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MedKoo Cat#: 462465 | Name: ITE
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

ITE is an endogenous aryl hydrocarbon receptor (AhR) agonist.

Chemical Structure

ITE
ITE
CAS#448906-42-1

Theoretical Analysis

MedKoo Cat#: 462465

Name: ITE

CAS#: 448906-42-1

Chemical Formula: C14H10N2O3S

Exact Mass: 286.0412

Molecular Weight: 286.31

Elemental Analysis: C, 58.73; H, 3.52; N, 9.78; O, 16.76; S, 11.20

Price and Availability

Size Price Availability Quantity
100mg USD 550.00 2 Weeks
250mg USD 950.00 2 Weeks
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Related CAS #
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Synonym
ITE
IUPAC/Chemical Name
methyl 2-(1H-indole-3-carbonyl)thiazole-4-carboxylate
InChi Key
KDDXOGDIPZSCTM-UHFFFAOYSA-N
InChi Code
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
SMILES Code
O=C(C1=NC(C(OC)=O)=CS1)C2=CNC3=CC=CC=C32
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
ITE is a potent endogenous agonist of aryl hydrocarbon receptor (AhR), binding directly to AHR, with a Ki of 3 nM. ITE also has immunosuppressive activity.
In vitro activity:
While NICD1 was barely detectable in MCF7 and MDA-MB-436, ITE significantly reduced NICD1 protein levels in MDA-MB-231 and MDA-MB-157 cells (Fig. 3B). Thus, these data indicate for the first time that in TNBC cells, ITE reduces JAG1 expression and NICD1 signaling. Reference: J Am Heart Assoc. 2021 Jul 6;10(13):e020502. https://pubmed.ncbi.nlm.nih.gov/32032581/
In vivo activity:
An increased number of Tregs in the infarcted myocardium was observed in ITE‐treated mice compared with control mice at 5 days after MI (Figure 2D). Collectively, the results show that ITE treatment increases the Foxp3+ Treg populations in the lymph nodes, spleen, and infarcted myocardium. Reference: J Am Heart Assoc. 2021 Jul 6;10(13):e020502. https://pubmed.ncbi.nlm.nih.gov/34157850/
Solvent mg/mL mM comments
Solubility
DMF 20.0 69.86
DMF:PBS (pH 7.2) (1:6) 0.1 0.49
DMSO 34.2 119.30
Ethanol 2.0 6.99
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 286.31 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.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Piwarski SA, Thompson C, Chaudhry AR, Denvir J, Primerano DA, Fan J, Salisbury TB. The putative endogenous AHR ligand ITE reduces JAG1 and associated NOTCH1 signaling in triple negative breast cancer cells. Biochem Pharmacol. 2020 Apr;174:113845. doi: 10.1016/j.bcp.2020.113845. Epub 2020 Feb 4. PMID: 32032581; PMCID: PMC7418053. 2. Pang LP, Li Y, Zou QY, Zhou C, Lei W, Zheng J, Huang SA. ITE inhibits growth of human pulmonary artery endothelial cells. Exp Lung Res. 2017 Oct;43(8):283-292. doi: 10.1080/01902148.2017.1367868. PMID: 29140133; PMCID: PMC5909382. 3. Seong E, Lee JH, Lim S, Park EH, Kim E, Kim CW, Lee E, Oh GC, Choo EH, Hwang BH, Kim CJ, Ihm SH, Youn HJ, Chung WS, Chang K. Activation of Aryl Hydrocarbon Receptor by ITE Improves Cardiac Function in Mice After Myocardial Infarction. J Am Heart Assoc. 2021 Jul 6;10(13):e020502. doi: 10.1161/JAHA.120.020502. Epub 2021 Jun 23. PMID: 34157850; PMCID: PMC8403290. 4. Abron JD, Singh NP, Mishra MK, Price RL, Nagarkatti M, Nagarkatti PS, Singh UP. An endogenous aryl hydrocarbon receptor ligand, ITE, induces regulatory T cells and ameliorates experimental colitis. Am J Physiol Gastrointest Liver Physiol. 2018 Aug 1;315(2):G220-G230. doi: 10.1152/ajpgi.00413.2017. Epub 2018 Apr 19. PMID: 29672155; PMCID: PMC6139639.
In vitro protocol:
1. Piwarski SA, Thompson C, Chaudhry AR, Denvir J, Primerano DA, Fan J, Salisbury TB. The putative endogenous AHR ligand ITE reduces JAG1 and associated NOTCH1 signaling in triple negative breast cancer cells. Biochem Pharmacol. 2020 Apr;174:113845. doi: 10.1016/j.bcp.2020.113845. Epub 2020 Feb 4. PMID: 32032581; PMCID: PMC7418053. 2. Pang LP, Li Y, Zou QY, Zhou C, Lei W, Zheng J, Huang SA. ITE inhibits growth of human pulmonary artery endothelial cells. Exp Lung Res. 2017 Oct;43(8):283-292. doi: 10.1080/01902148.2017.1367868. PMID: 29140133; PMCID: PMC5909382.
In vivo protocol:
1. Seong E, Lee JH, Lim S, Park EH, Kim E, Kim CW, Lee E, Oh GC, Choo EH, Hwang BH, Kim CJ, Ihm SH, Youn HJ, Chung WS, Chang K. Activation of Aryl Hydrocarbon Receptor by ITE Improves Cardiac Function in Mice After Myocardial Infarction. J Am Heart Assoc. 2021 Jul 6;10(13):e020502. doi: 10.1161/JAHA.120.020502. Epub 2021 Jun 23. PMID: 34157850; PMCID: PMC8403290. 2. Abron JD, Singh NP, Mishra MK, Price RL, Nagarkatti M, Nagarkatti PS, Singh UP. An endogenous aryl hydrocarbon receptor ligand, ITE, induces regulatory T cells and ameliorates experimental colitis. Am J Physiol Gastrointest Liver Physiol. 2018 Aug 1;315(2):G220-G230. doi: 10.1152/ajpgi.00413.2017. Epub 2018 Apr 19. PMID: 29672155; PMCID: PMC6139639.
1: Henry, E.C., Bemis, J.C., Henry, O., et al. A potential endogenous ligand for the aryl hydrocarbon receptor has potent agonist activity in vitro and in vivo. Arch. Biochem. Biophys. 450(1), 67-77 (2006). 2: Yoshida, T., Katsuya, K., Oka, T., et al. Effects of AhR ligands on the production of immunoglobulins in purified mouse B cells. Biomed. Res. 33(2), 67-74 (2012).

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