CONTACT US
Home > Inhibitors/Agonists>FXR> > Chenodeoxycholic Acid
Chenodeoxycholic Acid

Chenodeoxycholic Acid

  • CAT Number: A001094
  • CAS Number: 474-25-9
  • Molecular Formula: C24H40O4
  • Molecular Weight: 392.6
  • Purity: ≥95%
Inquiry Now

Chenodiol (CAS 474-25-9), also known as Chenodeoxycholic Acid and chenocholic acid, is a bile acid. It occurs as a white crystalline substance insoluble in water but soluble in alcohol and acetic acid, with melting point at 165-167 °C. Salts of this carboxylic acid are called chenodeoxycholates. Chenodeoxycholic acid has been used as medical therapy to dissolve gallstones. Chenodeoxycholic acid can be used in the treatment of cerebrotendineous xanthomatosis. The Australian biotechnology company Giaconda has tested a treatment for Hepatitis C infection that combines chenodeoxycholic acid with bezafibrate.

Catalog Number A001094
CAS Number 474-25-9
Molecular Formula

C24H40O4

Purity 95%
Target FXR
Solubility >13.1mg/mL in DMSO
Storage 3 years -20C powder
IUPAC Name (4R)-4-[(3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
InChI InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,20-,22+,23+,24-/m1/s1
InChIKey RUDATBOHQWOJDD-LIPUCWBFSA-N
SMILES CC(CCC(=O)O)C1CCC2C1(CCC3C2C(CC4C3(CCC(C4)O)C)O)C
Reference

<br />
1:Chenodeoxycholic acid stimulated fibroblast growth factor 19 response – a potential biochemical test for bile acid diarrhoea. Borup C, Wildt S, Rumessen JJ, Bouchelouche PN, Graff J, Damgaard M, McQuitty C, Rainteau D, Munck LK.Aliment Pharmacol Ther. 2017 Jun;45(11):1433-1442. doi: 10.1111/apt.14056. Epub 2017 Apr 5. PMID: 28378364<br />
2:Chenodeoxycholic Acid Derivative HS-1200 Inhibits Hepatocarcinogenesis and Improves Liver Function in Diethylnitrosamine-Exposed Rats by Downregulating MTH1. Xu M, Zhao Q, Shao D, Liu H, Qi J, Qin C.Biomed Res Int. 2017;2017:1465912. doi: 10.1155/2017/1465912. Epub 2017 Feb 5. PMID: 28261604 Free PMC Article<br />
3:Chenodeoxycholic acid stimulates glucagon-like peptide-1 secretion in patients after Roux-en-Y gastric bypass. Nielsen S, Svane MS, Kuhre RE, Clausen TR, Kristiansen VB, Rehfeld JF, Holst JJ, Madsbad S, Bojsen-Moller KN.Physiol Rep. 2017 Feb;5(3). pii: e13140. doi: 10.14814/phy2.13140. Epub 2017 Feb 14. PMID: 28202805 Free PMC Article<br />
4:Treatment with the natural FXR agonist chenodeoxycholic acid reduces clearance of plasma LDL whilst decreasing circulating PCSK9, lipoprotein(a) and apolipoprotein C-III. Ghosh Laskar M, Eriksson M, Rudling M, Angelin B.J Intern Med. 2017 Jun;281(6):575-585. doi: 10.1111/joim.12594. Epub 2017 Feb 1. PMID: 28145001<br />
5:Chenodeoxycholic acid activates NLRP3 inflammasome and contributes to cholestatic liver fibrosis. Gong Z, Zhou J, Zhao S, Tian C, Wang P, Xu C, Chen Y, Cai W, Wu J.Oncotarget. 2016 Dec 20;7(51):83951-83963. doi: 10.18632/oncotarget.13796. PMID: 27924062 Free PMC Article<br />
6:Chenodeoxycholic acid requires activation of EGFR, EPAC, and Ca2+ to stimulate CFTR-dependent Cl- secretion in human colonic T84 cells. Domingue JC, Ao M, Sarathy J, Rao MC.Am J Physiol Cell Physiol. 2016 Nov 1;311(5):C777-C792. doi: 10.1152/ajpcell.00168.2016. Epub 2016 Aug 24. PMID: 27558159<br />
7:Prolonged fibroblast growth factor 19 response in patients with primary sclerosing cholangitis after an oral chenodeoxycholic acid challenge. Zweers SJ, de Vries EM, Lenicek M, Tolenaars D, de Waart DR, Koelfat KV, Groen AK, Olde Damink SW, Beuers U, Ponsioen C, Jansen PL, Schaap FG.Hepatol Int. 2017 Jan;11(1):132-140. doi: 10.1007/s12072-016-9769-7. Epub 2016 Sep 30. PMID: 27696157 Free PMC Article<br />
8:The bile acid chenodeoxycholic acid directly modulates metabolic pathways in white adipose tissue in vitro: insight into how bile acids decrease obesity. Teodoro JS, Rolo AP, Jarak I, Palmeira CM, Carvalho RA.NMR Biomed. 2016 Oct;29(10):1391-402. doi: 10.1002/nbm.3583. Epub 2016 Aug 4. PMID: 27488269<br />
9:Protoscolicidal effects of chenodeoxycholic acid on protoscoleces of Echinococcus granulosus. Shi H, Lei Y, Wang B, Wang Z, Xing G, Lv H, Jiang Y.Exp Parasitol. 2016 Aug;167:76-82. doi: 10.1016/j.exppara.2016.05.004. Epub 2016 May 17. PMID: 27207732<br />
10:Chenodeoxycholic acid significantly impacts the expression of miRNAs and genes involved in lipid, bile acid and drug metabolism in human hepatocytes. Krattinger R, Bostr&ouml;m A, Lee SM, Thasler WE, Schi&ouml;th HB, Kullak-Ublick GA, Mwinyi J.Life Sci. 2016 Jul 1;156:47-56. doi: 10.1016/j.lfs.2016.04.037. Epub 2016 May 10. PMID: 27174168 Free Article

Request a Quote

Contact Us at MuseChem

We are committed to providing you with reliable, cost-effective solutions for your chemical needs, while ensuring your safety and comfort. Our team of experts is always available to answer your questions and help you navigate the complexities of the chemical industry.

Whether you're looking for a specific product or need help with a custom synthesis project, we're here to help you discover a new world of chemical possibilities. Contact us today to learn more about how we can assist you with all of your chemical needs.

Our goal is to make the process of ordering chemicals as seamless and hassle-free as possible. Let us know how we can assist you, and we'll get back to you as soon as possible. We look forward to hearing from you!