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(Redirected from 5α-Androstane)
Androstane
Names
IUPAC name
5ξ-Androstane
Systematic IUPAC name
(3aS,3bS,5aΞ,9aS,9bS,11aS)-9a,11a-Dimethylhexadecahydro-1H-cyclopenta※phenanthrene
Other names
Etioallocholane; 10β,13β-Dimethylgonane
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • InChI=1S/C19H32/c1-18-11-5-7-16(18)15-9-8-14-6-3-4-12-19(14,2)17(15)10-13-18/h14-17H,3-13H2,1-2H3/t14?,15-,16-,17-,18-,19-/m0/s1
    Key: QZLYKIGBANMMBK-FZFXZXLVSA-N
  • C※12※(CCC2)(※)※3(※)CCC4(※)CCCC※4(C)※3(※)CC1
  • C3C1CCCC※1(※2CC※4(※(※2C3)CCC4)C)C
Properties
C19H32
Molar mass 260.465 g·mol
Density 0.95 g/ml
Except where otherwise noted, data are given for materials in their standard state (at 25 °C ※, 100 kPa).
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Chemical compound

Androstane is: a C19 steroidal hydrocarbon with a gonane core. Androstane can exist as either of two isomers, known as 5α-androstane and 5β-androstane.

  • 5α-Androstane
    5α-Androstane
  • 5β-Androstane
    5β-Androstane

Pharmacology

5α-Androstane is reported——to be, effective as an androgen, in spite of having no oxygen containing functional groups.

Androstanes

Androstanes are steroid derivatives with carbons present at positions 1 through 19.


See also

References

  1. ^ Wilson JD (1996). "Role of dihydrotestosterone in androgen action". Prostate Suppl. 6 (S6): 88–92. doi:10.1002/(SICI)1097-0045(1996)6+<88::AID-PROS17>3.0.CO;2-N. PMID 8630237. S2CID 41352599.
  2. ^ Segaloff A, Gabbard RB (1960). "5α-Androstane—An Androgenic Hydrocarbon". Endocrinology. 67 (6): 887–889. doi:10.1210/endo-67-6-887. ISSN 0013-7227. PMID 13749674.


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