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Chemical Compound Review

SureCN2547966     (4R)-4-[ (3R,5S,7S,8S,9S,10S,13R,14S,17 R)-3...

Synonyms: AC1O3LF7
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Disease relevance of Ursolvan


High impact information on Ursolvan

  • Gallbladder bile was collected at the time of surgery from 33 cholesterol gallstone patients who were divided into three groups: 16 untreated, 9 pretreated with CDCA (400 mg/day), and 8 pretreated with UDCA (600 mg/day) for 1-3 weeks before surgery [4].
  • In addition, HNF4 alpha nuclear binding activity is decreased by CDCA and the human HNF4 alpha gene promoter is repressed by CDCA through an SHP-independent mechanism [5].
  • Cotransfection of FXR/retinoid X receptor in the presence of CDCA led to up to a 3-fold induction of human PPARalpha promoter activity in HepG2 cells [1].
  • CONCLUSIONS: Liver cell damage as a result of preservation injury or rejection leads to a reduction of biliary CA, resulting in a decrease of total biliary bile acids and the CA/CDCA ratio in pediatric liver recipients [6].
  • Treatment of thyroid cells with CDCA for 72 h inhibited cAMP production stimulated by 50 mU/L TSH or 0.5 mg/L forskolin and also inhibited iodide uptake induced by 0.5 mM 8-bromo cAMP or 0.5 mg/L forskolin [7].

Anatomical context of Ursolvan

  • The inhibitory effect of CDCA was detected after 24 h treatment of thyroid cells, and was dependent on the time of exposure up to 72 h [7].
  • The results suggest that CDCA increases the sensitivity of isolated mitochondria in vitro to the calcium-dependent induction of the PTP [8].
  • In the presence of calcium and phosphate, chenodeoxycholic acid (CDCA) induced a permeability transition in freshly isolated rat liver mitochondria, characterized by membrane depolarization, release of matrix calcium, and osmotic swelling [8].

Associations of Ursolvan with other chemical compounds


Gene context of Ursolvan

  • We investigated the effects of reduced CDCA on FXR target genes in humans [2].
  • In contrast, neither the murine PPARalpha promoter, in which the alphaFXRE is not conserved, nor a mouse alphaFXRE-driven heterologous reporter, were responsive to CDCA treatment [1].
  • FXR bound the alphaFXRE site as demonstrated by gel shift analysis, and CDCA specifically increased the activity of a heterologous promoter driven by four copies of the alphaFXRE [1].
  • Thus, we report on two structurally similar endogenous substances, 3 alpha, 5 beta-THP and CDCA, which inhibit both 11 beta-OHSD and 5 beta-R activity, and which can confer mineralocorticoid actions upon the glucocorticoid, B [10].


  1. Bile acids induce the expression of the human peroxisome proliferator-activated receptor alpha gene via activation of the farnesoid X receptor. Pineda Torra, I., Claudel, T., Duval, C., Kosykh, V., Fruchart, J.C., Staels, B. Mol. Endocrinol. (2003) [Pubmed]
  2. Disrupted coordinate regulation of farnesoid X receptor target genes in a patient with cerebrotendinous xanthomatosis. Honda, A., Salen, G., Matsuzaki, Y., Batta, A.K., Xu, G., Hirayama, T., Tint, G.S., Doy, M., Shefer, S. J. Lipid Res. (2005) [Pubmed]
  3. Bile acid metabolism in extrahepatic biliary atresia: lithocholic acid in stored dried blood collected at neonatal screening. Gustafsson, J., Alvelius, G., Björkhem, I., Nemeth, A. Ups. J. Med. Sci. (2006) [Pubmed]
  4. Effect of chenodeoxycholate and ursodeoxycholate on nucleation time in human gallbladder bile. Hirota, I., Chijiiwa, K., Noshiro, H., Nakayama, F. Gastroenterology (1992) [Pubmed]
  5. Hepatocyte nuclear factor 1 alpha: a key mediator of the effect of bile acids on gene expression. Jung, D., Kullak-Ublick, G.A. Hepatology (2003) [Pubmed]
  6. Cholic acid synthesis is reduced in pediatric liver recipients during graft dysfunction due to ischemic injury and allograft rejection. Lang, T., Sendl, A.F., Esquivel, C.O., Berquist, W.E., Cox, K.L. Transplantation (1997) [Pubmed]
  7. Effects of bile acids on iodide uptake and deoxyribonucleic acid synthesis in porcine thyroid cells in primary culture. Kanri, R., Takiyama, Y., Makino, I. Thyroid (1996) [Pubmed]
  8. Chenodeoxycholate is a potent inducer of the permeability transition pore in rat liver mitochondria. Rolo, A.P., Oliveira, P.J., Moreno, A.J., Palmeira, C.M. Biosci. Rep. (2001) [Pubmed]
  9. In vitro farnesoid X receptor ligand sensor assay using surface plasmon resonance and based on ligand-induced coactivator association. Fujino, T., Sato, Y., Une, M., Kanayasu-Toyoda, T., Yamaguchi, T., Shudo, K., Inoue, K., Nishimaki-Mogami, T. J. Steroid Biochem. Mol. Biol. (2003) [Pubmed]
  10. Possible endogenous regulators of steroid inactivating enzymes and glucocorticoid-induced Na+ retention. Latif, S.A., Hartman, L.R., Souness, G.W., Morris, D.J. Steroids (1994) [Pubmed]
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