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Chemical Compound Review

Androstanedion     (5S,8R,9S,10S,13S,14S)-10,13- dimethyl-2,4...

Synonyms: SureCN868472, NSC-9897, AG-K-05729, CHEBI:15994, HMDB00899, ...
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Disease relevance of 5SD

  • Preliminary studies of patients with hypospadias showed a significant (P less than 0.005) decrease in the production of "androstanedione" compared with that in normal subjects [1].
  • Epiandrosterone (EPIA), 5 alpha-androstane-3beta,17 beta-diol, and 5 alpha-androstane-3,17-dione were obtained after incubation of [4-14C]-5 alpha-dihydrotestosterone with Escherichia coli-expressed (3beta,17 beta)-hydroxysteroid dehydrogenase from Pseudomonas testosteroni [2].

High impact information on 5SD


Biological context of 5SD


Anatomical context of 5SD


Associations of 5SD with other chemical compounds


Gene context of 5SD


Analytical, diagnostic and therapeutic context of 5SD


  1. A rapid, sensitive assay for analyzing defects in metabolism of steroids in normal and diseased human tissues. Razel, A.J., Hora, J.F., Spelsberg, T.C., Coulam, C.B. Mayo Clin. Proc. (1985) [Pubmed]
  2. Use of bioconversion for the preparation of [4-14C]-labeled 7 alpha- and 7 beta-hydroxylated derivatives of dehydroepiandrosterone and epiandrosterone. Chalbot, S., Trap, C., Monin, J.P., Morfin, R. Steroids (2002) [Pubmed]
  3. Testicular feminization of the mouse: paucity of peroxisomes in Leydig cell of the testis. Reddy, J.K., Ohno, S. Am. J. Pathol. (1981) [Pubmed]
  4. 5alpha-reductase activity in women with polycystic ovary syndrome. Jakimiuk, A.J., Weitsman, S.R., Magoffin, D.A. J. Clin. Endocrinol. Metab. (1999) [Pubmed]
  5. Metabolism of androsterone and 5 alpha-androstane-3 alpha,17 beta-diol in human lung tissue and in pulmonary endothelial cells in culture. Milewich, L., Bagheri, A., Shaw, C.B., Johnson, A.R. J. Clin. Endocrinol. Metab. (1985) [Pubmed]
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  7. Sebocytes are the key regulators of androgen homeostasis in human skin. Fritsch, M., Orfanos, C.E., Zouboulis, C.C. J. Invest. Dermatol. (2001) [Pubmed]
  8. Failure of inhibiting corneal graft rejection in rabbits by 5 alpha-androstane-3,17-dione. Niederer, W., Eltz, H. Ophthalmologica (1978) [Pubmed]
  9. Phylogenetic distribution of aromatase and other androgen-converting enzymes in the central nervous system. Callard, G.V., Petro, Z., Ryan, K.J. Endocrinology (1978) [Pubmed]
  10. Identification of the oxidative 3alpha-hydroxysteroid dehydrogenase activity of rat Leydig cells as type II retinol dehydrogenase. Hardy, D.O., Ge, R.S., Catterall, J.F., Hou, Y.T., Penning, T.M., Hardy, M.P. Endocrinology (2000) [Pubmed]
  11. Kinetic analysis of androstenedione 5 alpha-reductase in epithelium and stroma of human prostate. Weisser, H., Krieg, M. Steroids (1997) [Pubmed]
  12. 13-cis-retinoic acid competitively inhibits 3 alpha-hydroxysteroid oxidation by retinol dehydrogenase RoDH-4: a mechanism for its anti-androgenic effects in sebaceous glands? Karlsson, T., Vahlquist, A., Kedishvili, N., Törmä, H. Biochem. Biophys. Res. Commun. (2003) [Pubmed]
  13. Metabolism of testosterone by the epithelium and mesenchyme of the rat urogenital sinus. Bard, D.R., Lasnitzki, I., Mizuno, T. J. Endocrinol. (1979) [Pubmed]
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  15. Age-related changes in the metabolism of [3H] testosterone in vitro by the epididymis of the immature rat. Foldesy, R.G., Leathem, J.H. J. Endocrinol. (1981) [Pubmed]
  16. Evidence for an 4-ene-3-oxosteroid-5alpha-reductase and delta4-delta5-ketosteroid isomerase activity in extracts of Streptomyces hydrogenans. Tinschert, W., Träger, L. Z. Naturforsch., C, Biosci. (1977) [Pubmed]
  17. Purification of NADPH-dependent dehydroascorbate reductase from rat liver and its identification with 3 alpha-hydroxysteroid dehydrogenase. Del Bello, B., Maellaro, E., Sugherini, L., Santucci, A., Comporti, M., Casini, A.F. Biochem. J. (1994) [Pubmed]
  18. Testosterone lowers aromatase activity in cultured human genital skin fibroblasts. Berkovitz, G.D., Carter, K.M., Brown, T.R., Migeon, C.J. Mol. Cell. Endocrinol. (1990) [Pubmed]
  19. The effect of phenytoin on testosterone metabolism in vitro. Owens-Stively, J.A., Orson, J., Martin, H.F. Pediatric pharmacology (New York, N.Y.) (1985) [Pubmed]
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