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5β-Pregnane


Column 1Column 2
IUPAC name
5β-Pregnane
Systematic IUPAC name
(1S,3aS,3bS,5aS,9aS,9bS,11aR)-1-Ethyl-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene
Other names
17β-Ethyletiocholane; 17β-Ethyl-5β-androstane; 10β,13β-Dimethyl-17β-ethyl-5β-gonane
CAS Number.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}481-26-5
3D model (JSmol)Interactive image
ChEBICHEBI:20674
ChemSpider388608
ECHA InfoCard100.164.905
KEGGC01523
PubChem CID439513
UNII10Z78HHV4C
CompTox Dashboard (EPA)DTXSID80331420
InChI
InChI=1S/C21H36/c1-4-15-9-11-18-17-10-8-16-7-5-6-13-20(16,2)19(17)12-14-21(15,18)3/h15-19H,4-14H2,1-3H3/t15-,16-,17-,18-,19-,20-,21+/m0/s1Key: JWMFYGXQPXQEEM-NUNROCCHSA-N
SMILES
CC[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@H]4[C@@]3(CCCC4)C)C
Chemical formulaC21H36
Molar mass288.519 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Infobox references | |

5β-Pregnane, also known as 17β-ethyletiocholane or as 10β,13β-dimethyl-17β-ethyl-5β-gonane, is a steroid and a parent compound of a variety of steroid derivatives. It is one of the epimers of pregnane, the other being 5α-pregnane. Derivatives of 5β-pregnane include the naturally occurring steroids 5β-dihydroprogesterone, pregnanolone, epipregnanolone, pregnanediol, and pregnanetriol, and the synthetic steroids hydroxydione, renanolone, ORG-20599, and SAGE-217. These derivatives include metabolites of progesterone and endogenous and synthetic neurosteroids.

  • 5α-Pregnane
  • Etiocholane
  • Gonane
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