/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-16H,3-11H2,1-2H3/t12?,14-,15-,16-,18-,19-/m0/s1
    Key: RAJWOBJTTGJROA-RNQTWYFABO
  • O=C4CC3CC[C@@H]2[C@H](CC[C@@]1(C(=O)CC[C@H]12)C)[C@@]3(C)CC4
Properties
C19H28O2
Molar mass 288.431 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Androstanediones are a pair of isomeric steroids which differ at the 5-position. They are distinguished as 5α-androstanedione (5α-androstane-3,17-dione) and 5β-androstanedione (5β-androstane-3,17-dione). In humans, 5α-androstanedione is a metabolic precursor of both testosterone and estrone.[1]

See also

References

  1. ^ "Metabocard for Androstanedione". Human Metabolome Database Version 2.5. Human Metabolome Project.