5α-Dihydrocorticosterone

5α-Dihydrocorticosterone

5α-Dihydrocorticosterone
Names
IUPAC name
(5S,8S,9S,10S,11S,13S,14S,17S)-11-Hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
Identifiers
ChemSpider
Jmol-3D images Image
PubChem
Properties
C21H32O4
Molar mass 348.47638 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

5α-Dihydrocorticosterone ((5α,11β)-11,21-dihydroxypregnane-3,20-dione; abbreviated as 5α-DHC, 5α-DHB) is a naturally-occurring, endogenous glucocorticoid steroid hormone and neurosteroid.[1][2][3] It is biosynthesized from corticosterone by the enzyme 5α-reductase.[4][5][6] DHC has central depressant effects and impairs long-term potentiation in animals.[7][8]

See also

References

  1. ^ R.A. Hill; H.L.J. Makin; D.N. Kirk; G.M. Murphy (23 May 1991). Dictionary of Steroids. CRC Press. pp. 218–.  
  2. ^ McInnes, K. J.; Kenyon, C. J.; Chapman, K. E.; Livingstone, D. E. W.; Macdonald, L. J.; Walker, B. R.; Andrew, R. (2004). "5 -Reduced Glucocorticoids, Novel Endogenous Activators of the Glucocorticoid Receptor". Journal of Biological Chemistry 279 (22): 22908–22912.  
  3. ^ Magnaghi V (2007). "GABA and neuroactive steroid interactions in glia: new roles for old players?". Curr Neuropharmacol 5 (1): 47–64.  
  4. ^ Abraham Weizman (1 February 2008). Neuroactive Steroids in Brain Function, Behavior and Neuropsychiatric Disorders: Novel Strategies for Research and Treatment. Springer Science & Business Media. pp. 48–.  
  5. ^ Neurosteroids and Brain Function. Academic Press. 12 December 2001. pp. 147–.  
  6. ^ N. Kato; M. Kawata; R.K. Pitman (3 July 2007). PTSD: Brain Mechanisms and Clinical Implications. Springer Science & Business Media. pp. 125–.  
  7. ^ Dubrovsky, B.; Williams, D.; Kraulis, I. (1985). "Effects of corticosterone and 5?-dihydrocorticosterone on brain excitability in the rat". Journal of Neuroscience Research 14 (1): 117–128.  
  8. ^ Dubrovsky, B.O.; Liquornik, M.S.; Noble, P.; Gijsbers, K. (1987). "Effects of 5α-dihydrocorticosterone on evoked responses and long-term potentiation". Brain Research Bulletin 19 (6): 635–638.