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Chemical Compound Review

androstenedione     (8R,9S,10R,13S,14S)-10,13- dimethyl-2,6,7,8...

Synonyms: Androtex, Fecundin, adione, Androstendione, SureCN23272, ...
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Disease relevance of androstenedione


Psychiatry related information on androstenedione


High impact information on androstenedione


Chemical compound and disease context of androstenedione


Biological context of androstenedione


Anatomical context of androstenedione


Associations of androstenedione with other chemical compounds


Gene context of androstenedione

  • MCF-7/CA cells overexpressing HER-2 showed a >2-fold increase in estrogen receptor (ER)-mediated transcriptional reporter activity upon treatment with androstenedione compared with vector-only control MCF-7/CA cells [31].
  • In conclusion, the present study demonstrated a potent inhibitory effect of CRF on LH-stimulated dehydroepiandrosterone and androstenedione production that appears to be mediated through the reduction of P450c17 gene expression [32].
  • In time-course studies, significant stimulation of the conversion of androstenedione to estrogens by hIL-1 beta could be detected as early as after 4 h of treatment and persisted for at least 24 h [33].
  • GC were isolated from the ovaries of 26-day-old Sprague-Dawley rats, and were cultured (60,000 GC/well) in 96-well plates in the presence and absence of ovine FSH (0.001-100 ng/ml) and androstenedione (0.1 microM), with and without recombinant murine leptin (0.1-100 ng/ml) for 48 h [34].
  • The role of SR-BI and ABCA1 in androstenedione production was also examined by treating cells with anti-SR-BI and 2-hydroxypropyl-beta-cyclodextrin in the presence and absence of human chorionic gonadotropin and/or human HDL(3) [35].

Analytical, diagnostic and therapeutic context of androstenedione


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  2. Serum levels of sex hormones in vulvar lichen sclerosus, and the effect of topical testosterone. Friedrich, E.G., Kalra, P.S. N. Engl. J. Med. (1984) [Pubmed]
  3. Production of premature delivery in pregnant rhesus monkeys by androstenedione infusion. Mecenas, C.A., Giussani, D.A., Owiny, J.R., Jenkins, S.L., Wu, W.X., Honnebier, B.O., Lockwood, C.J., Kong, L., Guller, S., Nathanielsz, P.W. Nat. Med. (1996) [Pubmed]
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  5. Case-control study of endogenous steroid hormones and endometrial cancer. Potischman, N., Hoover, R.N., Brinton, L.A., Siiteri, P., Dorgan, J.F., Swanson, C.A., Berman, M.L., Mortel, R., Twiggs, L.B., Barrett, R.J., Wilbanks, G.D., Persky, V., Lurain, J.R. J. Natl. Cancer Inst. (1996) [Pubmed]
  6. Relationship between serum hormone concentrations, reproductive history, alcohol consumption and genetic polymorphisms in pre-menopausal women. García-Closas, M., Herbstman, J., Schiffman, M., Glass, A., Dorgan, J.F. Int. J. Cancer (2002) [Pubmed]
  7. Body mass and physical activity are important predictors of serum androgen concentrations in young healthy men. Mantzoros, C.S., Georgiadis, E.I. Epidemiology (Cambridge, Mass.) (1995) [Pubmed]
  8. Relationships between sex hormones assessed in amniotic fluid, and maternal and umbilical cord serum: what is the best source of information to investigate the effects of fetal hormonal exposure? van de Beek, C., Thijssen, J.H., Cohen-Kettenis, P.T., van Goozen, S.H., Buitelaar, J.K. Hormones and behavior. (2004) [Pubmed]
  9. Aggression, dominance, and affiliation: Their relationships with androgen levels and intelligence in 5-year-old children. Azurmendi, A., Braza, F., García, A., Braza, P., Muñoz, J.M., Sánchez-Martín, J.R. Hormones and behavior. (2006) [Pubmed]
  10. Effect of physical exercise and sleep deprivation on plasma androgen levels: modifying effect of physical fitness. Remes, K., Kuoppasalmi, K., Adlercreutz, H. International journal of sports medicine. (1985) [Pubmed]
  11. Pituitary-ovarian responses to nafarelin testing in the polycystic ovary syndrome. Barnes, R.B., Rosenfield, R.L., Burstein, S., Ehrmann, D.A. N. Engl. J. Med. (1989) [Pubmed]
  12. Hirsutism, polycystic ovarian disease, and ovarian 17-ketosteroid reductase deficiency. Pang, S.Y., Softness, B., Sweeney, W.J., New, M.I. N. Engl. J. Med. (1987) [Pubmed]
  13. Local paracrine effects of estradiol are central to parturition in the rhesus monkey. Nathanielsz, P.W., Jenkins, S.L., Tame, J.D., Winter, J.A., Guller, S., Giussani, D.A. Nat. Med. (1998) [Pubmed]
  14. Familial gynecomastia with increased extraglandular aromatization of plasma carbon19-steroids. Berkovitz, G.D., Guerami, A., Brown, T.R., MacDonald, P.C., Migeon, C.J. J. Clin. Invest. (1985) [Pubmed]
  15. Ovarian function in patients receiving adjuvant chemotherapy for breast cancer. Rose, D.P., Davis, T.E. Lancet (1977) [Pubmed]
  16. Impaired androgen 16 alpha-hydroxylation in hepatic microsomes from carbon tetrachloride-cirrhotic male rats. Murray, M., Zaluzny, L., Farrell, G.C. Gastroenterology (1987) [Pubmed]
  17. Obesity, hormones, and cancer. Kirschner, M.A., Ertel, N., Schneider, G. Cancer Res. (1981) [Pubmed]
  18. Effect of treatment with 4-hydroxyandrostenedione on the peripheral conversion of androstenedione to estrone and in vitro tumor aromatase activity in postmenopausal women with breast cancer. Reed, M.J., Lai, L.C., Owen, A.M., Singh, A., Coldham, N.G., Purohit, A., Ghilchik, M.W., Shaikh, N.A., James, V.H. Cancer Res. (1990) [Pubmed]
  19. Oral androstenedione administration and serum testosterone concentrations in young men. Leder, B.Z., Longcope, C., Catlin, D.H., Ahrens, B., Schoenfeld, D.A., Finkelstein, J.S. JAMA (2000) [Pubmed]
  20. DHEA and its transformation into androgens and estrogens in peripheral target tissues: intracrinology. Labrie, F., Luu-The, V., Labrie, C., Simard, J. Frontiers in neuroendocrinology. (2001) [Pubmed]
  21. Downregulation of the male-specific hepatic microsomal steroid 16 alpha-hydroxylase, cytochrome P-450UT-A, in rats with portal bypass. Relevance to estradiol accumulation and impaired drug metabolism in hepatic cirrhosis. Cantrill, E., Murray, M., Mehta, I., Farrell, G.C. J. Clin. Invest. (1989) [Pubmed]
  22. The developmental changes in plasma adrenal androgens during infancy and adrenarche are associated with changing activities of adrenal microsomal 17-hydroxylase and 17,20-desmolase. Schiebinger, R.J., Albertson, B.D., Cassorla, F.G., Bowyer, D.W., Geelhoed, G.W., Cutler, G.B., Loriaux, D.L. J. Clin. Invest. (1981) [Pubmed]
  23. Crystal structures of ligand complexes of P450eryF exhibiting homotropic cooperativity. Cupp-Vickery, J., Anderson, R., Hatziris, Z. Proc. Natl. Acad. Sci. U.S.A. (2000) [Pubmed]
  24. Inhibition of human estrogen synthetase (aromatase) by flavones. Kellis, J.T., Vickery, L.E. Science (1984) [Pubmed]
  25. Effect of oral androstenedione on serum testosterone and adaptations to resistance training in young men: a randomized controlled trial. King, D.S., Sharp, R.L., Vukovich, M.D., Brown, G.A., Reifenrath, T.A., Uhl, N.L., Parsons, K.A. JAMA (1999) [Pubmed]
  26. Molecular aspects of hormone action in ovarian follicular development, ovulation, and luteinization. Richards, J.S., Hedin, L. Annu. Rev. Physiol. (1988) [Pubmed]
  27. Trace contamination of over-the-counter androstenedione and positive urine test results for a nandrolone metabolite. Catlin, D.H., Leder, B.Z., Ahrens, B., Starcevic, B., Hatton, C.K., Green, G.A., Finkelstein, J.S. JAMA (2000) [Pubmed]
  28. Decline of follicular oocyte maturation inhibitor coincident with maturation and achievement of fertilizability of oocytes recovered at midcycle of gonadotropin-treated women. Channing, C.P., Liu, C.Q., Jones, G.S., Jones, H. Proc. Natl. Acad. Sci. U.S.A. (1983) [Pubmed]
  29. Testosterone and its precursors and metabolites enhance guanylate cyclase activity. Vesely, D.L. Proc. Natl. Acad. Sci. U.S.A. (1979) [Pubmed]
  30. Role of androgens on MCF-7 breast cancer cell growth and on the inhibitory effect of letrozole. Macedo, L.F., Guo, Z., Tilghman, S.L., Sabnis, G.J., Qiu, Y., Brodie, A. Cancer Res. (2006) [Pubmed]
  31. ErbB receptor signaling and therapeutic resistance to aromatase inhibitors. Shin, I., Miller, T., Arteaga, C.L. Clin. Cancer Res. (2006) [Pubmed]
  32. Corticotropin-releasing factor inhibits luteinizing hormone-stimulated P450c17 gene expression and androgen production by isolated thecal cells of human ovarian follicles. Erden, H.F., Zwain, I.H., Asakura, H., Yen, S.S. J. Clin. Endocrinol. Metab. (1998) [Pubmed]
  33. Interleukin-1 stimulates the aromatase activity of human placental cytotrophoblasts. Nestler, J.E. Endocrinology (1993) [Pubmed]
  34. Direct intraovarian effects of leptin: impairment of the synergistic action of insulin-like growth factor-I on follicle-stimulating hormone-dependent estradiol-17 beta production by rat ovarian granulosa cells. Zachow, R.J., Magoffin, D.A. Endocrinology (1997) [Pubmed]
  35. Lipoprotein enhancement of ovarian theca-interstitial cell steroidogenesis: relative contribution of scavenger receptor class B (type I) and adenosine 5'-triphosphate- binding cassette (type A1) transporter in high-density lipoprotein-cholesterol transport and androgen synthesis. Wu, Q., Sucheta, S., Azhar, S., Menon, K.M. Endocrinology (2003) [Pubmed]
  36. Source of raised serum estrogens in male rats with portal bypass. Farrell, G.C., Koltai, A., Murray, M. J. Clin. Invest. (1988) [Pubmed]
  37. Aromatase in human breast carcinoma. Perel, E., Blackstein, M.E., Killinger, D.W. Cancer Res. (1982) [Pubmed]
  38. In vivo and in vitro pharmacological studies of aminoglutethimide as an aromatase inhibitor. Santen, R.J., Santner, S.J., Tilsen-Mallett, N., Rosen, H.R., Samojlik, E., Veldhuis, J.D. Cancer Res. (1982) [Pubmed]
  39. Structure-function relationships of human aromatase cytochrome P-450 using molecular modeling and site-directed mutagenesis. Graham-Lorence, S., Khalil, M.W., Lorence, M.C., Mendelson, C.R., Simpson, E.R. J. Biol. Chem. (1991) [Pubmed]
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