ARYL HYDROCARBON RECEPTOR LIGAND
methyl 2-(1H-indole-3-carbonyl)thiazole-4-carboxylate
CAS: 448906-42-1
Molecular Formula: C14H10N2O3S
ARYL HYDROCARBON RECEPTOR LIGAND - Names and Identifiers
| Name | methyl 2-(1H-indole-3-carbonyl)thiazole-4-carboxylate |
| Synonyms | ITE ARYL HYDROCARBON RECEPTOR LIGAND methyl 2-(1H-indole-3-carbonyl)thiazole-4-carboxylate 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 |
| CAS | 448906-42-1 |
ARYL HYDROCARBON RECEPTOR LIGAND - Physico-chemical Properties
| Molecular Formula | C14H10N2O3S |
| Molar Mass | 286.31 |
| Density | 1.427±0.06 g/cm3(Predicted) |
| Melting Point | 234 - 236°C |
| Boling Point | 520.4±48.0 °C(Predicted) |
| Solubility | DMSO : 20 mg/ml |
| Appearance | solid |
| Color | Off-White to Light Yellow |
| pKa | 14.38±0.30(Predicted) |
| Storage Condition | 2-8°C |
| Target | Ki: 3 nM (AhR) |
| In vitro study | ITE is an endogenous agonist of AhR, binding directly to AHR, with a K i of 3 nM. ITE (0.03-30 mg/mL) decreases the antigen-specific T-cell proliferative responses. ITE potently inhibits human pulmonary artery endothelial (HPAECs) growth at 10 and 20 µM, but shows no effect at 0.01-5 µM. ITE does not affect cell cycle progress of HPAECs at 10 and 20 µM, or induce expression of cleaved caspase-3 protein in HPAECs at 20 µM. In addition, ITE (20 µM) elevates CYP1A1 and CYP1B1 mRNA levels and decreases the levels of AhR protein in HPAECs. |
| In vivo study | 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. |
ARYL HYDROCARBON RECEPTOR LIGAND - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
| WGK Germany | 3 |
ARYL HYDROCARBON RECEPTOR LIGAND - Reference
| Reference Show more | 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). |
ARYL HYDROCARBON RECEPTOR LIGAND - Preparation solution concentration reference
| 1mg | 5mg | 10mg | |
|---|---|---|---|
| 1 mM | 3.493 ml | 17.464 ml | 34.927 ml |
| 5 mM | 0.699 ml | 3.493 ml | 6.985 ml |
| 10 mM | 0.349 ml | 1.746 ml | 3.493 ml |
| 5 mM | 0.07 ml | 0.349 ml | 0.699 ml |
Last Update：2024-01-02 23:10:35
ARYL HYDROCARBON RECEPTOR LIGAND - Cell Experiment
Immunohistochemistry was performed to localize AhR expression in human lung tissues. The crystal violet method and MTT assay were used to determine ITE's effects on growth of HPAECs. The AhR activation in HPAECs was confirmed using Western blotting and RT-qPCR. The role of AhR in ITE-affected proliferation of HPAECs was assessed using siRNA knockdown method followed by the crystal violet method
Last Update：2023-08-16 21:32:38
ARYL HYDROCARBON RECEPTOR LIGAND - Animal Experiment
At the start of DSS induction, mice received 100 μl by intraperitoneal injection of vehicle and ITE (10 mg/kg body wt) twice a week on each Monday and Thursday until week 6 at the end point of the experiment. During a pilot study, we used several (5, 10, 20, 40, and 80 mg/kg body wt) doses of ITE and noticed that the 10-mg/kg dose was the lowest dose giving maximum protection. Therefore, Used this dose in entire study. At the experimental end point blood was collected by tail-vein bleedings and serum was obtained following centrifugation. For comparison, a similar treatment was also given to normal BL/6 mice to see the effect of ITE alon
Last Update：2023-08-16 21:32:38
ARYL HYDROCARBON RECEPTOR LIGAND - Reference Information
| introduction | ITE is an aromatic hydrocarbon receptor (AhR) agonist with Ki value of 3nM,ITE acting on OVCAR-3 cell proliferation and IC50 value of 0.2nM. |
| biological activity | ITE is an effective endogenous aromatic hydrocarbon receptor (AhR) agonist that can directly bind to AHR with a Ki value of 3 nM. ITE has an immunosuppressive effect. |
| target | Ki: 3 nM (AhR) |
| in vitro research | ITE is an endogenous agonist of AhR, binding directly to AHR, with a K I of 3 nM. ITE (0.03-30 mg/mL) decreases the antigen-specific T-cell proliferative responses. ITE potently inhibits human pulmonary order endothelial (HPAECs) growth at 10 and 20 m, but shows no effect at 0.01-5 m. ITE does not affect cell cycle progress of HPAECs at 10 and 20 m, or induce expression of cleaved caspase-3 protein in HPAECs at 20 µM. In addition, ITE (20 µM) elevates CYP1A1 and CYP1B1 mRNA levels and decreases the levels of AhR protein in HPAECs. |
| in vivo research | ITE (200 μ g, 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. |
Last Update：2024-04-10 22:29:15
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View History
ARYL HYDROCARBON RECEPTOR LIGAND
1-乙基-5-甲基-1h-吡唑-3-胺
{3,3-DIMETHYL-2-OXABICYCLO[2.1.1]HEXAN-1-YL}METHANAMINE
5-溴-2-丙氧基苯-1-磺酰氯化
Glyceryl Tri(dodecanoate-11,11,12,12,12-d5)
METHYL-3-ALPHA,12-ALPHA-DIACETOXYDEOXYCHOLANATE
盐酸-4-氨基-5-咪唑碳酰胺
十一氟碘环己烷(含稳定剂铜屑)
ZINC ADIPLATE
METHYLENEDI-P-PHENYL DIISOCYANATE
1-乙基-5-甲基-1h-吡唑-3-胺
{3,3-DIMETHYL-2-OXABICYCLO[2.1.1]HEXAN-1-YL}METHANAMINE
5-溴-2-丙氧基苯-1-磺酰氯化
Glyceryl Tri(dodecanoate-11,11,12,12,12-d5)
METHYL-3-ALPHA,12-ALPHA-DIACETOXYDEOXYCHOLANATE
盐酸-4-氨基-5-咪唑碳酰胺
十一氟碘环己烷(含稳定剂铜屑)
ZINC ADIPLATE
METHYLENEDI-P-PHENYL DIISOCYANATE