Androstan

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Androstan

Generel
Chem. formel	C19H32 _ _ _
Fysiske egenskaber
Molar masse	260,464 g/ mol
Klassifikation
Reg. CAS nummer	24887-75-0
PubChem	6857536
SMIL	CC12CCCC1C3CCC4CCCCCC4(C3CC2)C
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/t14a,15-,16-,17-,18-,19-/m0/s1QZLYKIGBANMMBK-FZFXZXLVSA-N
CHEBI	35509
ChemSpider	5256872
Data er baseret på standardbetingelser (25 °C, 100 kPa), medmindre andet er angivet.
Mediefiler på Wikimedia Commons

Androstan er et C19- steroid med en gonankerne. Androstan kan eksistere som en af to isomerer kendt som 5α-androstan og 5β-androstan.

5a-androstan
5β-androstan

Farmakologi

5α-androstan er rapporteret at være effektivt som androgen på trods af fraværet af oxygenerstatninger [1] .

Se også

Noter

↑ JD Wilson. Dihydrotestosterons rolle i androgenvirkning // Prostata. Supplement. - 1996. - T. 6 . — S. 88–92 . — ISSN 1050-5881 .

Steroide hormoner (endogene)

Hepatosteroider
( lever )

(S-30: Lanostanes )	Lanosterol
(S-27: Cholestans )	Zymosterol → 7-Dehydrodesmosterol → Desmosterol → Kolesterol
Galdesyrer (C-24: Cholaner )	Cholinsyre • Chenodeoxycholsyre • ‎ Deoxycholsyre • ‎ Lithocholsyre • ‎ Glycocholsyre • ‎ Glycochenodeoxycholsyre • ‎ Taurocholsyre • ‎ Taurochenodeoxycholsyre

Gonadosteroider
( gonader )

Gestogener (C-21: Pregnanes )	17α-AC: Epipregnenolon → Epiprogesteron → Epiallopregnandione → Epiallopregnanolon 17-AC: 17-Pregnenolon → 17-Progesteron → 17-Allopregnanedion → 17-Allopregnanolon 17β-AC: Pregnenolon → Progesteron → Allopregnanedion → Allopregnanolon
Androgener (C-19: Androstanes )	17α-OH: Epiandrostenediol → Epitestosteron → 5α-Dihydroepitestosteron → Epiandrostenediol 17-O: Dehydroepiandrosteron → Androstenedion → Androstenedion → Androsteron 17β-OH: Androstenediol → Testosteron → 5α-Dihydrotestosteron → Androstenediol
Østrogener (C-18: Estranes )	17α-OH: Epiestradiol → Epiestriol → Epiestretrol 17-O: Estron → Estradiolon → Estriolon 17β-OH: Østradiol → Estriol → Estetrol

Adrenosteroider
( binyrerne )

Glumerosteroider (C-21: Pregnanes )	Mineralokortikoider 11-Deoxycorticosteron → Corticosteron → 5α-Dihydrocorticosteron → 3α,5α-Tetrahydrocorticosteron Aldosteron → 5α-dihydroaldosteron → 3α,5α-Tetrahydroaldosteron 5α-Dihydrodeoxycorticosteron → 3α,5α-Tetrahydrodeoxycorticosteron Glukokortikoider 11-Deoxycortisol → Cortisol → 5α-Dihydrocortisol → 3α,5α-Tetrahydrocortisol Cortison → 5α-dihydrocortison → 3α,5α-Tetrahydrocortison 5α-Dihydrodeoxycortisol → 3α,5α-Tetrahydrodeoxycortisol
Fascillosteroider (C-19: Androstanes )	11a-hydroxy 17α-OH: 11α-Hydroxyepiandrostanediol → 11α-Hydroxyepiandrostanediol → 5α-dihydro-11α-hydroxyepistosteron → 11α-hydroxyepiandrostanediol 17-O: 11α-hydroxydehydroepiandrosteron → 11α-hydroxyandrostenedion → 11α-hydroxyandrostenedion → 11α-hydroxyandrostenedion 17β-OH: 11α-hydroxyandrostenediol → 11α-hydroxytestosteron → 5α-dihydro-11α-hydroxytestosteron → 11α-hydroxyandrostenediol 11-keto 17α-OH: 11-ketoepiandrostanediol → 11-ketoepistosteron → 5α-dihydro-11-ketoepitestosteron → 11-ketoepiandrostanediol 17-O: 11-ketodehydroepiandrosteron → 11-ketoandrostenedion → 11-ketoandrostenedion → 11-ketoandrostenedion 17β-OH: 11-ketoandrostenediol → 11-ketotestosteron → 5α-dihydro-11-ketotestosteron → 11-ketoandrostenediol 11β-hydroxy 17α-OH: 11β-hydroxyepiandrostanediol → 11β-hydroxyepitaestosteron → 5α-dihydro-11β-hydroxyepitaestosteron → 11β-hydroxyepiandrostanediol 17-O: 11β-hydroxydehydroepiandrosteron → 11β-hydroxyandrostenedion → 11β-hydroxyandrostenedion → 11β-hydroxyandrostenedion 17β-OH: 11β-hydroxyandrostendiol → 11β-hydroxytestosteron → 5α-dihydro-11β-hydroxytestosteron → 11β-hydroxyandrostenediol
Retikulosteroider (C-18: Estranes )	Katekol-østrogener 17α-OH: 2-Hydroxyepiestradiol og 4-Hydroxyepiestradiol 17-O: 2-Hydroxyestron og 4-Hydroxyestron 17β-OH: 2-hydroxyestradiol og 4-hydroxyestradiol Quinon-østrogener 17α-OH: 2,3-quinonepiestradiol og 4,3-quinonepiestradiol 17-O: 2,3-quinonestron og 4,3-quinonestron 17β-OH: 2,3-quinonestradiol og 4,3-quinonestradiol
Medullosteroider	2,3-OH DOPA → Dopamin → Noradrenalin → Adrenalin 3-OH Tryptophan → 5-hydroxytryptophan → Serotonin → N-acetyl-5-hydroxytryptamin → Melatonin 3,4-OH DOPA → Dopamin → Noradrenalin → Adrenalin