SML3139

ITE

≥98% (HPLC)

• Synonym(s): 2-(1′H-Indole-3′-carbonyl)thiazole-4-carboxylic acid methyl ester, 2-(1H-Indole­3-carbonyl)thiazole­-4-­carboxylic acid methyl ester, Methyl 2-(1H-indole-3-carbonyl)thiazole-4-carboxylate, 2-(1’H-Indole-3′-carbonyl)-thiazole-4-carboxylic acid
• Empirical Formula (Hill Notation): C₁₄H₁₀N₂O₃S
• CAS Number: 448906-42-1
• Molecular Weight: 286.31
• MDL number: MFCD06411597
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: COC(=O)c1csc(n1)C(=O)c2c[nH]c3ccccc23
• 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
• InChI key: KDDXOGDIPZSCTM-UHFFFAOYSA-N

Description

Biochem/physiol Actions

ITE is an endogenous aryl hydrocarbon (Ah) receptor (AhR) agonist with broad-spectrum species reactivity and 5-fold higher potency than beta-naphthoflavone (by cell-based reporter assay). ITE upregulates CYP1A1/downregulates AhR in Hepa cells (0.1-5 μM), and induces fetus AhR activation in pregnant mice in vivo (1.4mg ITE/mL DMSO/kg bw i.v. on gestation day/GD 14, fetal AhR activation assessed on GD15).

Endogenous ligand identified for aryl hydrocarbon receptor (AHR); ligand inducible transcription factor.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable