Allolithocholic acid

• CAT Number: M008538
• CAS Number: 2276-94-0
• Molecular Formula: C24H40O3
• Molecular Weight: 376.581
• Purity: ≥95%
• Synonyms: Allolithocholic acid; AC1NR32F; 3alpha-Hydroxy-5alpha-cholan-24-oic Acid; 2276-94-0; 3a-Hydroxy-5a-cholanoic acid
• Target: Endogenous Metabolite
• IUPAC Name: (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
• InChI: InChI=1S/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
• InChIKey: SMEROWZSTRWXGI-NWFSOSCSSA-N
• SMILES: CC(CCC(=O)O)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C

Allolithocholic acid is a secondary bile acid formed through the microbial metabolism of primary bile acids in the intestines. It is a derivative of cholic acid and plays a role in the digestion and absorption of dietary fats. Like other bile acids, allolithocholic acid helps emulsify fats to aid in their breakdown and absorption by the body. It is less studied than more common bile acids, but its role in cholesterol homeostasis, liver function, and potential involvement in diseases such as cholestasis or gallstone formation has been of interest in research. Secondary bile acids like allolithocholic acid may also impact gut microbiota and overall digestive health.