T6330

THI

• Synonym(s): 2-ATHBI, 2-Acetyl-4-tetrahydroxybutyl Imidazole; 1-[5-[(1R,2S,3R)-1,2,3,4-tetrahydroxybutyl]-1H-imidazol-2-yl]-ethanone
• Empirical Formula (Hill Notation): C₉H₁₄N₂O₅
• CAS Number: 94944-70-4
• Molecular Weight: 230.22
• MDL number: MFCD08752516
• UNSPSC Code: 12352211
• PubChem Substance ID: 329826636
• NACRES: NA.77

Properties

• form: powder
• Quality Level: 100
• color: white to light brown
• solubility: DMSO: 2 mg/mL, clear (warmed)
• storage temp.: 2-8°C
• SMILES string: CC(=O)c1nc(c[nH]1)[C@@H](O)[C@H](O)[C@H](O)CO
• 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

Description

Biochem/physiol Actions

2-Acetyl-4-tetrahydroxybutyl imidazole (THI) is known to induce peripheral blood lymphopenia in rats. Studies in rats have also reported that THI can affect lymphocyte migration and degradation[1].

THI is an inhibitor of sphingosine-1-phosphate lyase and acts as an immunosuppressant.

THI is an inhibitor of sphingosine-1-phosphate lyase and acts as an immunosuppressant. Sphingosine-1-phosphate (S1P) lyase catalyzes the irreversible decomposition of S1P to hexadecanaldehyde and phosphoethanolamine. Reducing S1P lyase activity results in therapeutic levels of immunosuppression without the non-lymphoid lesions that result from synthetic S1P receptor agonists.

Preparation Note

THI is soluble in DMSO at a concentration that is greater than 5 mg/ml.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable