2-Acetyl-5-tetrahydroxybutyl Imidazole

2-Acetyl-5-tetrahydroxybutyl imidazole (THI) is an inhibitor of sphingosine-1-phosphate (S1P) lyase in vivo. THI is not active at S1P lyase in cell-free or cell-based assays but is converted to A6770 in vivo, which is subsequently activated by phosphorylation. In mice, THI (50 µg/ml in drinking water) increases S1P levels by 100-fold in lymphoid tissue and reduces lymphocyte egress from thymus and peripheral lymphoid organs. The resulting lymphopenia is reversible following cessation of THI treatment.Formal Name: 1-[5-[(1R,2S,3R)-1,2,3,4-tetrahydroxybutyl]-1H-imidazol-2-yl]-ethanone. CAS Number: 94944-70-4. Synonyms: 2-Acetyl-4-tetrahydroxybutyl Imidazole, 2-ATHBI, THI. Molecular Formula: C9H14N2O5. Formula Weight: 230.2. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMSO: 2 mg/ml, PBS (pH 7.2): 0.15 mg/ml. lambdamax: 288 nm. SMILES: CC(=O)c1ncc([C@@H](O)[C@H](O)C(O)CO)[nH]1. InChi Code: InChI=1S/C9H14N2O5/c1-4(13)9-10-2-5(11-9)7(15)8(16)6(14)3-12/h2,6-8,12,14-16H,3H2,1H3,(H,10,11)/t6-,7-,8-/m1/s1. InChi Key: CQSIXFHVGKMLGQ-BWZBUEFSSA-N.