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Chemical Compound Review

CHOLESTANOL     (3S,5S)-10,13-dimethyl-17-(6- methylheptan...

Synonyms: AC1O5EU0, Cholestan-3-ol, (3.beta.,5.alpha.)-
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Disease relevance of CHOLESTANOL


Psychiatry related information on CHOLESTANOL


High impact information on CHOLESTANOL


Chemical compound and disease context of CHOLESTANOL


Biological context of CHOLESTANOL


Anatomical context of CHOLESTANOL

  • Furthermore, hepatic hydroxymethylglutaryl-coenzyme A (HMG-CoA) reductase activity rose 2.6-fold (from 150.3 to 397.0 pmol/mg per min) during cholestanol feeding, and was associated with a marked proliferation of the smooth endoplasmic reticulum of the centrilobular areas [10].
  • Cholesterol comprised approximately 97% of the stone and gallbladder bile sterols; the remainder were from plant sterols, cholestanol, and cholesterol precursors, mainly lathosterol and methylsterols (two methostenols, lanosterol, and two dimethylsterols) [3].
  • Clinically, CTX patients present with tendon xanthomas, juvenile cataracts, and progressive neurological dysfunction and can be diagnosed by the detection of elevated plasma cholestanol levels [18].
  • The activities of interleukin-1beta-converting enzyme (ICE) and CPP32 proteases for cells cultured with 10 microg/ml cholestanol were significantly higher than those observed in control cells [15].
  • RESULTS: Both cornea endothelial and lens epithelial cells cultured with 10 microg/ml cholestanol showed a significant loss of viability [15].

Associations of CHOLESTANOL with other chemical compounds


Gene context of CHOLESTANOL


Analytical, diagnostic and therapeutic context of CHOLESTANOL


  1. Increased concentrations of cholestanol and apolipoprotein B in the cerebrospinal fluid of patients with cerebrotendinous xanthomatosis. Effect of chenodeoxycholic acid. Salen, G., Berginer, V., Shore, V., Horak, I., Horak, E., Tint, G.S., Shefer, S. N. Engl. J. Med. (1987) [Pubmed]
  2. Competitive inhibition of bile acid synthesis by endogenous cholestanol and sitosterol in sitosterolemia with xanthomatosis. Effect on cholesterol 7 alpha-hydroxylase. Shefer, S., Salen, G., Nguyen, L., Batta, A.K., Packin, V., Tint, G.S., Hauser, S. J. Clin. Invest. (1988) [Pubmed]
  3. Cholesterol precursor sterols, plant sterols, and cholestanol in human bile and gallstones. Miettinen, T.A., Kesäniemi, Y.A., Järvinen, H., Hästbacka, J. Gastroenterology (1986) [Pubmed]
  4. Serum and hepatic cholestanol, squalene and noncholesterol sterols in man: a study on liver transplantation. Nikkilä, K., Höckerstedt, K., Miettinen, T.A. Hepatology (1992) [Pubmed]
  5. High cholestanol and low campesterol-to-sitosterol ratio in serum of patients with primary biliary cirrhosis before liver transplantation. Nikkilä, K., Höckerstedt, K., Miettinen, T.A. Hepatology (1991) [Pubmed]
  6. Serum lipids and fatty acids in ischemic strokes. Tilvis, R.S., Erkinjuntti, T., Sulkava, R., Färkkilä, M., Miettinen, T.A. Am. Heart J. (1987) [Pubmed]
  7. Osteoporosis and increased bone fractures in cerebrotendinous xanthomatosis. Berginer, V.M., Shany, S., Alkalay, D., Berginer, J., Dekel, S., Salen, G., Tint, G.S., Gazit, D. Metab. Clin. Exp. (1993) [Pubmed]
  8. Combined treatment with chenodeoxycholic acid and pravastatin improves plasma cholestanol levels associated with marked regression of tendon xanthomas in cerebrotendinous xanthomatosis. Nakamura, T., Matsuzawa, Y., Takemura, K., Kubo, M., Miki, H., Tarui, S. Metab. Clin. Exp. (1991) [Pubmed]
  9. A novel pathway for biosynthesis of cholestanol with 7 alpha-hydroxylated C27-steroids as intermediates, and its importance for the accumulation of cholestanol in cerebrotendinous xanthomatosis. Skrede, S., Björkhem, I., Buchmann, M.S., Hopen, G., Fausa, O. J. Clin. Invest. (1985) [Pubmed]
  10. Comparative effects of cholestanol and cholesterol on hepatic sterol and bile acid metabolism in the rat. Shefer, S., Hauser, S., Salen, G., Zaki, F.G., Bullock, J., Salgado, E., Shevitz, J. J. Clin. Invest. (1984) [Pubmed]
  11. Transformation of 4-cholesten-3-one and 7 alpha-hydroxy-4-cholesten-3-one into cholestanol and bile acids in cerebrotendinous xanthomatosis. Salen, G., Shefer, S., Tint, G.S. Gastroenterology (1984) [Pubmed]
  12. Oleic acid-induced cholelithiasis in the rabbit: conversion of dietary oleic acid to cholestanol as a cause of calcium-bile salt gallstones. Lee, S.P., Tasman-Jones, C., Carlisle, V.F. Hepatology (1987) [Pubmed]
  13. Increased plasma cholestanol and 5 alpha-saturated plant sterol derivatives in subjects with sitosterolemia and xanthomatosis. Salen, G., Kwiterovich, P.O., Shefer, S., Tint, G.S., Horak, I., Shore, V., Dayal, B., Horak, E. J. Lipid Res. (1985) [Pubmed]
  14. Studies of the mechanism of the increased biosynthesis of cholestanol in cerebrotendinous xanthomatosis. The activity of delta 5-3 beta-hydroxysteroid dehydrogenase. Buchmann, M.S., Björkhem, I., Fausa, O., Skrede, S. Scand. J. Gastroenterol. (1985) [Pubmed]
  15. Cholestanol induces apoptosis of corneal endothelial and lens epithelial cells. Inoue, K., Kubota, S., Tsuru, T., Araie, M., Seyama, Y. Invest. Ophthalmol. Vis. Sci. (2000) [Pubmed]
  16. Inverse relationship between plasma cholestanol concentrations and bile acid synthesis in sitosterolemia. Salen, G., Batta, A.K., Tint, G.S., Shefer, S., Ness, G.C. J. Lipid Res. (1994) [Pubmed]
  17. Serum squalene and noncholesterol sterols before and after delivery in normal and cholestatic pregnancy. Nikkilä, K., Riikonen, S., Lindfors, M., Miettinen, T.A. J. Lipid Res. (1996) [Pubmed]
  18. Fine-mapping, mutation analyses, and structural mapping of cerebrotendinous xanthomatosis in U.S. pedigrees. Lee, M.H., Hazard, S., Carpten, J.D., Yi, S., Cohen, J., Gerhardt, G.T., Salen, G., Patel, S.B. J. Lipid Res. (2001) [Pubmed]
  19. Serum cholestanol, cholesterol precursors, and plant sterols during placebo-controlled treatment of primary biliary cirrhosis with ursodeoxycholic acid or colchicine. Miettinen, T.A., Färkkilä, M., Vuoristo, M., Karvonen, A.L., Leino, R., Lehtola, J., Friman, C., Seppälä, K., Tuominen, J. Hepatology (1995) [Pubmed]
  20. Inhibitors of ergosterol biosynthesis and growth of the trypanosomatid protozoan Crithidia fasciculata. Rahman, M.D., Pascal, R.A. J. Biol. Chem. (1990) [Pubmed]
  21. An improved gas-liquid chromatographic method for the determination of fecal neutral sterols. Arca, M., Montali, A., Ciocca, S., Angelico, F., Cantafora, A. J. Lipid Res. (1983) [Pubmed]
  22. Antibodies to nystatin demonstrate polyene sterol specificity and allow immunolabeling of sterols in Saccharomyces cerevisiae. Walker-Caprioglio, H.M., MacKenzie, J.M., Parks, L.W. Antimicrob. Agents Chemother. (1989) [Pubmed]
  23. 24-hydroxycholesterol is a substrate for hepatic cholesterol 7alpha-hydroxylase (CYP7A). Norlin, M., Toll, A., Björkhem, I., Wikvall, K. J. Lipid Res. (2000) [Pubmed]
  24. On the substrate specificity of human CYP27A1: implications for bile acid and cholestanol formation. Norlin, M., von Bahr, S., Bjorkhem, I., Wikvall, K. J. Lipid Res. (2003) [Pubmed]
  25. Markedly reduced bile acid synthesis but maintained levels of cholesterol and vitamin D metabolites in mice with disrupted sterol 27-hydroxylase gene. Rosen, H., Reshef, A., Maeda, N., Lippoldt, A., Shpizen, S., Triger, L., Eggertsen, G., Björkhem, I., Leitersdorf, E. J. Biol. Chem. (1998) [Pubmed]
  26. A point mutation in the bile acid biosynthetic enzyme sterol 27-hydroxylase in a family with cerebrotendinous xanthomatosis. Nakashima, N., Sakai, Y., Sakai, H., Yanase, T., Haji, M., Umeda, F., Koga, S., Hoshita, T., Nawata, H. J. Lipid Res. (1994) [Pubmed]
  27. Structural discrimination in the sparking function of sterols in the yeast Saccharomyces cerevisiae. Lorenz, R.T., Casey, W.M., Parks, L.W. J. Bacteriol. (1989) [Pubmed]
  28. Gallstone formation in cholestanol-fed mice. Kim, K.S., Kano, K., Hirabayashi, N., Shefer, S., Salen, G., Seyama, Y. J. Biochem. (1993) [Pubmed]
  29. Biosynthesis of cholestanol from intestinal 7 alpha-hydroxy-4-cholesten-3-one. Skrede, S., Björkhem, I. J. Biol. Chem. (1982) [Pubmed]
  30. Stanol ester margarine alone and with simvastatin lowers serum cholesterol in families with familial hypercholesterolemia caused by the FH-North Karelia mutation. Vuorio, A.F., Gylling, H., Turtola, H., Kontula, K., Ketonen, P., Miettinen, T.A. Arterioscler. Thromb. Vasc. Biol. (2000) [Pubmed]
  31. Diet, nutrition intake, and metabolism in populations at high and low risk for colon cancer. In situ bromination for the separation of the cholesterol-cholestanol pair in human fecal extracts. Turjman, N., Nair, P.P. Am. J. Clin. Nutr. (1984) [Pubmed]
  32. Cholesterol absorption and synthesis in pediatric kidney, liver, and heart transplant recipients. Siirtola, A., Ketomäki, A., Miettinen, T.A., Gylling, H., Lehtimäki, T., Holmberg, C., Salo, M.K., Antikainen, M. Transplantation (2006) [Pubmed]
  33. Simultaneous determination of cholestanol and cholesterol in human serum by high-performance liquid chromatography with fluorescence detection. Matsuoka, C., Nohta, H., Kuroda, N., Ohkura, Y. J. Chromatogr. (1985) [Pubmed]
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