3β-Etiocholanediol
Names
IUPAC name
5β-Androstane-3β,17β-diol
Systematic IUPAC name
(1S,3aS,3bR,5aR,7S,9aS,9bS,11aS)-9a,11a-Dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene-1,7-diol
Other names
Epietiocholanediol; Etiocholane-3β,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-VXZRPZIYSA-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).
Infobox references

3β-Etiocholanediol, or epietiocholanediol, also known as 3β,5β-androstanediol or as etiocholane-3β,17β-diol, is a 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 transformed into epietiocholanolone.[1]

See also

References

  1. ↑ Miller AM, Dorfman RI (March 1948). "Metabolism of the steroid hormones; the isolation of etiocholanediol-3(alpha), 17(alpha) from human urine". Endocrinology. 42 (3): 174–175. doi:10.1210/endo-42-3-174. PMID 18914211.


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