CAS 2955-27-3

Ursocholic acid

Description:

Ursocholic acid, also known as ursodeoxycholic acid (UDCA), is a bile acid that is derived from the metabolism of cholesterol. It is characterized by its hydrophilic properties, which allow it to reduce the solubility of cholesterol in bile, thereby aiding in the prevention of cholesterol gallstone formation. The chemical structure of ursocholic acid features a unique arrangement of hydroxyl groups, which contributes to its ability to interact with cell membranes and influence various physiological processes. It is commonly used in clinical settings for the treatment of certain liver diseases, such as primary biliary cholangitis, and is known for its hepatoprotective effects. Additionally, ursocholic acid has been studied for its potential benefits in improving insulin sensitivity and its role in modulating gut microbiota. Its safety profile is generally favorable, making it a valuable therapeutic agent in managing cholestatic liver disorders.

Formula: C₂₄H₄₀O₅

InChI: InChI=1/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,19+,20+,22+,23+,24-/m1/s1

InChI key: InChIKey=BHQCQFFYRZLCQQ-UTLSPDKDSA-N

SMILES: O[C@@H]1[C@]2([C@]3([C@@](C)([C@@]([C@@H](CCC(O)=O)C)(CC3)[H])[C@@H](O)C[C@@]2([C@]4(C)[C@](C1)(C[C@H](O)CC4)[H])[H])[H])[H]

Synonyms:

• Cholan-24-oic acid, 3,7,12-trihydroxy-, (3α,5β,7β,12α)-
• (3α,5β,7β,12α)-3,7,12-Trihydroxycholan-24-oic acid
• 5β-Cholan-24-oic acid, 3α,7β,12α-trihydroxy-
• 7-Epicholic acid
• 5β-Cholanic acid, 3α,7β,12α-trihydroxy-
• Ursocholate
• 4-[(5S,7S,8S,10S,13R,17R)-3,7,12-trihydroxy-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 USP/EP/BP
• Chenodeoxycholic Acid Impurity 4
• Ursodeoxycholic Acid EP Impurity D
• Ursodeoxycholic Acid Impurity 4（Ursodeoxycholic Acid EP Impurity D）
• Chenodeoxycholic Acid EP Impurity D
• 4-[(5S,7S,8S,10S,13R,17R)-3,7,12-trihydroxy-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
• Ursodeoxycholic Acid EP Impurity D/Ursocholic Acid/(R)-4-((3R,5S,7S,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid
• 7β-Hydroxyisocholic Acid
• Ursodiol Impurity D
• Ursocholic Acid (Chenodeoxycholic Acid EP Impurity D, Ursodeoxycholic Acid EP Impurity D)
• Ursocholic acid
• (4R)-4-((3R,5S,7S,8R,9S,10S,12S,13R,14S)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid

Cholan-24-oic acid, 3,7,12-trihydroxy-, (3α,5β,7β,12α)-

CAS: 2955-27-3

Formula: C₂₄H₄₀O₅

Purity: 98%

Color and Shape: Solid

Molecular weight: 408.5714

Ref: IN-DA002YQ7

Ursocholic Acid (Chenodeoxycholic Acid EP Impurity D, Ursodeoxycholic Acid EP Impurity D)

CAS: 2955-27-3

Formula: C₂₄H₄₀O₅

Color and Shape: White To Off-White Solid

Molecular weight: 408.58

Ref: 4Z-C-5717

Ursocholic acid

CAS: 2955-27-3

Ursocholic acid

Purity: ≥95%

Molecular weight: 408.57g/mol

Ref: 54-BUP08071

Ursocholic acid

CAS: 2955-27-3

Ursocholic acid, a bile acid found predominantly in bile of mammals.

Formula: C₂₄H₄₀O₅

Purity: 98.89% - 99.62%

Color and Shape: Solid

Molecular weight: 408.57

Ref: TM-T7331

Chenodeoxycholic Acid EP Impurity D

CAS: 2955-27-3

Formula: C₂₄H₄₀O₅

Molecular weight: 408.57

Ref: ST-EA-CP-C93004

Ursodeoxycholic Acid EP Impurity D

CAS: 2955-27-3

Formula: C₂₄H₄₀O₅

Molecular weight: 408.58

Ref: ST-EA-CP-U1004

Ursocholic Acid

Controlled Product

CAS: 2955-27-3

Impurity Ursodeoxycholic Acid EP Impurity D
Applications Ursocholic Acid (Ursodeoxycholic Acid EP Impurity D) is an Ursodeoxycholic Acid (U850000) impurity.
References Ward, A., et al.: Drugs, 1984, 27, 95 (1984), Sama, C., et al.: Clin. Drug Invest., 13, 192 (1997), Nobilis, M., et al.: J. Pharm. Biomed. Anal., 24, 937 (2001),

Formula: C₂₄H₄₀O₅

Color and Shape: White To Beige

Molecular weight: 408.57

Ref: TR-U849900

Ursocholic acid

Controlled Product

CAS: 2955-27-3

Ursocholic acid is a bile acid that is used in the treatment of pediatric bowel disease. Ursocholic acid reduces the formation of cholesterol gallstones and its use has been shown to improve the symptoms of congestive heart failure. The mechanism of action for ursocholic acid is not fully understood but it has been shown to increase the amount of serum bile acids and reduce the amount of hydroxyl group in bile acids. Ursocholic acid also increases cell lysis by interacting with hydrophobic regions on the surface of cells. There are high concentrations of ursocholic acid found in human feces, which may be due to its hydrophobic effect. Ursocholic acid also inhibits HIV infection by binding to gp120, preventing gp120 from binding to CD4 receptors on T-cells.

Formula: C₂₄H₄₀O₅

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 408.57 g/mol

Ref: 3D-FU28645