1.0 2011-04-11 17:01:41 UTC 2019-11-26 03:20:54 UTC FDB021810 Liothyronine Liothyronine is a T3 thyroid hormone normally synthesized and secreted by the thyroid gland in much smaller quantities than thyroxine (T4). Most T3 is derived from peripheral monodeiodination of T4 at the 5' position of the outer ring of the iodothyronine nucleus. The hormone finally delivered and used by the tissues is mainly T3. Mildly toxic by ingestion. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx, I(-), and Cl(-). (Sax's Dangerous Properties of Industrial Materials) [HMDB] 3,3',5-Triiodo-L-thyronine 3,3',5-Triiodothyronine 3,3',5'-Triiodo-L-thyronine 3,3',5'-Triiodothyronine 3,5,3'-Triiodo-L-thyronine 3,5,3'-Triiodothyronine 3,5,3'TRIIODOTHYRONINE 4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodo-L-phenylalanine 4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodophenylalanine Cyronine L-3-[4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodophenyl]-alanine L-3,3',5-Triiodo-thyronine L-3,3',5-Triiodothyronine L-3,5,3'-Triiodothyronine L-Liothyronine L-T3 L-Triiodothyronine Liothyronin Liothyroninum Liotironina O-(4-Hydroxy-3-iodophenyl)-3,5-diiodo-L-tyrosine T3 Tertroxin Tresitope Triiodo-L-thyronine Triiodothyronine C15H12I3NO4 650.9735 650.790038137 2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]propanoic acid liothyronine 6893-02-3 NC(CC1=CC(I)=C(OC2=CC(I)=C(O)C=C2)C(I)=C1)C(O)=O InChI=1S/C15H12I3NO4/c16-9-6-8(1-2-13(9)20)23-14-10(17)3-7(4-11(14)18)5-12(19)15(21)22/h1-4,6,12,20H,5,19H2,(H,21,22) AUYYCJSJGJYCDS-UHFFFAOYSA-N belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Phenylalanine and derivatives Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aromatic homomonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids Alpha amino acids Amino acids Amphetamines and derivatives Aralkylamines Aryl iodides Carbonyl compounds Carboxylic acids Diarylethers Diphenylethers Hydrocarbon derivatives Iodobenzenes Monoalkylamines Monocarboxylic acids and derivatives O-iodophenols Organic oxides Organoiodides Organopnictogen compounds Phenol ethers Phenoxy compounds Phenylpropanoic acids 1-hydroxy-2-unsubstituted benzenoid 2-halophenol 2-iodophenol 3-phenylpropanoic-acid Alpha-amino acid Amine Amino acid Amphetamine or derivatives Aralkylamine Aromatic homomonocyclic compound Aryl halide Aryl iodide Benzenoid Carbonyl group Carboxylic acid Diaryl ether Diphenylether Ether Halobenzene Hydrocarbon derivative Iodobenzene Monocarboxylic acid or derivatives Monocyclic benzene moiety Organic nitrogen compound Organic oxide Organic oxygen compound Organohalogen compound Organoiodide Organonitrogen compound Organooxygen compound Organopnictogen compound Phenol Phenol ether Phenoxy compound Phenylalanine or derivatives Primary aliphatic amine Primary amine Solid logp 0.82 ALOGPS logs -4.52 ALOGPS solubility 1.95e-02 g/l ALOGPS logp 2.8 ChemAxon pka_strongest_acidic 0.3 ChemAxon pka_strongest_basic 9.48 ChemAxon iupac 2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]propanoic acid ChemAxon average_mass 650.9735 ChemAxon mono_mass 650.790038137 ChemAxon smiles NC(CC1=CC(I)=C(OC2=CC(I)=C(O)C=C2)C(I)=C1)C(O)=O ChemAxon formula C15H12I3NO4 ChemAxon inchi InChI=1S/C15H12I3NO4/c16-9-6-8(1-2-13(9)20)23-14-10(17)3-7(4-11(14)18)5-12(19)15(21)22/h1-4,6,12,20H,5,19H2,(H,21,22) ChemAxon inchikey AUYYCJSJGJYCDS-UHFFFAOYSA-N ChemAxon polar_surface_area 92.78 ChemAxon refractivity 113.43 ChemAxon polarizability 44.13 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Tyrosine Metabolism SMP00006 map00350 Specdb::NmrOneD 2585 Specdb::NmrOneD 3279 Specdb::CMs 870280 Specdb::CMs 870281 Specdb::CMs 870282 Specdb::CMs 870283 Specdb::CMs 870284 Specdb::CMs 870285 Specdb::CMs 870286 Specdb::CMs 870287 Specdb::CMs 870288 Specdb::CMs 870289 Specdb::CMs 870290 Specdb::CMs 870291 Specdb::CMs 870292 Specdb::CMs 870293 Specdb::MsMs 1013414 Specdb::MsMs 1013415 Specdb::MsMs 1013416 Specdb::MsMs 1137146 Specdb::MsMs 1137147 Specdb::MsMs 1137148 Specdb::MsMs 3428163 Specdb::MsMs 3428164 Specdb::MsMs 3428165 Specdb::MsMs 3428166 Specdb::MsMs 3428167 Specdb::MsMs 3428168 HMDB00265 T3 #<Reference:0x000055ce3320e6b0> #<Reference:0x000055ce3320e4a8> #<Reference:0x000055ce3320e2c8> #<Reference:0x000055ce3320e098> #<Reference:0x000055ce3320dee0> #<Reference:0x000055ce3320dd00> #<Reference:0x000055ce3320dad0> #<Reference:0x000055ce3320d918> #<Reference:0x000055ce3320d738> #<Reference:0x000055ce3320d508> #<Reference:0x000055ce3320d350> #<Reference:0x000055ce3320d148> #<Reference:0x000055ce3320cf40> #<Reference:0x000055ce3320cd88> #<Reference:0x000055ce3320cb80> #<Reference:0x000055ce3320c978> #<Reference:0x000055ce3320c748> #<Reference:0x000055ce3320c568> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Milk (Cow) Type 2 specific 500.0 500.0 500.0 uM Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 Thyroid hormone receptor beta P10828 THRB Thyroxine-binding globulin P05543 SERPINA7 Transthyretin P02766 TTR Type I iodothyronine deiodinase P49895 DIO1 Type II iodothyronine deiodinase Q92813 DIO2 Type III iodothyronine deiodinase P55073 DIO3