CAS 2276-94-0

(3α,5α)-3-Hydroxycholan-24-oic acid

Description:

(3α,5α)-3-Hydroxycholan-24-oic acid, commonly known as chenodeoxycholic acid, is a bile acid that plays a crucial role in the digestion and absorption of dietary fats. It is a steroid acid derived from cholesterol and is characterized by its hydroxyl groups at the 3α and 5α positions, which contribute to its amphipathic nature, allowing it to interact with both lipids and water. This compound is typically found in the bile of mammals and is involved in the emulsification of fats, facilitating their breakdown by digestive enzymes. Chenodeoxycholic acid also has therapeutic applications, particularly in the treatment of certain types of gallstones and as a cholesterol-lowering agent. Its molecular structure includes a steroid backbone with a carboxylic acid functional group, which enhances its solubility in bile. Additionally, it is important in the regulation of cholesterol metabolism and has been studied for its potential effects on liver function and lipid profiles. Overall, (3α,5α)-3-Hydroxycholan-24-oic acid is a significant biochemical compound with various physiological and pharmacological implications.

Formula: C₂₄H₄₀O₃

InChI: InChI=1/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16+,17-,18+,19-,20+,21+,23+,24-/m1/s1

InChI key: InChIKey=SMEROWZSTRWXGI-NWFSOSCSSA-N

SMILES: C[C@@]12[C@]([C@]3([C@@]([C@]4(C)[C@@](CC3)(C[C@H](O)CC4)[H])(CC1)[H])[H])(CC[C@@]2([C@@H](CCC(O)=O)C)[H])[H]

Synonyms:

• (3α,5α)-3-Hydroxycholan-24-oic acid
• 2276-94-0
• 3α-Hydroxy-5α-cholanoic acid
• 5α-Cholan-24-oic acid, 3α-hydroxy-
• 5α-Cholanic acid, 3α-hydroxy-
• Allolithocholic acid
• Cholan-24-oic acid, 3-hydroxy-, (3α,5α)-
• 5α-CHOLANIC ACID-3α-OL
• (4R)-4-[(3R,5S,8R,9S,10S,13R,14S,17R)-3-hydroxy-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
• Allocholic Acid Impurity 2
• Allolithocholic acid (ALCA)

Allolithocholic acid

CAS: 2276-94-0

Allolithocholic acid

Purity: ≥98%

Molecular weight: 376.57g/mol

Ref: 54-BUP21922

Allolithocholic acid

CAS: 2276-94-0

Allolithocholic acid (allo-LCA) is found in the urine of infants with biliary atresia and promotes intestinal and hepatic metabolism.

Formula: C₂₄H₄₀O₃

Purity: 98.00% - 98.00%

Color and Shape: Solid

Molecular weight: 376.57

Ref: TM-T74293

Allolithocholic Acid

CAS: 2276-94-0

Formula: C₂₄H₄₀O₃

Molecular weight: 376.58

Ref: 4Z-L-1815

Allolithocholic Acid-d5

CAS: 2276-94-0

Formula: C₂₄H₃₅D₅O₃

Molecular weight: 381.61

Ref: 4Z-L-1816

Allolithocholic acid

Controlled Product

CAS: 2276-94-0

Applications Allolithocholic acid is used as steroid compound as T regulatory lymphocyte modulators and uses for treatment of inflammatory or autoimmune disorders.
References Littman, D. R., et al.: PCT Int. Appl. 160pp. (2020)

Formula: C₂₄H₄₀O₃

Color and Shape: Neat

Molecular weight: 376.58

Ref: TR-A128920

Allolithocholic acid

Controlled Product

CAS: 2276-94-0

Allolithocholic acid is a secondary bile acid, which is derived from the microbial metabolism of primary bile acids within the intestinal tract. Its mode of action involves interactions with nuclear receptors and membrane-bound receptors that regulate various metabolic pathways, including lipid metabolism and glucose homeostasis. These interactions suggest its potential to influence cholesterol levels and glycemic control.

Formula: C₂₄H₄₀O₃

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 376.6 g/mol

Ref: 3D-CAA27694