Ursodeoxycholic acid

Specifications / Handling

More Information
Product Details
Synonyms	UDCA; USAN; BRN 3219888; NSC 657950; NSC 683769; 3α,7β-Dihydroxy-5β-cholan-24-oic acid; 5β-Cholan-24-oic acid-3α,7β-diol; 7β-Hydroxylithocholic acid; UDCS
Product Type	Chemical
Properties
Formula	C₂₄H₄₀O₄
MW	392.57
CAS	128-13-2
Source/Host Chemicals	Synthetic.
Purity Chemicals	≥99% (T)
Appearance	White to off-white powder.
Solubility	Soluble in DMSO or ethanol.
Identity	Determined by ¹H-NMR.
Declaration	Manufactured by Chemodex.
Other Product Data	Click here for Original Manufacturer Product Datasheet Our product description may differ slightly from the original manufacturers product datasheet.
InChi Key	RUDATBOHQWOJDD-UZVSRGJWSA-N
Smiles	[H][C@]1([C@@H](CCC(O)=O)C)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
Shipping and Handling
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	+4°C
Handling Advice	Protect from light and moisture.
Use/Stability	Stable for at least 2 years after receipt when stored at +4°C.
Documents
MSDS	Inquire
Product Specification Sheet
Datasheet	Download PDF

Product-specific References

Description

Endogenous hydrophilic bile acid. Antioxidant. Cytoprotective against oxidative stress and cell death. Hepatoprotective at cellular and molecular level, including stabilization of membranes. 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. 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. Anticholestatic agent. Used to reduce cholesterol absorption and for cholesterol gallstone dissolution.

Product References

(1) D. Lapenna, et al.; Biochem. Pharmacol. 64, 1661 (2002) (Review) | (2) G. Paumgartner, et al.; Hepatology 36, 525 (2002) (Review) | (3) T.C. Schreuder, et al.; World J. Gastroenterol. 14, 2474 (2008) (Review) | (4) J.D. Amaral, et al.; Trends Mol. Med. 15, 531 (2009) (Review) | (5) J.D. Amaral, et al.; J. Lipid. Res. 50, 1721 (2009) (Review) | (6) M. Trauner, et al.; Dig. Dis. 28, 220 (2010) (Review) | (7) J.D. Amaral, et al.; Curr. Pharm. Des. 16, 2493 (2010) (Review) | (8) L. Serfaty, et al.; Gastroenterol. Clin. Biol. 34, 516 (2010) (Review) | (9) M.G. Roma, et al.; Clin. Sci. (Lond). 121, 523 (2011) (Review)

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