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Chemical Compound Review

AG-L-11642     4-[(5S,8S,10R,13R,17R)-3,6- dihydroxy-10,13...

Synonyms: NSC-657951, AC1L8CQC, CTK7J8611, NSC657951, HYODEOXYCHOLIC ACID
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Disease relevance of NSC657951


High impact information on NSC657951


Chemical compound and disease context of NSC657951


Biological context of NSC657951


Anatomical context of NSC657951


Associations of NSC657951 with other chemical compounds


Gene context of NSC657951

  • In this work, we have identified human UDP-glucuronosyltransferase 2B7 (UGT2B7) as the isoform that catalyzes the glucosidation of hyodeoxycholic acid (HDCA) [20].
  • On the other hand, HDCA induced strong cytotoxicity, apoptosis and IL-8 synthesis but not cytolysis, although HDCA has a hydrophilic nature [9].

Analytical, diagnostic and therapeutic context of NSC657951

  • Pólya gastrectomy reduced: (1) CCPR throughout the colon (by 42-65 per cent, P less than 0.002); (2) the number of rats with colorectal tumours (26 per cent versus 63 per cent, P less than 0.05); (3) faecal levels of neutral steroids and bile acids, notably hyodeoxycholic acid (P less than 0.01) [21].
  • Expression of a human liver cDNA encoding a UDP-glucuronosyltransferase catalysing the glucuronidation of hyodeoxycholic acid in cell culture [22].
  • The enzyme hyodeoxycholic-acid: UDP-glucuronosyltransferase was purified about 230-fold from a solubilized human liver microsomal preparation utilizing anion-exchange chromatography, ampholyte-displacement chromatography and UDP-hexanolamine--Sepharose affinity chromatography [23].


  1. Glucuronidation of hyodeoxycholic acid in human liver. Evidence for a selective role of UDP-glucuronosyltransferase 2B4. Pillot, T., Ouzzine, M., Fournel-Gigleux, S., Lafaurie, C., Radominska, A., Burchell, B., Siest, G., Magdalou, J. J. Biol. Chem. (1993) [Pubmed]
  2. Prevention of cholesterol-induced gallstones by hyodeoxycholic acid in the prairie dog. Singhal, A.K., Cohen, B.I., Mosbach, E.H., Une, M., Stenger, R.J., McSherry, C.K., May-Donath, P., Palaia, T. J. Lipid Res. (1984) [Pubmed]
  3. The biotransformation of hyodeoxycholic acid by Pseudomonas sp. NCIB 10590 under anaerobic conditions. Owen, R.W., Bilton, R.F. J. Steroid Biochem. (1983) [Pubmed]
  4. Hyodeoxycholic acid efficiently suppresses atherosclerosis formation and plasma cholesterol levels in mice. Sehayek, E., Ono, J.G., Duncan, E.M., Batta, A.K., Salen, G., Shefer, S., Neguyen, L.B., Yang, K., Lipkin, M., Breslow, J.L. J. Lipid Res. (2001) [Pubmed]
  5. Metabolism and effects on biliary lipid secretion of murocholic acid in the hamster. Parquet, M., Legrand-defretin, V., Riottot, M., Karpouza, A., Lutton, C. J. Hepatol. (1990) [Pubmed]
  6. Hyodeoxycholate-6-O-glucuronide cannot be quantitated with 3 alpha-hydroxysteroid dehydrogenase. Little, J.M., Zimniak, P., Radominska, A., Lester, R. J. Lipid Res. (1987) [Pubmed]
  7. Intestinal absorption, excretion, and biotransformation of hyodeoxycholic acid in man. Sacquet, E., Parquet, M., Riottot, M., Raizman, A., Jarrige, P., Huguet, C., Infante, R. J. Lipid Res. (1983) [Pubmed]
  8. 3alpha-6alpha-Dihydroxy-7alpha-fluoro-5beta-cholanoate (UPF-680), physicochemical and physiological properties of a new fluorinated bile acid that prevents 17alpha-ethynyl-estradiol-induced cholestasis in rats. Clerici, C., Castellani, D., Asciutti, S., Pellicciari, R., Setchell, K.D., O'Connell, N.C., Sadeghpour, B., Camaioni, E., Fiorucci, S., Renga, B., Nardi, E., Sabatino, G., Clementi, M., Giuliano, V., Baldoni, M., Orlandi, S., Mazzocchi, A., Morelli, A., Morelli, O. Toxicol. Appl. Pharmacol. (2006) [Pubmed]
  9. Hydrophilic and hydrophobic bile acids exhibit different cytotoxicities through cytolysis, interleukin-8 synthesis and apoptosis in the intestinal epithelial cell lines. IEC-6 and Caco-2 cells. Araki, Y., Fujiyama, Y., Andoh, A., Nakamura, F., Shimada, M., Takaya, H., Bamba, T. Scand. J. Gastroenterol. (2001) [Pubmed]
  10. Dietary bile acids inhibit potentially elemental diet-induced small intestinal atrophy in rats. Araki, Y., Andoh, A., Sasaki, A., Shimada, M., Bamba, S., Fujino, S., Fujiyama, Y. Int. J. Mol. Med. (2002) [Pubmed]
  11. Bile acids in porcine fetal bile. Kuramoto, T., Miyamoto, J., Konishi, M., Hoshita, T., Masul, T., Une, M. Biol. Pharm. Bull. (2000) [Pubmed]
  12. Analysis of bile acids in conventional and germfree rats. Madsen, D., Beaver, M., Chang, L., Bruckner-Kardoss, E., Wostmann, B. J. Lipid Res. (1976) [Pubmed]
  13. Hyodeoxycholic acid: a new approach to gallstone prevention. McSherry, C.K., Mosbach, E.H., Cohen, B.I., Une, M., Stenger, R.J., Singhal, A.K. Am. J. Surg. (1985) [Pubmed]
  14. 6 alpha-glucuronidation of hyodeoxycholic acid by human liver, kidney and small bowel microsomes. Marschall, H.U., Matern, H., Egestad, B., Matern, S., Sjövall, S. Biochim. Biophys. Acta (1987) [Pubmed]
  15. Influence of dietary casein and soy protein isolate on intestinal cholesterol and bile acid concentration. Scholz, K.E., Kinder, E., Hagemeister, H., Barth, C.A. Zeitschrift für Ernährungswissenschaft. (1985) [Pubmed]
  16. Dissolution of cholesterol gallstones by bile acids in the prairie dog. Cohen, B.I., Mosbach, E.H., Kuroki, S., McSherry, C.K. Lipids (1988) [Pubmed]
  17. Determination of three bile acids in artificial Calculus Bovis and its medicinal preparations by micellar electrokinetic capillary electrophoresis. Hu, Z., He, L.C., Zhang, J., Luo, G.A. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. (2006) [Pubmed]
  18. Simultaneous determination of geniposide, baicalin, cholic acid and hyodeoxycholic acid in rat serum for the pharmacokinetic investigations by high performance liquid chromatography-tandem mass spectrometry. Ran, X., Liang, Q., Luo, G., Liu, Q., Pan, Y., Wang, B., Pang, C. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. (2006) [Pubmed]
  19. Cholesterol 7 alpha-hydroxylase activity and bile acid synthesis in hepatocytes of unweaned and weaned pigs in monolayer culture. Kwekkeboom, J., Princen, H.M., van Voorthuizen, E.M., Kempen, H.J. Biochim. Biophys. Acta (1990) [Pubmed]
  20. Glucosidation of hyodeoxycholic acid by UDP-glucuronosyltransferase 2B7. Mackenzie, P., Little, J.M., Radominska-Pandya, A. Biochem. Pharmacol. (2003) [Pubmed]
  21. Experimental colonic carcinogenesis after gastric surgery. Houghton, P.W., Owen, R.J., Henly, P.J., Mortensen, N.J., Hill, M.J., Williamson, R.C. The British journal of surgery. (1990) [Pubmed]
  22. Expression of a human liver cDNA encoding a UDP-glucuronosyltransferase catalysing the glucuronidation of hyodeoxycholic acid in cell culture. Fournel-Gigleux, S., Jackson, M.R., Wooster, R., Burchell, B. FEBS Lett. (1989) [Pubmed]
  23. Isolation and characterization of hyodeoxycholic-acid: UDP-glucuronosyltransferase from human liver. Matern, H., Lappas, N., Matern, S. Eur. J. Biochem. (1991) [Pubmed]
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