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3α-Etiocholanediol

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3α-Etiocholanediol
Names
IUPAC name
(3R,5R,8R,9S,10S,13S,14S,17S)-10,13-Dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol
Other names
Etiocholanediol; 5β-Androstane-3α,17β-diol; Etiocholane-3α,17β-diol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
UNII
  • InChI=1S/C19H32O2/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/h12-17,20-21H,3-11H2,1-2H3/t12-,13-,14+,15+,16+,17+,18+,19+/m1/s1
    Key: CBMYJHIOYJEBSB-GCXXXECGSA-N
  • C[C@]12CC[C@H](C[C@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@H]4O)C)O
Properties
C19H32O2
Molar mass 292.463 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

3α-Etiocholanediol, or simply etiocholanediol, also known as 3α,5β-androstanediol or as etiocholane-3α,17β-diol, is an naturally occurring etiocholane (5β-androstane) steroid and an endogenous metabolite of testosterone. It is formed from 5β-dihydrotestosterone (after 5β-reduction of testosterone) and is further transformed into etiocholanolone.[1]

See also

References

  1. ^ [1]