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.
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5α-Androstane
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5β-Androstane
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IUPAC name
5ξ-Androstane
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Systematic IUPAC name
(3aS,3bS,5aΞ,9aS,9bS,11aS)-9a,11a-Dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene | |
Other names
Etioallocholane; 10β,13β-Dimethylgonane
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Identifiers | |
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3D model (JSmol)
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ChEBI | |
ChemSpider | |
PubChem CID
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UNII |
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CompTox Dashboard (EPA)
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Properties | |
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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Pharmacology
edit5α-Androstane is reported to be effective as an androgen, in spite of having no oxygen containing functional groups.[1][2]
Androstanes
editAndrostanes are steroid derivatives with carbons present at positions 1 through 19.
See also
editReferences
edit- ^ 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.
- ^ 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.