3,3',5,5'-Tetraiodo-L-thyronine sodium salt
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3,3',5,5'-Tetraiodo-L-thyronine sodium salt

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3,3',5,5'-Tetraiodo-L-thyronine sodium saltm is the sodium salt of levothyroxine, a synthetic levoisomer of thyroxine (T4) that is similar to the endogenous hormone produced by the thyroid gland. In peripheral tissues, levothyroxine is deiodinated by 5'-deiodinase to form triiodothyronine (T3). T3 enters the cell and binds to nuclear thyroid hormone receptors, the activated hormone-receptor complex in turn triggers gene expression and produces proteins required in the regulation of cellular respiration, thermogenesis, cellular growth and differentiation, and the metabolism of proteins, carbohydrates and lipids. T3 also exhibits cardiostimulatory effects.

Category
L-Amino Acids
Catalog number
BAT-007813
CAS number
25416-65-3
Molecular Formula
C15H10I4NNaO4
Molecular Weight
798.85
3,3',5,5'-Tetraiodo-L-thyronine sodium salt
IUPAC Name
sodium;(2S)-2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoate;hydrate
Synonyms
L-Thyroxine NaLevothyroxine sodium; Levothyroxine sodium; L-Thyroxine sodium; Euthyrox; Unithroid; Levoxyl; eltroxin; Novothyrox; Levaxin; Letter; levothroid; Sodium levothyroxine; Sodium thyroxinate; L-Thyroxine sodium salt; Sodium L-thyroxine; synthroid; Laevoxin; Thyroxevan; Oroxine; Thyroxin sodium; sodium;(2S)-2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoate
Related CAS
51-48-9 (free base) 55-03-8 (anhydrous basis)
Appearance
White to off-white powder
Purity
≥ 98% (HPLC)
Density
g/cm3
Melting Point
207 °C
Boiling Point
576.3 °C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C15H11I4NO4.Na.H2O/c16-8-4-7(5-9(17)13(8)21)24-14-10(18)1-6(2-11(14)19)3-12(20)15(22)23;;/h1-2,4-5,12,21H,3,20H2,(H,22,23);;1H2/q;+1;/p-1/t12-;;/m0../s1
InChI Key
ANMYAHDLKVNJJO-LTCKWSDVSA-M
Canonical SMILES
C1=C(C=C(C(=C1I)OC2=CC(=C(C(=C2)I)O)I)I)CC(C(=O)[O-])N.O.[Na+]
1.Metal substitutions incarbonic anhydrase: a halide ion probe study.
Smith RJ, Bryant RG. Biochem Biophys Res Commun. 1975 Oct 27;66(4):1281-6.
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