T6330
THI
sphingosine-1-phosphate lyase inhibitor, powder
Synonym(s):
2-ATHBI, 2-Acetyl-4-tetrahydroxybutyl Imidazole; 1-[5-[(1R,2S,3R)-1,2,3,4-tetrahydroxybutyl]-1H-imidazol-2-yl]-ethanone
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About This Item
Empirical Formula (Hill Notation):
C9H14N2O5
CAS Number:
Molecular Weight:
230.22
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Form:
powder
Quality level:
Product Name
THI,
form
powder
Quality Level
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
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.
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.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Articles
Discover Bioactive Small Molecules for Lipid Signaling Research
M G Bradbury et al.
Immunology, 87(1), 80-85 (1996-01-01)
2-acetyl-4(5)-(1,2,3,4-tetrahydroxybutyl)imidazole (THI) is an immunosuppressive component of caramel food colouring that causes lymphopenia in mice and rats by an unknown mechanism. In this study we investigated some of the affects of THI on the murine immune system. Initially we showed
M G Bradbury et al.
Immunology and cell biology, 75(5), 497-502 (1998-01-16)
2-Acetyl-4(5)-(1,2,3,4-tetrahydroxybutyl) imidazole (THI) is an immunomodulatory compound which causes a reversible lymphopenia in mice by an unknown mechanism. In this study, we investigated the whereabouts of cells lost from the blood and the spleen during THI treatment Homing studies following
V E Reeve et al.
The American journal of clinical nutrition, 61(3), 571-576 (1995-03-01)
Evidence exists implicating the epidermal ultraviolet B (UVB) photoproduct cis-urocanic acid as an immunogenic mediator of the systemic suppression of T cell-mediated immunity by UVB exposure. Cis-urocanic acid appears to act via histamine receptor pathways, and histamine receptor antagonists and
Global Trade Item Number
| SKU | GTIN |
|---|---|
| T6330-25MG | 04061833226872 |
| T6330-1MG | 04061826694633 |
| T6330-5MG | 04061833226889 |