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Description: Endogenous agonist for the transcription factor aryl hydrocarbon receptor
Alternative Names: Aryl hydrocarbon receptor ligand
Chemical Name: 2-(1H-Indol-3-ylcarbonyl)-4-thiazolecarboxylic acid methyl ester
Purity: ≥98% (HPLC)
Biological Activity for ITE
ITE is an endogenous aryl hydrocarbon receptor (AhR) agonist (Ki = 3 nM). Decreases Oct4 levels in U87 glioblastoma cells. Induces stem-like cancer cell differentiation in U87 tumor spheres and inhibits ovarian cancer cell proliferation in vitro. Suppresses tumor growth in U87 and OVCAR-3 cell xenografts in mice. Also inhibits TGF-β-induced human myofibroblast differentiation.
Compound Libraries for ITE
ITE is also offered as part of the Tocriscreen 2.0 Max and Tocriscreen Stem Cell Library. Find out more about compound libraries available from Tocris.
Technical Data for ITE
| M. Wt | 286.3 |
| Formula | C14H10N2O3S |
| Storage | Store at RT |
| Purity | ≥98% (HPLC) |
| CAS Number | 448906-42-1 |
| PubChem ID | 4668801 |
| InChI Key | KDDXOGDIPZSCTM-UHFFFAOYSA-N |
| Smiles | COC(=O)C1=CSC(=N1)C(=O)C1=CNC2=CC=CC=C12 |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for ITE
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 28.63 | 100 |
Preparing Stock Solutions for ITE
The following data is based on the product molecular weight 286.3. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 3.49 mL | 17.46 mL | 34.93 mL |
| 5 mM | 0.7 mL | 3.49 mL | 6.99 mL |
| 10 mM | 0.35 mL | 1.75 mL | 3.49 mL |
| 50 mM | 0.07 mL | 0.35 mL | 0.7 mL |
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Product Datasheets for ITE
References for ITE
References are publications that support the biological activity of the product.
Song et al (2002) A ligand for the aryl hydrocarbon receptor isolated from lung. Proc.Natl.Acad.Sci.U.S.A. 99 14694 PMID: 12409613
Lehmann et al (2011) The aryl hydrocarbon receptor ligand ITE inhibits TGF beta 1-induced human myofibroblast differentiation. Am.J.Pathol. 178 1556 PMID: 21406171
Cheng et al (2015) Tryptophan derivatives regulate the transcription of Oct4 in stem-like cancer cells. Nat.Commun. 6 7209 PMID: 26059097
Wang et al (2013) An endogenous aryl hydrocarbon receptor ligand inhibits proliferation and migration of human ovarian cancer cells. Cancer Lett. 340 63 PMID: 23851185
If you know of a relevant reference for ITE, please let us know.
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Keywords: ITE, ITE supplier, Endogenous, agonists, transcription, factor, aryl, hydrocarbon, receptor, AHR, Receptors, myofibroblast, differentiation, inhibits, inhibitors, stem, cells, stem-like, cancer, Aryl, ligand, Hydrocarbon, Cancer, Stem, Cells, Cell, Differentiation, 1803, Tocris Bioscience
9 Citations for ITE
Citations are publications that use Tocris products. Selected citations for ITE include:
Fusco et al (2017) HELZ2 Is an IFN Effector Mediating Suppression of Dengue Virus. Front Microbiol 8 240 PMID: 28265266
Wang et al (2014) Decreased expression of the aryl hydrocarbon receptor in ocular Behcet's disease. Mediators Inflamm 2014 195094 PMID: 25045206
Boule (2018) Aryl hydrocarbon receptor signaling modulates antiviral immune responses: ligand metabolism rather than chemical source is the stronger predictor of outcome. Sci Rep 8 1826 PMID: 29379138
Iyer et al (2018) Dietary and Microbial Oxazoles Induce Intestinal Inflammation by Modulating Aryl Hydrocarbon Receptor Responses. Cell 173 1123 PMID: 29775592
Nugent et al (2013) ITE, a novel endogenous nontoxic aryl hydrocarbon receptor ligand, efficiently suppresses EAU and T-cell-mediated immunity. PLoS One 54 7463 PMID: 24150760
Yeste et al (2012) Nanoparticle-mediated codelivery of myelin antigen and a tolerogenic small molecule suppresses experimental autoimmune encephalomyelitis. Proc Natl Acad Sci U S A 109 11270 PMID: 22745170
Wu et al (2014) ITE and TCDD differentially regulate the vascular remodeling of rat placenta via the activation of AhR. PLoS One 9 e86549 PMID: 24475139
Wang et al (2013) An endogenous aryl hydrocarbon receptor ligand inhibits proliferation and migration of human ovarian cancer cells. Cancer Lett 340 63 PMID: 23851185
Baker et al (2018) Differentiation-associated urothelial cytochrome P450 oxidoreductase predicates the xenobiotic-metabolizing activity of "luminal" muscle-invasive bladder cancers. Mol Carcinog 57 606 PMID: 29323757
Do you know of a great paper that uses ITE from Tocris? Please let us know.
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