ITE
ITE Basic information
- Product Name:
- ITE
- Synonyms:
-
- ITE
- 2-(1H-INDOL-3-YLCARBONYL)-4-THIAZOLECARBOXYLIC ACID METHYL ESTER
- 2-(1'H-INDOLE-3'-CARBONYL)-THIAZOLE-4-CARBOXYLIC ACID
- 2-(1'H-indole-37-carbonyl)-thiasole-4-carboxylic acid methyl ester
- Methyl 2-(1H-indole-3-carbonyl)thiazole-4-carboxylate
- methyl 2-(1H-indole-3-carbonyl)-1,3-thiazole-4-carboxylate
- ARYL HYDROCARBON RECEPTOR LIGAND
- 4-Thiazolecarboxylic acid, 2-(1H-indol-3-ylcarbonyl)-, methyl ester
- CAS:
- 448906-42-1
- MF:
- C14H10N2O3S
- MW:
- 286.31
- Mol File:
- 448906-42-1.mol
ITE Chemical Properties
- 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
MSDS
- Language:English Provider:SigmaAldrich
ITE Usage And Synthesis
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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