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
• 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

Packaging

1, 5, 25 mg in glass bottle

Biochem/physiol Actions

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.

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.

Preparation Note

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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• RIDADR: NONH for all modes of transport
• WGK Germany: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable