T3787

3,3′,5,5′-Tetraiodothyroacetic acid

≥98% (TLC), powder, thyrointegrin receptor antagonist

• Synonyme(s) : 4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodobenzeneacetic acid, Tetrac
• Formule linéaire : C₁₄H₈O₄I₄
• CAS Number: 67-30-1
• Poids moléculaire : 747.83
• Numéro CE : 200-649-1
• Numéro MDL: MFCD00055932
• Code UNSPSC : 12352106
• ID de substance PubChem : 24900169
• Nomenclature NACRES : NA.77

Propriétés

• Product Name: 3,3′,5,5′-Tetraiodothyroacetic acid,
• Solubilité: acetone: soluble 19.60-20.40 mg/mL, clear, colorless (or faintly yellow to yellow)
• Niveau de qualité: 200
• Température de stockage: −20°C
• Chaîne SMILES: OC(=O)Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1
• InChI: 1S/C14H8I4O4/c15-8-4-7(5-9(16)13(8)21)22-14-10(17)1-6(2-11(14)18)3-12(19)20/h1-2,4-5,21H,3H2,(H,19,20)
• Clé InChI: PPJYSSNKSXAVDB-UHFFFAOYSA-N

Description

Application

3,3′,5,5′-Tetraiodothyroacetic acid has been used:

• as a positive control to study the effects of ioxynil (IOX)
• diethylstilbestrol (DES) exposure on zebrafish embryos
• to study its effects on long-term potentiation (LTP) and long-term depression (LTD) in the dentate gyrus in urethane-anesthetized male rats
• to determine its influence on the actions of thyroid-stimulating hormone
• thyroid-stimulating immunoglobulins in orbital fibroblast

Actions biochimiques/physiologiques

3,3′,5,5′-Tetraiodothyroacetic acid (Tetrac) is a deaminated analog of L-thyroxine (T4). It prevents the pro-angiogenesis actions of T4 and 3,5,3′-triiodo-L-thyronine. It is a thyrointegrin receptor antagonist. Tetrac prevents the binding of thyroid hormones.

Studies in rats have reported that Tetrac may regulate TSH secretion under in vivo conditions¹.

Liaison

Thyroid hormone analog

Notes préparatoires

3,3′,5,5′-Tetraiodothyroacetic acid is soluble in acetone at 19.60 - 20.40 mg/ml and yields a clear, faint yellow to yellow solution.

Informations sur la sécurité

• Pictogrammes: GHS06
• Mention d'avertissement: Danger
• Mentions de danger: H300
• Conseils de prudence: P264 - P301 + P310
• Classification des risques: Acute Tox. 2 Oral
• Code de la classe de stockage: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges