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T3787

3,3′,5,5′-Tetraiodothyroacetic acid

Name: 3,3&#8242;,5,5&#8242;-Tetraiodothyroacetic acid
Brand: SIGMA

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

Synonym(s):

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

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About This Item

Linear Formula:

C₁₄H₈O₄I₄

CAS Number:

67-30-1

Molecular Weight:

747.83

NACRES:

NA.77

PubChem Substance ID:

24900169

UNSPSC Code:

12352106

EC Number:

200-649-1

MDL number:

MFCD00055932

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Properties

Product Name

3,3′,5,5′-Tetraiodothyroacetic acid,

solubility

acetone: soluble 19.60-20.40 mg/mL, clear, colorless (or faintly yellow to yellow)

Quality Segment

200

storage temp.

−20°C

SMILES string

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)

InChI key

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

Biochem/physiol Actions

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

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.PMID 19846915 It is a thyrointegrin receptor antagonist. Tetrac prevents the binding of thyroid hormones.

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.

Other Notes

Thyroid hormone analog

pictograms

GHS06

signalword

Danger

hcodes

H300

pcodes

P264 - P301 + P310

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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