Androstane

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

• 
  5α-Androstane
• 
  5β-Androstane

Androstane

Names
IUPAC name (8S,9S,10S,13S,14S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene
Other names Etioallocholane; 10β,13β-Dimethylgonane
Identifiers
CAS Number	24887-75-0 438-22-2 (5α) 438-23-3 (5β)
3D model (JSmol)	Interactive image Interactive image
ChEBI	CHEBI:35509
ChemSpider	5256872
PubChem CID	94144
CompTox Dashboard (EPA)	DTXSID40179587
InChI 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 InChI=1/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-FZFXZXLVBX
SMILES C[C@@]12[C@](CCC2)([H])[C@]3([H])CCC4([H])CCCC[C@]4(C)[C@@]3([H])CC1 C3C1CCCC[C@@]1([C@H]2CC[C@]4([C@H]([C@@H]2C3)CCC4)C)C
Properties
Chemical formula	C19H32
Molar mass	260.465 g·mol^−1
Density	0.95 g/ml
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Pharmacology

5α-Androstane is reported to be effective as an androgen, in spite of having no oxygen substitutions.[1][2]

See also

• Estrane and pregnane
• List of androstanes
• C₁₉H₃₂

References

1. Wilson JD (1996). "Role of dihydrotestosterone in androgen action". Prostate Suppl. 6: 88–92. doi:10.1002/(SICI)1097-0045(1996)6+<88::AID-PROS17>3.0.CO;2-N. PMID 8630237.
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.