Androstane
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| Surname | Androstane | ||||||||||||
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10 β , 13 β -dimethylgonane |
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| Molecular formula | C 19 H 32 | ||||||||||||
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| Molar mass | 260.46 g mol −1 | ||||||||||||
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| As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . | |||||||||||||
Androstane is a polycyclic aliphatic hydrocarbon and is one of the basic components of steroids , the steranes . It consists of a tetracyclic skeleton with three fused cyclohexane rings and one fused cyclopentane ring. It differs from the Gonan in that it has two additional methyl groups .
Isomers
The two cyclohexane rings A and B can be cis or trans linked analogously to decalin , so that the configuration isomers 5α-androstane (testane) and 5β-androstane (etiocholane) result.
Configuration isomers of androsterane 
5α-androstane 5β-androstane
See also
The androgens belonging to the male sex hormones have a 5α-androstane basic skeleton.
In particular, the following are derived from androstane:
literature
- A. Segaloff, RB Gabbard: 5α-Androstane - An Androgenic Hydrocarbon ; Endocrinology , Volume 67, Issue 6, 1960, pp. 887-889; doi: 10.1210 / endo-67-6-887 .
Web links
Commons : Androstane - collection of images, videos and audio files
- Entry on androstane . In: P. J. Linstrom, W. G. Mallard (Eds.): NIST Chemistry WebBook, NIST Standard Reference Database Number 69 . National Institute of Standards and Technology , Gaithersburg MD
Individual evidence
- ↑ Data sheet 5α-Androstane from Sigma-Aldrich , accessed on June 14, 2020 ( PDF ).
- ↑ External identifiers or database links for 5α-androstane : CAS number: 438-22-2, EC number: 207-116-2, ECHA InfoCard: 100.006.471 , PubChem : 94144 , ChemSpider : 84961 , Wikidata : Q23928166 .
- ↑ External identifiers or database links for 5β-androstane : CAS number: 438-23-3, PubChem : 6857462 , ChemSpider : 5256799 , Wikidata : Q27109331 .
- ↑ Eberhard Breitmeier, Günther Jung: Organic chemistry . Basics, substance classes, reactions, concepts, molecular structure. 5th edition. Georg Thieme Verlag, Stuttgart 2005, ISBN 3-13-541505-8 , p. 944 .