Synonym: 2-ATHBI; 2-Acetyl-4-tetrahydroxybutyl Imidazole; 1-[5-[(1R,2S,3R)-1,2,3,4-tetrahydroxybutyl]-1H-imidazol-2-yl]-ethanone
CAS Number: 94944-70-4
Empirical Formula (Hill Notation): C9H14N2O5
Molecular Weight: 230.22
MDL Number: MFCD08752516
Linear Formula: C9H14N2O5
Product Type: Chemical
| color |
white to light brown |
| form |
powder |
| 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 |
| Quality Level |
100  |
| SMILES string |
CC(=O)c1nc(c[nH]1)[C@@H](O)[C@H](O)[C@H](O)CO |
| solubility |
DMSO: 2 mg/mL, clear (warmed) |
| storage temp. |
2-8°C |
| 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. |
| Biochem/physiol Actions: |
THI is an inhibitor of sphingosine-1-phosphate lyase and acts as an immunosuppressant. |
| 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. |
| Packaging: |
1, 5, 25 mg in glass bottle |
| Preparation Note: |
THI is soluble in DMSO at a concentration that is greater than 5 mg/ml. |
| Symbol |
 GHS07 |
| Signal word |
Warning |
| Hazard statements |
H302 |
| Hazard Codes |
Xn |
| Risk Statements |
22 |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Storage Temp. |
2-8°C |
| UNSPSC |
12352211 |
