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Chemical Compound Review

Hyocholic acid     4-[(5S,8S,10R,13R,17R)-3,6,7- trihydroxy-10...

Synonyms: AG-L-11646, NSC-657948, CTK7J8610, NSC657948, AC1L8CQ9, ...
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Disease relevance of Hyocholic acid

  • No unusual monohydroxy bile acids were present in patients with primary biliary cirrhosis, but, in several patients, there was a considerable amount of hyocholic acid present in the urinary bile acids [1].
  • Hyodeoxycholic acid and hyodeoxy-oxazoline [2-(3 alpha,6 alpha-dihydroxy-24-nor-5 beta-cholanyl)-4,4-dimethyl-2- oxazoline] at the same dosage effectively prevented gallstones, while the trihydroxy bile acid, hyocholic acid, was not effective [2].

High impact information on Hyocholic acid

  • In human liver microsomes, the antibodies were able to inhibit and precipitate up to 90% of the total hyodeoxycholic acid 6-O-glucuronidation activity, but had no effect on activities toward several other substrates, such as phenols, bilirubin, or other bile acids, especially hyocholic acid and the steroids 4-hydroxyesterone and estriol [3].
  • The presence of relatively high proportions of hyocholic acid (often greater than cholic acid) and several 1 beta-hydroxycholanoic acid isomers indicates that C-1 and C-6 hydroxylation are important pathways in bile acid synthesis during development [4].
  • Pigs receiving 10% BCD thus differed markedly from controls, especially for HMG-CoA reductase and cholesterol 7alpha-hydroxylase hepatic activities (x5), and fecal output of total bile acids (x3) and hyocholic acid (x20), and their overall cholesterol synthesis was higher (+50%), despite the abundant dietary cholesterol [5].
  • In urine collected 0-24 hr after the injection, 20% of the radioactivity appeared in the combined glycine and taurine conjugate fractions, and the predominant metabolite in these fractions was identified as hyocholic acid [6].
  • C) In a gallstone dissolution study, hamsters were fed the lithogenic diet for six weeks to induce stones; stone dissolution was examined during administration of a cholesterol-free purified diet with or without 0.1% beta-muricholic acid or 0.1% hyocholic acid [7].

Biological context of Hyocholic acid


Anatomical context of Hyocholic acid


Associations of Hyocholic acid with other chemical compounds


Gene context of Hyocholic acid


Analytical, diagnostic and therapeutic context of Hyocholic acid

  • ELISA determination of serum hyocholic acid concentrations in humans and their possible clinical significance [13].


  1. Sulphated and unsulphated bile acids in serum, bile, and urine of patients with cholestasis. van Berge Henegouwen, G.P., Brandt, K.H., Eyssen, H., Parmentier, G. Gut (1976) [Pubmed]
  2. Role of hydrophilic bile acids and of sterols on cholelithiasis in the hamster. Singhal, A.K., Cohen, B.I., Finver-Sadowsky, J., McSherry, C.K., Mosbach, E.H. J. Lipid Res. (1984) [Pubmed]
  3. 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]
  4. Hepatic bile acid metabolism during early development revealed from the analysis of human fetal gallbladder bile. Setchell, K.D., Dumaswala, R., Colombo, C., Ronchi, M. J. Biol. Chem. (1988) [Pubmed]
  5. Hypocholesterolemic action of beta-cyclodextrin and its effects on cholesterol metabolism in pigs fed a cholesterol-enriched diet. Férézou, J., Riottot, M., Sérougne, C., Cohen-Solal, C., Catala, I., Alquier, C., Parquet, M., Juste, C., Lafont, H., Mathé, D., Corring, T., Lutton, C. J. Lipid Res. (1997) [Pubmed]
  6. Hydroxylation of cholic, chenodeoxycholic, and deoxycholic acids in patients with intrahepatic cholestasis. Bremmelgaard, A., Sjövall, J. J. Lipid Res. (1980) [Pubmed]
  7. Hydrophilic bile acids: prevention and dissolution experiments in two animal models of cholesterol cholelithiasis. Cohen, B.I., Mikami, T., Ayyad, N., Ohshima, A., Infante, R., Mosbach, E.H. Lipids (1995) [Pubmed]
  8. 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]
  9. Placental transport of bile acids: analysis of bile acids in maternal serum and urine, umbilical cord blood, and amniotic fluid. Ushijima, K., Kimura, A., Inokuchi, T., Yamato, Y., Maeda, K., Yamashita, Y., Nakashima, E., Kato, H. The Kurume medical journal. (2001) [Pubmed]
  10. High performance liquid-chromatographic analysis of individual bile acids: free, glycine- and taurine-conjugated bile acids. Okuyama, S. Gastroenterol. Jpn. (1979) [Pubmed]
  11. Gene structure of pig sterol 12alpha-hydroxylase (CYP8B1) and expression in fetal liver: comparison with expression of taurochenodeoxycholic acid 6alpha-hydroxylase (CYP4A21). Lundell, K., Wikvall, K. Biochim. Biophys. Acta (2003) [Pubmed]
  12. The porcine taurochenodeoxycholic acid 6alpha-hydroxylase (CYP4A21) gene: evolution by gene duplication and gene conversion. Lundell, K. Biochem. J. (2004) [Pubmed]
  13. ELISA determination of serum hyocholic acid concentrations in humans and their possible clinical significance. Kano, M., Matsumoto, M., Kamano, T., Tsurumaru, M. Hepatogastroenterology (1999) [Pubmed]
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