AdipoGen Life Sciences

Ursodeoxycholic acid

CHF 52.00
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AG-CN2-0411-G0011 gCHF 52.00
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Product Details
Synonyms UDCA; USAN; BRN 3219888; NSC 657950; NSC 683769
Product Type Chemical
Properties
Formula

C24H40O4

MW 392.6
Merck Index 14: 9889
CAS 128-13-2
RTECS FZ2000000
Source/Host Chemicals Synthetic.
Purity Chemicals ≥95% (NMR)
Appearance White to off-white powder.
Solubility Soluble in DMSO, ethanol or dimethylformamide. Sparingly soluble in water.
Identity Determined by 1H-NMR.
InChi Key RUDATBOHQWOJDD-UZVSRGJWSA-N
Smiles [H][C@@]1(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@]12C)[C@H](C)CCC(O)=O
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage +4°C
Handling Advice Protect from light.
Protect from moisture.
Use/Stability Stable for at least 2 years after receipt when stored at +4°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Endogenous hydrophilic bile acid.
  • Antioxidant. Cytoprotective against oxidative stress and cell death.
  • Hepatoprotective at cellular and molecular level, including stabilization of membranes. Protects hepatocytes against bile acid-induced apoptosis.
  • Antiapoptotic and antinecrotic. Targets the mitochondrial function and integrity, reduction of endoplasmatic stress and interactions with survival signals in cAMP, Akt, NF-κB, MAPK and PI3K signaling pathways.
  • Modulator and finetuner of the p53-Mdm-2 complex.
  • Chemopreventive against colorectal cancer by countering the tumor-promoting effects of secondary bile acids. Shows also effects on epidermal growth factor receptor (EGFR) signaling and COX-2 expression.
  • Immunomodulator and anti-inflammatory compound. Modifies TLR4 and TLR9 signaling pathways and downregulates the production of proinflammatory tumor necrosis factor-α (TNF-α).
  • Pregnane X receptor agonist.
  • Neuroprotective. Inhibits neuronal apoptosis.
  • Glucocorticoid Receptor (GR) agonist.
  • Anticholestatic agent. Used to reduce cholesterol absorption and for cholesterol gallstone dissolution.
  • Used to treat primary biliary cirrhosis (PBC).
  • Interferes with the progression of non-alcoholic fatty liver disease (NAFLD)/NASH.
  • Reduces CXCR3 expression [11].
  • TIMP-1 inducer [12].
  • ADAM17 inhibitor [12].
  • Inhibitor of SARS-CoV-2 virus protein synthesis.
Product References
  1. Antioxidant properties of ursodeoxycholic acid: D. Lapenna, et al.; Biochem. Pharmacol. 64, 1661 (2002) (Review)
  2. Ursodeoxycholic acid in cholestatic liver disease: mechanisms of action and therapeutic use revisited: G. Paumgartner, et al.; Hepatology 36, 525 (2002) (Review)
  3. Nonalcoholic fatty liver disease: an overview of current insights in pathogenesis, diagnosis and treatmen. T.C. Schreuder, et al.; World J. Gastroenterol. 14, 2474 (2008) (Review)
  4. p53 and the regulation of hepatocyte apoptosis: implications for disease pathogenesis: J.D. Amaral, et al.; Trends Mol. Med. 15, 531 (2009) (Review)
  5. Bile acids: regulation of apoptosis by ursodeoxycholic acid: J.D. Amaral, et al.; J. Lipid. Res. 50, 1721 (2009) (Review)
  6. Bile acids as regulators of hepatic lipid and glucose metabolism: M. Trauner, et al.; Dig. Dis. 28, 220 (2010) (Review)
  7. Targeting the p53 pathway of apoptosis: J.D. Amaral, et al.; Curr. Pharm. Des. 16, 2493 (2010) (Review)
  8. Ursodeoxycholic acid and chemoprevention of colorectal cancer: L. Serfaty, et al.; Gastroenterol. Clin. Biol. 34, 516 (2010) (Review)
  9. Ursodeoxycholic acid and bile-acid mimetics as therapeutic agents for cholestatic liver diseases: an overview of their mechanisms of action: R. Poupon; Clin. Res. Hepatol. Gastroenterol. 36, S3 (2012) (Review)
  10. Ursodeoxycholic acid in cholestasis: linking action mechanisms to therapeutic applications: M.G. Roma, et al.; Clin. Sci. (Lond). 121, 523 (2011) (Review)
  11. CXCR3 axis in patients with primary biliary cirrhosis: a possible novel mechanism of the effect of ursodeoxycholic acid: P. Manousou, et al.; Clin. Exp. Immunol. 172, 9 (2013)
  12. Liver protective effect of ursodeoxycholic acid includes regulation of ADAM17 activity: H. Buryova, et al.; BMC Gastroenterol. 13, 155 (2013)
  13. High body temperature increases gut microbiota-dependent host resistance to influenza A virus and SARS-CoV-2 infection: M. Nagai, et al.; Nature Commun. 14, 3863 (2023)
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