T3787
3,3′,5,5′-Tetraiodothyroacetic acid
≥98% (TLC), powder, thyrointegrin receptor antagonist
동의어(들):
4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodobenzeneacetic acid, Tetrac
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크기 선택
제품정보 (DICE 배송 시 비용 별도)
Linear Formula:
C14H8O4I4
CAS 번호:
Molecular Weight:
747.83
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352106
EC Number:
200-649-1
MDL number:
Quality level:
제품 이름
3,3′,5,5′-Tetraiodothyroacetic acid,
InChI key
PPJYSSNKSXAVDB-UHFFFAOYSA-N
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)
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
Quality Level
관련 카테고리
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. 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
signalword
Danger
hcodes
pcodes
Hazard Classifications
Acute Tox. 2 Oral
저장 등급
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
The Effects of Intra-hippocampal L-thyroxine Infusion on Long-term Potentiation and Long-term Depression: A Possible Role for the avb3 Integrin Receptor
Bitiktas S, et al.
Journal of Neuroscience Research (2016)
Shaker A Mousa et al.
Angiogenesis, 11(2), 183-190 (2007-12-18)
Thyroid hormone has been recently shown to induce tumor growth and angiogenesis via a plasma-membrane hormone receptor on integrin alphaVbeta3. The receptor is at or near the Arg-Gly-Asp (RGD) recognition site on the integrin that is important to extracellular matrix
M Yalcin et al.
The Journal of clinical endocrinology and metabolism, 95(4), 1972-1980 (2010-02-06)
Tetraiodothyroacetic acid (tetrac) blocks angiogenic and tumor cell proliferation actions of thyroid hormone initiated at the cell surface hormone receptor on integrin alphavbeta3. Tetrac also inhibits angiogenesis initiated by vascular endothelial growth factor and basic fibroblast growth factor. We tested
Erik de Vrieze et al.
Endocrinology, 155(6), 2320-2330 (2014-04-04)
Allan-Herndon-Dudley syndrome (AHDS) is an inherited disorder of brain development characterized by severe psychomotor retardation. This X-linked disease is caused by mutations in the monocarboxylate transporter 8 (MCT8), an important thyroid hormone transporter in brain neurons. MCT8-knockout mice lack the
Tetrac and NDAT induce Anti-proliferation via Integrin alphavbeta3 in Colorectal Cancers with Different K-RAS Status
Chin YT, et al.
Frontiers in Endocrinology, 10, 130-130 (2019)
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