| Identification | Back Directory | [Name]
ITE | [CAS]
448906-42-1 | [Synonyms]
ITE
ARYL HYDROCARBON RECEPTOR LIGAND
Methyl 2-(1H-indole-3-carbonyl)thiazole-4-carboxylate
2-(1'H-INDOLE-3'-CARBONYL)-THIAZOLE-4-CARBOXYLIC ACID
methyl 2-(1H-indole-3-carbonyl)-1,3-thiazole-4-carboxylate
2-(1H-INDOL-3-YLCARBONYL)-4-THIAZOLECARBOXYLIC ACID METHYL ESTER
2-(1'H-indole-37-carbonyl)-thiasole-4-carboxylic acid methyl ester
4-Thiazolecarboxylic acid, 2-(1H-indol-3-ylcarbonyl)-, methyl ester | [Molecular Formula]
C14H10N2O3S | [MDL Number]
MFCD06411597 | [MOL File]
448906-42-1.mol | [Molecular Weight]
286.31 |
| Chemical Properties | Back Directory | [Melting point ]
234 - 236°C | [Boiling point ]
520.4±48.0 °C(Predicted) | [density ]
1.427±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C
| [solubility ]
DMSO: 30 mg/mL, soluble
| [form ]
solid
| [pka]
14.38±0.30(Predicted) | [color ]
Off-White to Light Yellow | [InChI]
InChI=1S/C14H10N2O3S/c1-19-14(18)11-7-20-13(16-11)12(17)9-6-15-10-5-3-2-4-8(9)10/h2-7,15H,1H3 | [InChIKey]
KDDXOGDIPZSCTM-UHFFFAOYSA-N | [SMILES]
S1C=C(C(OC)=O)N=C1C(C1C2=C(NC=1)C=CC=C2)=O |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
36/37/38 | [Safety Statements ]
26-36 | [WGK Germany ]
3
| [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Uses]
ITE is an endogenous AHR ligand that parenterally or orally induces FoxP3+ Treg that suppress exprimental autoimmune encephalomyelitis. ITE promotes the induction of active immunology tolerance and identifies nontoxic endogenous AHR ligands. | [Definition]
ChEBI: 2-[1H-indol-3-yl(oxo)methyl]-4-thiazolecarboxylic acid methyl ester is an indolyl carboxylic acid. | [Biological Activity]
Endogenous agonist for the transcription factor aryl hydrocarbon receptor (AHR); K i = 3 nM for binding to murine AHR. Transactivates DRE-containing reporter gene constructs in Hepa1c1c7 cells ~ 5-fold more potently than β -naphthoflavone. Active in vivo . | [in vivo]
ITE (200 μg, i.p.) significantly suppresses the development of experimental autoimmune uveitis (EAU) in mice. ITE reduces the proportions of cells expressing IFN-γ, IL-17, or IL-10 in mice. ITE also suppresses the secretion of inflammatory cytokines by LN cells in mice[2]. | [storage]
Store at RT |
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