Alloisolithocholic Acid

Alloisolithocholic acid is a metabolite of the secondary bile acid metabolite 3-oxo lithocholic acid (dehydrolithocholic acid, Cay-29544). It is formed from 3-oxo lithocholic acid by gut microbiota. Alloisolithocholic acid (20 µM) increases the association of the nuclear hormone receptor nerve growth factor IB (Nr4a1) to the gene encoding forkhead box protein P3 (Foxp3) in isolated mouse CD4+ T cells. It induces the differentiation of isolated mouse T cells into regulatory T cells (Tregs) and the production of mitochondrial reactive oxygen species (ROS) in isolated mouse CD4+ T cells when used at a concentration of 20 µM. Alloisolithocholic acid (6 mg/kg) reduces hepatic bile flow and bile salt, cholesterol, and phospholipid secretion, as well as induces loss of microvilli and dilation of canaliculi in hepatocytes, markers of cholestasis, in rats. Fecal levels of alloisolithocholic acid are reduced in patients with Crohn's disease or ulcerative colitis.Formal Name: (5alpha)-3beta-hydroxy-cholan-24-oic acid. CAS Number: 2276-93-9. Synonyms: AILCA, AlloisoLCA, beta-hydroxy-5-Cholenoic Acid, IsoalloLCA, Isoallolithocholic Acid, NSC 18169. Molecular Formula: C24H40O3. Formula Weight: 376.6. Purity: >95%. Formulation: (Request formulation change), A solid. Solubility: DMF: 1 mg/ml, DMF:PBS (pH 7.2) (1:3): 0.25 mg/ml. SMILES: C[C@H](CCC(O)=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@@]21C. InChi Code: 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. InChi Key: SMEROWZSTRWXGI-XBESLWPFSA-N.