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67-30-1,MFCD00055932
Catalog No.:AA006IK2

67-30-1 | 2-(4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl)acetic acid

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  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA006IK2
Chemical Name:
2-(4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl)acetic acid
CAS Number:
67-30-1
Molecular Formula:
C14H8I4O4
Molecular Weight:
747.8288
MDL Number:
MFCD00055932
SMILES:
OC(=O)Cc1cc(I)c(c(c1)I)Oc1cc(I)c(c(c1)I)O
Properties
Properties
 
Form:
Solid  
MP:
>185°C (dec.)  
Solubility:
acetone: soluble19.60 - 20.40mg/mL, clear, colorless (or faintly yellow to yellow)  
Storage:
Keep in dry area;-20 ℃;  

Computed Properties
 
Complexity:
373  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
4  
XLogP3:
5.2  

Literature

Title: Transcriptomic and phenotypic profiling in developing zebrafish exposed to thyroid hormone receptor agonists.

Journal: Reproductive toxicology (Elmsford, N.Y.) 20180401

Title: Tetraiodothyroacetic acid and its nanoformulation inhibit thyroid hormone stimulation of non-small cell lung cancer cells in vitro and its growth in xenografts.

Journal: Lung cancer (Amsterdam, Netherlands) 20120401

Title: Low concentrations of bisphenol a suppress thyroid hormone receptor transcription through a nongenomic mechanism.

Journal: Toxicology and applied pharmacology 20120215

Title: Inhibition of pathological retinal angiogenesis by the integrin αvβ3 antagonist tetraiodothyroacetic acid (tetrac).

Journal: Experimental eye research 20120101

Title: Combined QM/MM study of thyroid and steroid hormone analogue interactions with αvβ3 integrin.

Journal: Journal of biomedicine & biotechnology 20120101

Title: Thyroid hormone is a MAPK-dependent growth factor for human myeloma cells acting via αvβ3 integrin.

Journal: Molecular cancer research : MCR 20111001

Title: A nonselenoprotein from amphioxus deiodinates triac but not T3: is triac the primordial bioactive thyroid hormone?

Journal: Endocrinology 20110801

Title: Identification and functions of the plasma membrane receptor for thyroid hormone analogues.

Journal: Discovery medicine 20110401

Title: Pharmacodynamic modeling of anti-cancer activity of tetraiodothyroacetic acid in a perfused cell culture system.

Journal: PLoS computational biology 20110201

Title: Radiosensitization and production of DNA double-strand breaks in U87MG brain tumor cells induced by tetraiodothyroacetic acid (tetrac).

Journal: Cell cycle (Georgetown, Tex.) 20110115

Title: Membrane receptor for thyroid hormone: physiologic and pharmacologic implications.

Journal: Annual review of pharmacology and toxicology 20110101

Title: Transcriptional regulation by nonclassical action of thyroid hormone.

Journal: Thyroid research 20110101

Title: Molecular basis for certain neuroprotective effects of thyroid hormone.

Journal: Frontiers in molecular neuroscience 20110101

Title: Crosstalk between integrin αvβ3 and estrogen receptor-α is involved in thyroid hormone-induced proliferation in human lung carcinoma cells.

Journal: PloS one 20110101

Title: Essential molecular determinants for thyroid hormone transport and first structural implications for monocarboxylate transporter 8.

Journal: The Journal of biological chemistry 20100903

Title: Active metabolism of thyroid hormone during metamorphosis of amphioxus.

Journal: Integrative and comparative biology 20100701

Title: Human platelet aggregation and degranulation is induced in vitro by L-thyroxine, but not by 3,5,3'-triiodo-L-thyronine or diiodothyropropionic acid (DITPA).

Journal: Clinical and applied thrombosis/hemostasis : official journal of the International Academy of Clinical and Applied Thrombosis/Hemostasis 20100601

Title: Thyroid hormones induce activation of rat hepatic stellate cells through increased expression of p75 neurotrophin receptor and direct activation of Rho.

Journal: Laboratory investigation; a journal of technical methods and pathology 20100501

Title: Molecular aspects of thyroid hormone actions.

Journal: Endocrine reviews 20100401

Title: Tetraiodothyroacetic acid (tetrac) and nanoparticulate tetrac arrest growth of medullary carcinoma of the thyroid.

Journal: The Journal of clinical endocrinology and metabolism 20100401

Title: Tetraiodothyroacetic acid and tetraiodothyroacetic acid nanoparticle effectively inhibit the growth of human follicular thyroid cell carcinoma.

Journal: Thyroid : official journal of the American Thyroid Association 20100301

Title: Mini-review: Cell surface receptor for thyroid hormone and nongenomic regulation of ion fluxes in excitable cells.

Journal: Physiology & behavior 20100209

Title: Thyroid hormone and angiogenesis.

Journal: Vascular pharmacology 20100101

Title: Translational implications of nongenomic actions of thyroid hormone initiated at its integrin receptor.

Journal: American journal of physiology. Endocrinology and metabolism 20091201

Title: Modification of survival pathway gene expression in human breast cancer cells by tetraiodothyroacetic acid (tetrac).

Journal: Cell cycle (Georgetown, Tex.) 20091101

Title: Tetraidothyroacetic acid (tetrac) and tetrac nanoparticles inhibit growth of human renal cell carcinoma xenografts.

Journal: Anticancer research 20091001

Title: Protective effect of 3,5,3'-triiodothyroacetic and 3,5,3',5'-tetraiodothyroacetic acids on serum albumin fibrillation.

Journal: European biophysics journal : EBJ 20090901

Title: Radiosensitization of GL261 glioma cells by tetraiodothyroacetic acid (tetrac).

Journal: Cell cycle (Georgetown, Tex.) 20090815

Title: Semisynthesis and pharmacological activities of Tetrac analogs: angiogenesis modulators.

Journal: Bioorganic & medicinal chemistry letters 20090615

Title: L-Thyroxine vs. 3,5,3'-triiodo-L-thyronine and cell proliferation: activation of mitogen-activated protein kinase and phosphatidylinositol 3-kinase.

Journal: American journal of physiology. Cell physiology 20090501

Title: Molecular components underlying nongenomic thyroid hormone signaling in embryonic zebrafish neurons.

Journal: Neural development 20090101

Title: Cytoplasm-to-nucleus shuttling of thyroid hormone receptor-beta1 (Trbeta1) is directed from a plasma membrane integrin receptor by thyroid hormone.

Journal: Endocrine research 20090101

Title: Thyroid hormone-induced angiogenesis.

Journal: Current cardiology reviews 20090101

Title: Sensory neuron sodium current requires nongenomic actions of thyroid hormone during development.

Journal: Journal of neurophysiology 20081101

Title: Stability indicating validated HPLC method for quantification of levothyroxine with eight degradation peaks in the presence of excipients.

Journal: International journal of pharmaceutics 20080806

Title: Metabolic effects of thyroid hormone derivatives.

Journal: Thyroid : official journal of the American Thyroid Association 20080201

Title: Resveratrol is pro-apoptotic and thyroid hormone is anti-apoptotic in glioma cells: both actions are integrin and ERK mediated.

Journal: Carcinogenesis 20080101

Title: Tetraiodothyroacetic acid, a small molecule integrin ligand, blocks angiogenesis induced by vascular endothelial growth factor and basic fibroblast growth factor.

Journal: Angiogenesis 20080101

Title: Novel function of the thyroid hormone analog tetraiodothyroacetic acid: a cancer chemosensitizing and anti-cancer agent.

Journal: Angiogenesis 20080101

Title: Molecular modeling of the thyroid hormone interactions with alpha v beta 3 integrin.

Journal: Steroids 20070201

Title: Thyroid hormone is a MAPK-dependent growth factor for thyroid cancer cells and is anti-apoptotic.

Journal: Steroids 20070201

Title: Distribution patterns of small-molecule ligands in the protein universe and implications for origin of life and drug discovery.

Journal: Genome biology 20070101

Title: Pro-angiogenesis action of thyroid hormone and analogs in a three-dimensional in vitro microvascular endothelial sprouting model.

Journal: International angiology : a journal of the International Union of Angiology 20061201

Title: Acting via a cell surface receptor, thyroid hormone is a growth factor for glioma cells.

Journal: Cancer research 20060715

Title: Proangiogenesis action of the thyroid hormone analog 3,5-diiodothyropropionic acid (DITPA) is initiated at the cell surface and is integrin mediated.

Journal: Endocrinology 20060401

Title: Ligand binding at the transthyretin dimer-dimer interface: structure of the transthyretin-T4Ac complex at 2.2 Angstrom resolution.

Journal: Acta crystallographica. Section D, Biological crystallography 20051001

Title: The proangiogenic action of thyroid hormone analogue GC-1 is initiated at an integrin.

Journal: Journal of cardiovascular pharmacology 20050901

Title: Integrin alphaVbeta3 contains a cell surface receptor site for thyroid hormone that is linked to activation of mitogen-activated protein kinase and induction of angiogenesis.

Journal: Endocrinology 20050701

Title: T-Screen as a tool to identify thyroid hormone receptor active compounds.

Journal: Environmental toxicology and pharmacology 20050201

Title: Acetylation of nuclear hormone receptor superfamily members: thyroid hormone causes acetylation of its own receptor by a mitogen-activated protein kinase-dependent mechanism.

Journal: Steroids 20050101

Title: Thyroid hormone causes mitogen-activated protein kinase-dependent phosphorylation of the nuclear estrogen receptor.

Journal: Endocrinology 20040701

Title: Proangiogenic action of thyroid hormone is fibroblast growth factor-dependent and is initiated at the cell surface.

Journal: Circulation research 20040611

Title: Disparate effects of thyroid hormone on actions of epidermal growth factor and transforming growth factor-alpha are mediated by 3',5'-cyclic adenosine 5'-monophosphate-dependent protein kinase II.

Journal: Endocrinology 20040401

Title: Putative L-triiodothyronine receptors in the liver nuclei of mature tropical toad, Bufo melanostictus.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20040101

Title: Uptake of triiodothyronine and triiodothyroacetic acid in neonatal rat cardiomyocytes: effects of metabolites and analogs.

Journal: The Journal of endocrinology 20020501

Title: In vitro free radical scavenging capacity of thyroid hormones and structural analogues.

Journal: The Journal of endocrinology 20010701

Title: Thyroid hormone promotes serine phosphorylation of p53 by mitogen-activated protein kinase.

Journal: Biochemistry 20010306

Title: Differences between the effects of thyroxine and tetraiodothyroacetic acid on TSH suppression and cardiac hypertrophy.

Journal: European journal of endocrinology 20010201

Title: Complex of rat transthyretin with tetraiodothyroacetic acid refined at 2.1 and 1.8 A resolution.

Journal: Acta biochimica Polonica 20010101

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Tags:67-30-1 Molecular Formula|67-30-1 MDL|67-30-1 SMILES|67-30-1 2-(4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl)acetic acid