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534-51-0 | 3,5-DIIODO-DL-THYRONINE
CAS No: 534-51-0 Catalog No: AG00DC0B MDL No:
Product Description
Catalog Number:
AG00DC0B
Chemical Name:
3,5-DIIODO-DL-THYRONINE
CAS Number:
534-51-0
IUPAC Name:
2-amino-3-[4-(4-hydroxyphenoxy)-3,5-diiodophenyl]propanoic acid
InChI:
InChI=1S/C15H13I2NO4/c16-11-5-8(7-13(18)15(20)21)6-12(17)14(11)22-10-3-1-9(19)2-4-10/h1-6,13,19H,7,18H2,(H,20,21)
InChI Key:
ZHSOTLOTTDYIIK-UHFFFAOYSA-N
Properties
Complexity:
365
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
524.893g/mol
Formal Charge:
0
Heavy Atom Count:
22
Hydrogen Bond Acceptor Count:
5
Hydrogen Bond Donor Count:
3
Isotope Atom Count:
0
Molecular Weight:
525.081g/mol
Monoisotopic Mass:
524.893g/mol
Rotatable Bond Count:
5
Topological Polar Surface Area:
92.8A^2
Undefined Atom Stereocenter Count:
1
Undefined Bond Stereocenter Count:
0
XLogP3:
1.1
Literature
| Title | Journal |
|---|---|
| Thyroid hormone reduces cholesterol via a non-LDL receptor-mediated pathway. | Endocrinology 20121101 |
| Intracellular and plasma membrane-initiated pathways involved in the [Ca2+]i elevations induced by iodothyronines (T3 and T2) in pituitary GH3 cells. | American journal of physiology. Endocrinology and metabolism 20120601 |
| 3,5-Diiodo-L-thyronine modulates the expression of genes of lipid metabolism in a rat model of fatty liver. | The Journal of endocrinology 20120201 |
| Nonthyrotoxic prevention of diet-induced insulin resistance by 3,5-diiodo-L-thyronine in rats. | Diabetes 20111101 |
| 3,5-Diiodo-L-thyronine prevents high-fat-diet-induced insulin resistance in rat skeletal muscle through metabolic and structural adaptations. | FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20111001 |
| Effect of 3,3',5-triiodothyronine and 3,5-diiodothyronine on progesterone production, cAMP synthesis, and mRNA expression of STAR, CYP11A1, and HSD3B genes in granulosa layer of chicken preovulatory follicles. | Domestic animal endocrinology 20111001 |
| 3,5-diiodo-L-thyronine increases FoF1-ATP synthase activity and cardiolipin level in liver mitochondria of hypothyroid rats. | Journal of bioenergetics and biomembranes 20110801 |
| Direct effects of iodothyronines on excess fat storage in rat hepatocytes. | Journal of hepatology 20110601 |
| 3,5-diiodo-L-thyronine increases resting metabolic rate and reduces body weight without undesirable side effects. | Journal of biological regulators and homeostatic agents 20110101 |
| Pathways affected by 3,5-diiodo-l-thyronine in liver of high fat-fed rats: evidence from two-dimensional electrophoresis, blue-native PAGE, and mass spectrometry. | Molecular bioSystems 20101101 |
| Thyroid hormones, mitochondrial bioenergetics and lipid handling. | Current opinion in endocrinology, diabetes, and obesity 20101001 |
| 3,5-diiodo-L-thyronine upregulates rat-liver mitochondrial F(o)F(1)-ATP synthase by GA-binding protein/nuclear respiratory factor-2. | Biochimica et biophysica acta 20100201 |
| Thyroid hormone interactions with DMPC bilayers. A molecular dynamics study. | The journal of physical chemistry. B 20091008 |
| 3,5-diiodo-l-thyronine, by modulating mitochondrial functions, reverses hepatic fat accumulation in rats fed a high-fat diet. | Journal of hepatology 20090801 |
| 3,5-Diiodo-L-thyronine rapidly enhances mitochondrial fatty acid oxidation rate and thermogenesis in rat skeletal muscle: AMP-activated protein kinase involvement. | American journal of physiology. Endocrinology and metabolism 20090301 |
| Effects of 3,5-diiodo-L-thyronine administration on the liver of high fat diet-fed rats. | Experimental biology and medicine (Maywood, N.J.) 20080501 |
| 3,5-Diiodothyronine in vivo maintains euthyroidal expression of type 2 iodothyronine deiodinase, growth hormone, and thyroid hormone receptor beta1 in the killifish. | American journal of physiology. Regulatory, integrative and comparative physiology 20070801 |
| Role of thyrotropin in metabolism of thyroid hormones in nonthyroidal tissues. | Metabolism: clinical and experimental 20060601 |
| Short-term stimulation of lipogenesis by 3,5-L-diiodothyronine in cultured rat hepatocytes. | Endocrinology 20050901 |
| 3,5-diiodo-L-thyronine powerfully reduces adiposity in rats by increasing the burning of fats. | FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20050901 |
| Biological effects of 3,5-diiodothyronine (T(2)). | Biochemistry. Biokhimiia 20050201 |
| Short-term effects of thyroid hormone in prenatal development and cell differentiation. | Steroids 20050101 |
| 3,5-diiodothyronine mimics the effect of triiodothyronine on insulin-like growth factor binding protein-4 expression in cultured rat hepatocytes. | Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme 20041001 |
| Effects of iodothyronines on the hepatic outer-ring deiodinating pathway in killifish. | General and comparative endocrinology 20040115 |
| Identification of 3,5-diiodo-L-thyronine-binding proteins in rat liver cytosol by photoaffinity labeling. | Endocrinology 20030601 |
| Identification of a novel human organic anion transporting polypeptide as a high affinity thyroxine transporter. | Molecular endocrinology (Baltimore, Md.) 20021001 |
| Short-term effects of thyroid hormones and 3,5-diiodothyronine on membrane transport systems in chick embryo hepatocytes. | Endocrinology 20020501 |
| Are the effects of T3 on resting metabolic rate in euthyroid rats entirely caused by T3 itself? | Endocrinology 20020201 |
| Cytochrome C oxidase and the regulation of oxidative phosphorylation. | Chembiochem : a European journal of chemical biology 20010601 |
| Short-term effects of thyroid hormones on lipogenic enzymes and 14C-acetate incorporation into various lipid classes: in vivo and in vitro studies. | Indian journal of experimental biology 20010501 |
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