CAS 71883-64-2

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

Description:

(3α,5β,7α,12β)-3,7,12-Trihydroxycholan-24-oic acid, commonly known as ursodeoxycholic acid (UDCA), is a bile acid that plays a significant role in the digestion and absorption of fats and fat-soluble vitamins in the intestine. It is characterized by its hydrophilic properties due to the presence of three hydroxyl groups at specific positions on the steroid nucleus, which enhances its solubility in water compared to other bile acids. UDCA is primarily used in the treatment of certain liver diseases, particularly primary biliary cholangitis, as it helps to improve liver function and reduce bile acid toxicity. Additionally, it has been studied for its potential protective effects against liver damage and its role in cholesterol metabolism. The compound is typically administered in oral form and is well-tolerated, with a favorable safety profile. Its chemical structure contributes to its biological activity, making it an important therapeutic agent in hepatology.

Formula: C₂₄H₄₀O₅

InChI: InChI=1S/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-KRHHAYMPSA-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:

• (3α,5β,7α,12β)-3,7,12-Trihydroxycholan-24-oic acid
• 12b-Hydroxyisocholic acid
• 3a,7a,12b-Trihydroxy-5b-cholanic acid
• 3a,7a,12b-Trihydroxy-5b-cholanoic acid
• Cholan-24-oic acid, 3,7,12-trihydroxy-, (3α,5β,7α,12β)-
• Lagocholic acid

12β-Hydroxyisocholic acid

CAS: 71883-64-2

12β-Hydroxyisocholic acid

Purity: 98%

Ref: 54-OR1039739

12β-Hydroxyisocholic Acid

CAS: 71883-64-2

12β-Hydroxyisocholic Acid (Lagocholic Acid) is related to bile metabolism and has been used in the study of metabolic disorders.

Formula: C₂₄H₄₀O₅

Color and Shape: Solid

Molecular weight: 408.57

Ref: TM-T83900

12ß-Hydroxyisocholic Acid

CAS: 71883-64-2

Formula: C₂₄H₄₀O₅

Molecular weight: 408.58

Ref: 4Z-C-57201

12β-Hydroxyisocholic Acid

CAS: 71883-64-2

Stability Hygroscopic
Applications 12β-Hydroxyisocholic Acid is a bile acid.
References Batta, A.K., et. al.: J. Lipid Res., 32, 977 (1991)

Formula: C₂₄H₄₀O₅

Color and Shape: Off White Solid

Molecular weight: 408.57

Ref: TR-H943480

12β-Hydroxyisocholic acid

Controlled Product

CAS: 71883-64-2

Ursodeoxycholic acid is a bile acid that is naturally produced by humans. It is the only bile acid that contains 12-hydroxyl groups in its structure. Ursodeoxycholic acid can be synthesized in an efficient method from ursodeoxycholic acid, which is a racemic mixture of 12-hydroxy and 3-hydroxy forms. The hydroxy group on ursocholic acid is conjugated with glycine or taurine to produce ursodiol and tauroursodeoxycholic acid, respectively. These two compounds have similar properties to ursodeoxycholic acid but are more hydrophilic and have better absorption than their parent compound. Ursocholic acid can also be synthesized from cholic acid by epimerization at carbon 3 (C3). This process involves the conversion of the hydroxyl group at C3 into a hydroxy group, which can then undergo ursodeoxych

Formula: C₂₄H₄₀O₅

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 408.57 g/mol

Ref: 3D-WCA88364