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3,3′,5,5′-Tetraiodothyroacetic acid

SIGMA/T3787

Synonym: 4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodobenzeneacetic acid; Tetrac

CAS Number: 67-30-1
Empirical Formula (Hill Notation): C14H8I4O4
Molecular Weight: 747.83
EC Number: 200-649-1
MDL Number: MFCD00055932
Linear Formula: C14H8O4I4
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-T3787-25MG 25 mg
 $152.00
1/EA		 Add To Favorites
45-T3787-100MG 100 mg
 $450.00
1/EA		 Add To Favorites

 

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)
InChI key PPJYSSNKSXAVDB-UHFFFAOYSA-N
Quality Level 200 
SMILES string OC(=O)Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1
solubility acetone: soluble 19.60-20.40 mg/mL, clear, colorless (or faintly yellow to yellow)
storage temp. −20°C
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
Biochem/physiol Actions: 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.
Biochem/physiol Actions: Studies in rats have reported that Tetrac may regulate TSH secretion under in vivo conditions1.
Other Notes: Thyroid hormone analog
Preparation Note: 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.
Symbol GHS06  GHS06
Signal word Danger
Hazard statements H300
Precautionary statements P264 - P301 + P310
Hazard Codes T+
Risk Statements 28
Safety Statements 45
RIDADR UN 2811 6.1 / PGI
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Storage Temp. −20°C
UNSPSC 12352106

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