Chemistry:Androstane

Androstane

Names
IUPAC name 5ξ-Androstane
Systematic IUPAC name (3aS,3bS,5aΞ,9aS,9bS,11aS)-9a,11a-Dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene
Other names Etioallocholane; 10β,13β-Dimethylgonane
Identifiers
CAS Number	24887-75-0 Y 438-22-2 (5α) N 438-23-3 (5β) N
3D model (JSmol)	Interactive image Interactive image
ChEBI	CHEBI:35509 Y
ChemSpider	5256872 Y
PubChem CID	94144
UNII	KT649U81FE (5α) Y
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 Y Key: QZLYKIGBANMMBK-FZFXZXLVSA-N Y
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).
N verify (what is YN ?)
Infobox references

Tracking categories (test):

• SizeSet

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

• 

  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

• Estrane and pregnane
• C₁₉H₃₂