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Chemical Compound Review

glycocholate     2-[[(4R)-4-[ (3R,5S,7R,8S,9S,10S,12S,13R...

Synonyms: Cholylglycine, Prestwick_768, SureCN29022, CHEMBL411070, AG-F-61790, ...
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Disease relevance of glycocholate


Psychiatry related information on glycocholate

  • The possibility that mucosal damage produced motor activity was discounted by the fact that this damage was also present in rabbits treated by sodium glycocholate with no observed motor response [6].

High impact information on glycocholate


Chemical compound and disease context of glycocholate


Biological context of glycocholate


Anatomical context of glycocholate


Associations of glycocholate with other chemical compounds


Gene context of glycocholate

  • In contrast to MRP1, cMOAT, and all other characterized mammalian ABC transporters, however, MRP3 is active in the transport of the monoanionic human bile constituent glycocholate [31].
  • In conclusion, we find that MRP3 transports both taurocholate and glycocholate, albeit with low affinity, in contrast with the high-affinity transport by rat Mrp3 [20].
  • Addition of GCDCA and GDCA (100 micromol/L) significantly decreased sterol 27-hydroxylase (CYP27A1) mRNA levels to 59% +/- 3% and 60% +/- 7% of controls, respectively, whereas GUDCA and GCA had no significant effect [27].
  • Solution structure of ileal lipid binding protein in complex with glycocholate [32].
  • Sodium glycocholate did not precipitate at the enzyme reaction conditions (37 degrees C and pH 5.4) for determining bile salt hydrolase activity [33].

Analytical, diagnostic and therapeutic context of glycocholate


  1. Glycocholic acid and glycodeoxycholic acid but not glycoursocholic acid inhibit bile acid synthesis in the rabbit. Xu, G., Salen, G., Batta, A.K., Shefer, S., Nguyen, L.B., Niemann, W., Chen, T.S., Arora-Mirchandani, R., Ness, G.C., Tint, G.S. Gastroenterology (1992) [Pubmed]
  2. Clinical value of bile salt tests in anicteric liver disease. Douglas, J.G., Beckett, G.J., Nimmo, I.A., Finlayson, N.D., Percy-Robb, I.W. Gut (1981) [Pubmed]
  3. Bile salt transport in the Dubin-Johnson syndrome. Douglas, J.G., Beckett, G.J., Percy-Robb, I.W., Finlayson, N.D. Gut (1980) [Pubmed]
  4. Dietary supplement of neosugar alters the fecal flora and decreases activities of some reductive enzymes in human subjects. Buddington, R.K., Williams, C.H., Chen, S.C., Witherly, S.A. Am. J. Clin. Nutr. (1996) [Pubmed]
  5. A Bile Salt Hydrolase of Brucella abortus Contributes to the Establishment of a Successful Infection through the Oral Route in Mice. Delpino, M.V., Marchesini, M.I., Estein, S.M., Comerci, D.J., Cassataro, J., Fossati, C.A., Baldi, P.C. Infect. Immun. (2007) [Pubmed]
  6. The effects of bile acids on colonic motility in the rabbit. Falconer, J.D., Smith, A.N., Eastwood, M.A. Quarterly journal of experimental physiology and cognate medical sciences. (1980) [Pubmed]
  7. Cyclical oxidation-reduction of the C3 position on bile acids catalyzed by 3 alpha-hydroxysteroid dehydrogenase. II. Studies in the prograde and retrograde single-pass, perfused rat liver and inhibition by indomethacin. Takikawa, H., Ookhtens, M., Stolz, A., Kaplowitz, N. J. Clin. Invest. (1987) [Pubmed]
  8. Functional expression of the canalicular bile salt export pump of human liver. Noé, J., Stieger, B., Meier, P.J. Gastroenterology (2002) [Pubmed]
  9. Griseofulvin-induced cholestasis in Swiss albino mice. Yokoo, H., Craig, R.M., Harwood, T.R., Cochrane, C. Gastroenterology (1979) [Pubmed]
  10. Bile acid conjugation in organ culture of human fetal liver. Haber, L.R., Vaupshas, V., Vitullo, B.B., Seemayer, T.A., de Belle, R.C. Gastroenterology (1978) [Pubmed]
  11. Energetics by NMR: site-specific binding in a positively cooperative system. Tochtrop, G.P., Richter, K., Tang, C., Toner, J.J., Covey, D.F., Cistola, D.P. Proc. Natl. Acad. Sci. U.S.A. (2002) [Pubmed]
  12. Repeated administration of a vitamin preparation containing glycocholic acid in patients with hepatobiliary disease. Rifai, K., Ockenga, J., Manns, M.P., Bischoff, S.C. Aliment. Pharmacol. Ther. (2006) [Pubmed]
  13. Influence of various bile salts on beta-glucuronidase activity of intestinal bacteria. Fujisawa, T., Mori, M. Lett. Appl. Microbiol. (1997) [Pubmed]
  14. Luminal stimuli acutely sensitize visceromotor responses to distension of the rat stomach. Lamb, K., Gebhart, G.F., Bielefeldt, K. Dig. Dis. Sci. (2007) [Pubmed]
  15. Determination of individual serum bile acids in chronic liver diseases: fasting levels and results of oral chenodeoxycholic acid tolerance test. Adachi, Y., Nanno, T., Itoh, T., Kurumi, Y., Yamazaki, K., Sawada, Y., Yamamoto, T. Gastroenterol. Jpn. (1988) [Pubmed]
  16. Comparative sensitivity of serum cholylglycine concentration and bromsulphalein retention in patients with early and late alcoholic liver disease. Barnes, P., Lunzer, M., O'Halloran, M. Australian and New Zealand journal of medicine. (1986) [Pubmed]
  17. Bile acid-induced rat hepatocyte apoptosis is inhibited by antioxidants and blockers of the mitochondrial permeability transition. Yerushalmi, B., Dahl, R., Devereaux, M.W., Gumpricht, E., Sokol, R.J. Hepatology (2001) [Pubmed]
  18. Evidence that interference with binding to hepatic cytosol binders can inhibit bile acid excretion in rats. Takikawa, H., Sugiyama, Y., Fernandez-Checa, J.C., Kuhlenkamp, J., Ookhtens, M., Kaplowitz, N. Hepatology (1996) [Pubmed]
  19. Bile acids and bile alcohols in a child with hepatic 3 beta-hydroxy-delta 5-C27-steroid dehydrogenase deficiency: effects of chenodeoxycholic acid treatment. Ichimiya, H., Egestad, B., Nazer, H., Baginski, E.S., Clayton, P.T., Sjövall, J. J. Lipid Res. (1991) [Pubmed]
  20. Transport of bile acids in multidrug-resistance-protein 3-overexpressing cells co-transfected with the ileal Na+-dependent bile-acid transporter. Zelcer, N., Saeki, T., Bot, I., Kuil, A., Borst, P. Biochem. J. (2003) [Pubmed]
  21. Deoxycholate 7 alpha-hydroxylase in the hamster: substrate specificity and effect of phenobarbital. Yamashita, H., Kuroki, S., Nakayama, F. J. Lipid Res. (1989) [Pubmed]
  22. Defective ATP-dependent bile canalicular transport of organic anions in mutant (TR-) rats with conjugated hyperbilirubinemia. Kitamura, T., Jansen, P., Hardenbrook, C., Kamimoto, Y., Gatmaitan, Z., Arias, I.M. Proc. Natl. Acad. Sci. U.S.A. (1990) [Pubmed]
  23. Enhanced secretion of glycocholic acid in a specially adapted cell line is associated with overexpression of apparently novel ATP-binding cassette proteins. Brown, R.S., Lomri, N., De Voss, J., Rahmaoui, C.M., Xie, M.H., Hua, T., Lidofsky, S.D., Scharschmidt, B.F. Proc. Natl. Acad. Sci. U.S.A. (1995) [Pubmed]
  24. Cloning and characterization of a novel peptidase from rat and human ileum. Shneider, B.L., Thevananther, S., Moyer, M.S., Walters, H.C., Rinaldo, P., Devarajan, P., Sun, A.Q., Dawson, P.A., Ananthanarayanan, M. J. Biol. Chem. (1997) [Pubmed]
  25. Inhibition of bile salt absorption by blood-sugar lowering biguanides. Caspary, W.F., Creutzfeldt, W. Diabetologia (1975) [Pubmed]
  26. Effect of glycoursodeoxycholate on precipitation of calcium carbonate. Marteau, C., Portugal, H., Pauli, A.M., Gerolami, A. Hepatology (1985) [Pubmed]
  27. Feedback regulation of bile acid synthesis in primary human hepatocytes: evidence that CDCA is the strongest inhibitor. Ellis, E., Axelson, M., Abrahamsson, A., Eggertsen, G., Thörne, A., Nowak, G., Ericzon, B.G., Björkhem, I., Einarsson, C. Hepatology (2003) [Pubmed]
  28. The effect of bile salts on carbonic anhydrase. Milov, D.E., Jou, W.S., Shireman, R.B., Chun, P.W. Hepatology (1992) [Pubmed]
  29. Hepatic transport of fluorescent molecules: in vivo studies using intravital TV microscopy. Sherman, I.A., Fisher, M.M. Hepatology (1986) [Pubmed]
  30. Selective induction by phenobarbital of the electrogenic transport of glutathione and organic anions in rat liver canalicular membrane vesicles. Fernández-Checa, J.C., Ookhtens, M., Kaplowitz, N. J. Biol. Chem. (1993) [Pubmed]
  31. Transport of amphipathic anions by human multidrug resistance protein 3. Zeng, H., Liu, G., Rea, P.A., Kruh, G.D. Cancer Res. (2000) [Pubmed]
  32. Solution structure of ileal lipid binding protein in complex with glycocholate. Lücke, C., Zhang, F., Hamilton, J.A., Sacchettini, J.C., Rüterjans, H. Eur. J. Biochem. (2000) [Pubmed]
  33. Measurement of bile salt hydrolase activity from Lactobacillus acidophilus based on disappearance of conjugated bile salts. Corzo, G., Gilliland, S.E. J. Dairy Sci. (1999) [Pubmed]
  34. Effect of age on tests of intestinal and hepatic function in healthy humans. Arora, S., Kassarjian, Z., Krasinski, S.D., Croffey, B., Kaplan, M.M., Russell, R.M. Gastroenterology (1989) [Pubmed]
  35. Stagnant loop syndrome in patients with continent ileostomy (intra-abdominal ileal reservoir). Schjonsby, H., Halvorsen, J.F., Hofstad, T., Hovdenak, N. Gut (1977) [Pubmed]
  36. Long-term use of intranasal insulin in insulin-dependent diabetic patients. Frauman, A.G., Cooper, M.E., Parsons, B.J., Jerums, G., Louis, W.J. Diabetes Care (1987) [Pubmed]
  37. A comparison of the structure and function of the terminal ileum in Crohn's disease using radiology, the "Dicopac" Schilling test and [14C] G.C.A. breath test. Glover, S.C., Mowat, N.A. European journal of nuclear medicine. (1978) [Pubmed]
  38. Proapoptotic effect on normal and tumor intestinal cells of cytostatic drugs with enterohepatic organotropism. Monte, M.J., Ballestero, M.R., Briz, O., Perez, M.J., Marin, J.J. J. Pharmacol. Exp. Ther. (2005) [Pubmed]
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