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211110-63-3,MFCD19443713
Catalog No.:AA002L3A

211110-63-3 | Sobetirome

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1mg
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$56.00   $39.00
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5mg
≥98%
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$153.00   $107.00
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10mg
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$273.00   $191.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA002L3A
Chemical Name:
Sobetirome
CAS Number:
211110-63-3
Molecular Formula:
C20H24O4
Molecular Weight:
328.4022
MDL Number:
MFCD19443713
SMILES:
OC(=O)COc1cc(C)c(c(c1)C)Cc1ccc(c(c1)C(C)C)O
Properties
Computed Properties
 
Complexity:
396  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
24  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
6  
XLogP3:
4.9  

Literature

Title: Identical gene regulation patterns of T3 and selective thyroid hormone receptor modulator GC-1.

Journal: Endocrinology 20120101

Title: The binding of synthetic triiodo l-thyronine analogs to human transthyretin: molecular basis of cooperative and non-cooperative ligand recognition.

Journal: Journal of structural biology 20110201

Title: Sobetirome: a selective thyromimetic for the treatment of dyslipidemia.

Journal: Recent patents on cardiovascular drug discovery 20110101

Title: Thyroid hormones, mitochondrial bioenergetics and lipid handling.

Journal: Current opinion in endocrinology, diabetes, and obesity 20101001

Title: TRbeta is the critical thyroid hormone receptor isoform in T3-induced proliferation of hepatocytes and pancreatic acinar cells.

Journal: Journal of hepatology 20101001

Title: The T3 receptor beta1 isoform regulates UCP1 and D2 deiodinase in rat brown adipocytes.

Journal: Endocrinology 20101001

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: The TRbeta-selective agonist, GC-1, stimulates mitochondrial oxidative processes to a lesser extent than triiodothyronine.

Journal: The Journal of endocrinology 20100601

Title: Sobetirome: a case history of bench-to-clinic drug discovery and development.

Journal: Heart failure reviews 20100301

Title: The resurgence of thyromimetics as lipid-modifying agents.

Journal: Current opinion in investigational drugs (London, England : 2000) 20090901

Title: Induction of the adrenoleukodystrophy-related gene (ABCD2) by thyromimetics.

Journal: The Journal of steroid biochemistry and molecular biology 20090801

Title: The thyroid hormone receptor (TR) beta-selective agonist GC-1 inhibits proliferation but induces differentiation and TR beta mRNA expression in mouse and rat osteoblast-like cells.

Journal: Calcified tissue international 20090401

Title: T3 and the thyroid hormone beta-receptor agonist GC-1 differentially affect metabolic capacity and oxidative damage in rat tissues.

Journal: The Journal of experimental biology 20090401

Title: Thyroid hormone receptor subtype specificity for hormone-dependent neurogenesis in Xenopus laevis.

Journal: Developmental biology 20090201

Title: Reduction of hepatic steatosis in rats and mice after treatment with a liver-targeted thyroid hormone receptor agonist.

Journal: Hepatology (Baltimore, Md.) 20090201

Title: Synthesis and biological evaluation of a series of liver-selective phosphonic acid thyroid hormone receptor agonists and their prodrugs.

Journal: Journal of medicinal chemistry 20081127

Title: [Thyroid hormone analogs: an important biological supply and new therapeutic possibilities].

Journal: Annales d'endocrinologie 20080901

Title: Thyroid hormone (T3) and TRbeta agonist GC-1 inhibit/reverse nonalcoholic fatty liver in rats.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20080801

Title: Thyroid hormone analogues: useful biological probes and potential therapeutic agents.

Journal: Annales d'endocrinologie 20080401

Title: Structural basis of GC-1 selectivity for thyroid hormone receptor isoforms.

Journal: BMC structural biology 20080101

Title: Influence of thyroid hormone and thyroid hormone receptors in the generation of cerebellar gamma-aminobutyric acid-ergic interneurons from precursor cells.

Journal: Endocrinology 20071201

Title: Thyroid hormone receptor beta-specific agonist GC-1 increases energy expenditure and prevents fat-mass accumulation in rats.

Journal: The Journal of endocrinology 20070401

Title: A phosphorimager-based filter binding thyroid hormone receptor competition assay for chemical screening.

Journal: Journal of pharmacological and toxicological methods 20070101

Title: The thyroid hormone receptor-beta agonist GC-1 induces cell proliferation in rat liver and pancreas.

Journal: Endocrinology 20060701

Title: Analysis of thyroid hormone receptor betaA mRNA expression in Xenopus laevis tadpoles as a means to detect agonism and antagonism of thyroid hormone action.

Journal: Toxicology and applied pharmacology 20060401

Title: Different configurations of specific thyroid hormone response elements mediate opposite effects of thyroid hormone and GC-1 on gene expression.

Journal: Endocrinology 20051101

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

Journal: Journal of cardiovascular pharmacology 20050901

Title: Mutant-selective thyromimetics for the chemical rescue of thyroid hormone receptor mutants associated with resistance to thyroid hormone.

Journal: Biochemistry 20050329

Title: The thyroid hormone receptor beta-specific agonist GC-1 selectively affects the bone development of hypothyroid rats.

Journal: Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research 20050201

Title: Thyroid hormone-dependent seasonality in American tree sparrows (Spizella arborea): effects of GC-1, a thyroid receptor beta-selective agonist, and of iopanoic acid, a deiodinase inhibitor.

Journal: Journal of comparative physiology. B, Biochemical, systemic, and environmental physiology 20040801

Title: Induction of larval tissue resorption in Xenopus laevis tadpoles by the thyroid hormone receptor agonist GC-1.

Journal: The Journal of biological chemistry 20040618

Title: Effects of the thyroid hormone receptor agonist GC-1 on metabolic rate and cholesterol in rats and primates: selective actions relative to 3,5,3'-triiodo-L-thyronine.

Journal: Endocrinology 20040401

Title: Selective activation of thyroid hormone signaling pathways by GC-1: a new approach to controlling cholesterol and body weight.

Journal: Trends in endocrinology and metabolism: TEM 20040101

Title: Differential effects of triiodothyronine and the thyroid hormone receptor beta-specific agonist GC-1 on thyroid hormone target genes in the b ain.

Journal: Endocrinology 20031201

Title: Structural determinants of selective thyromimetics.

Journal: Journal of medicinal chemistry 20030703

Title: Rational design and synthesis of a novel thyroid hormone antagonist that blocks coactivator recruitment.

Journal: Journal of medicinal chemistry 20020718

Title: Synthesis and biological activity of novel thyroid hormone analogues: 5'-aryl substituted GC-1 derivatives.

Journal: Bioorganic & medicinal chemistry 20020201

Title: A designed antagonist of the thyroid hormone receptor.

Journal: Bioorganic & medicinal chemistry letters 20011105

Title: Regulation of thyroid hormone receptor isoforms in physiological and pathological cardiac hypertrophy.

Journal: Circulation research 20010928

Title: Thyroid hormone--sympathetic interaction and adaptive thermogenesis are thyroid hormone receptor isoform--specific.

Journal: The Journal of clinical investigation 20010701

Title: Hormone selectivity in thyroid hormone receptors.

Journal: Molecular endocrinology (Baltimore, Md.) 20010301

Title: A high-affinity subtype-selective agonist ligand for the thyroid hormone receptor.

Journal: Chemistry & biology 19980601

Title: Binding of 3,5,3'-triiodothyronine (T3) and its analogs to the in vitro translational products of c-erbA protooncogenes: differences in the affinity of the alpha- and beta-forms for the acetic acid analog and failure of the human testis and kidney alpha-2 products to bind T3.

Journal: Molecular endocrinology (Baltimore, Md.) 19900201

Title: Opiate-dependent modulation of adenylate cyclase.

Journal: Proceedings of the National Academy of Sciences of the United States of America 19770801

Title: Gierach I, et al. Bacterial biosensors for screening isoform-selective ligands for human thyroid receptors α-1 and β-1. FEBS Open Bio. 2012 Aug 15;2:247-53.

Title: Johansson L, et al. Selective thyroid receptor modulation by GC-1 reduces serum lipids and stimulates steps of reverse cholesterol transport in euthyroid mice. Proc Natl Acad Sci U S A. 2005 Jul 19;102(29):10297-302.

Title: Villicev CM, et al. Thyroid hormone receptor beta-specific agonist GC-1 increases energy expenditure and prevents fat-mass accumulation in rats. J Endocrinol. 2007 Apr;193(1):21-9.

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