A secondary bile acid
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Ursodeoxycholic Acid (sodium salt)

Item No. 15121

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3α,7β-dihydroxy-5β-cholan-24-oic acid, sodium salt
CAS Number
31687-65-7
Synonyms
  • UDCA
  • Ursodiol
Molecular Formula
C24H39O4 • xNa
Formula Weight
414.6
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 10 mg/mlEthanol: 15 mg/ml
SMILES
[O-]C(CC[C@@H](C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@@]21C)=O.[Na]
InChi Code
InChI=1S/C24H40O4.Na/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);/p-1/t14-,15+,16-,17-,18+,19+,20+,22+,23+,24-;/m1./s1
InChi Key
DOVZGADDWOFQEZ-FUXQPCDDSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    250 mg

    $90

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    1 g

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    5 g

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    Product Description

    Ursodeoxycholic acid (UDCA) is a secondary bile acid formed via epimerization of chenodeoxycholic acid (CDCA; Item No. 10011286).1,2 UDCA is also a metabolite of lithocholic acid (LCA; Item No. 20253) in human liver microsomes.3 It inhibits taurocholic acid (Item No. 16215) uptake in HeLa cells expressing recombinant sodium/taurocholate cotransporting polypeptide (NTCP) with an IC50 value of 3.6 μM.4 UDCA (50 μM) inhibits apoptosis induced by deoxycholic acid (DCA; Item Nos. 20756 | 18231) or ethanol in primary rat hepatocytes.5 Dietary administration of UDCA blocks DCA-induced increases in the number of TUNEL-positive hepatocytes in rats. Formulations containing UDCA have been used in the treatment of primary biliary cirrhosis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dawson, P.A., and Karpen, S.J. Intestinal transport and metabolism of bile acids. J. Lipid Res. 56(6), 1085-1099 (2015).

    2. Chiang, J.Y.L. Bile acid metabolism and signaling in liver disease and therapy. Liver Res. 1(1), 3-9 (2017).

    3. Deo, A.K., and Bandiera, S.M. 3-Ketocholanoic acid is the major in vitro human hepatic microsomal metabolite of lithocholic acid. Drug Metab. Dispos. 37(9), 1938-1947 (2009).

    4. Kim, R.B., Leake, B., Cvetkovic, M., et al. Modulation by drugs of human hepatic sodium-dependent bile acid transporter (sodium taurocholate cotransporting polypeptide) activity. J. Pharmacol. Exp. Ther. 291(3), 1204-1209 (1999).

    5. Rodrigues, C.M.P., Fan, G., Ma, X., et al. A novel role for ursodeoxycholic acid in inhibiting apoptosis by modulating mitochondrial membrane perturbation. J. Clin. Invest. 101(12), 2790-2799 (1998).

    Product Citations

    Kaffe, E., Roulis, M., Zhao, J., et al. Humanized mouse liver reveals endothelial control of essential hepatic metabolic functions. Cell 186(18), 3793-3809 (2023).