ITE

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Cat.No. 1803 - ITE | C14H10N2O3S | CAS No. 448906-42-1
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)
Datasheet
Citations (4)
Literature

Biological Activity

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.

Licensing Information

Sold under license, US Patent Application 2002183524

Compound Libraries

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Technical Data

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.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 28.63 100

Preparing Stock Solutions

The following data is based on the product molecular weight 286.3. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
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

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

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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View all Aryl Hydrocarbon Receptor Agonists

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4 Citations for ITE

Citations are publications that use Tocris products. Selected citations for ITE include:

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

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


Do you know of a great paper that uses ITE from Tocris? If so please let us know.

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Literature in this Area

Nuclear Receptors

Nuclear Receptors Product Listing

A collection of over 150 products for key nuclear receptors, the listing includes research tools for the study of:

  • Androgen Receptors
  • Estrogen Receptors
  • Retinoic Acid Receptors
  • Retinoid X Receptors
  • Vitamin D Receptors

Pathways for ITE

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