1.0 2011-09-21 00:04:21 UTC 2015-10-09 22:29:10 UTC FDB021875 Iodotyrosine An iodated derivative of L-tyrosine. This is an early precursor to L-thyroxine, one of the primary thyroid hormones. In the thyroid gland, iodide is trapped, transported, and concentrated in the follicular lumen for thyroid hormone synthesis. Before trapped iodide can react with tyrosine residues, it must be oxidized by thyroid peroxidase. Iodotyrosine is made from tyrosine via thyroid peroxidase and then further iodinated by this enzyme to make the di-iodo and tri-iodo variants. Two molecules of di-iodotyrosine combine to form T4, and one molecule of mono-iodotyrosine combines with one molecule of di-iodotyrosine to form T3. [HMDB] (2S)-2-amino-3-(4-hydroxy-3-iodophenyl)propanoate (2S)-2-amino-3-(4-hydroxy-3-iodophenyl)propanoic acid 3-Iodo-4-hydroxyphenylalanine 3-Iodo-L-tyrosine 3-iodo-tyrosine 3-Iodotyrosine 3-Monoiodo-L-tyrosine 4-Hydroxy-3-iodophenylalanine IYR L-Tyrosine-3-iodo Monoiodotyrosine C9H10INO3 307.0851 306.970536611 (2S)-2-amino-3-(4-hydroxy-3-iodophenyl)propanoic acid iodotyrosine 70-78-0 N[C@@H](CC1=CC=C(O)C(I)=C1)C(O)=O InChI=1S/C9H10INO3/c10-6-3-5(1-2-8(6)12)4-7(11)9(13)14/h1-3,7,12H,4,11H2,(H,13,14)/t7-/m0/s1 UQTZMGFTRHFAAM-ZETCQYMHSA-N belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Tyrosine 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 Amino acids Amphetamines and derivatives Aralkylamines Aryl iodides Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Iodobenzenes L-alpha-amino acids Monoalkylamines Monocarboxylic acids and derivatives O-iodophenols Organic oxides Organoiodides Organopnictogen compounds Phenylalanine and derivatives 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 Halobenzene Hydrocarbon derivative Iodobenzene L-alpha-amino acid 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 Phenylalanine or derivatives Primary aliphatic amine Primary amine Tyrosine or derivatives L-tyrosine derivative Other amino acids monoiodotyrosine non-proteinogenic L-alpha-amino acid Solid logp -1.51 ALOGPS logs -2.52 ALOGPS solubility 9.37e-01 g/l ALOGPS logp -0.56 ChemAxon pka_strongest_acidic 0.99 ChemAxon pka_strongest_basic 9.5 ChemAxon iupac (2S)-2-amino-3-(4-hydroxy-3-iodophenyl)propanoic acid ChemAxon average_mass 307.0851 ChemAxon mono_mass 306.970536611 ChemAxon smiles N[C@@H](CC1=CC=C(O)C(I)=C1)C(O)=O ChemAxon formula C9H10INO3 ChemAxon inchi InChI=1S/C9H10INO3/c10-6-3-5(1-2-8(6)12)4-7(11)9(13)14/h1-3,7,12H,4,11H2,(H,13,14)/t7-/m0/s1 ChemAxon inchikey UQTZMGFTRHFAAM-ZETCQYMHSA-N ChemAxon polar_surface_area 83.55 ChemAxon refractivity 60.46 ChemAxon polarizability 23.54 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Tyrosine Metabolism SMP00006 map00350 Specdb::NmrTwoD 928 Specdb::CMs 1887 Specdb::CMs 1890 Specdb::CMs 9065 Specdb::CMs 30956 Specdb::CMs 30957 Specdb::CMs 37249 Specdb::CMs 158153 Specdb::CMs 1047026 Specdb::CMs 1047028 Specdb::CMs 1047030 Specdb::CMs 1047031 Specdb::CMs 1047033 Specdb::CMs 1047035 Specdb::CMs 1047036 Specdb::CMs 1047038 Specdb::CMs 1047040 Specdb::CMs 1047042 Specdb::CMs 1047044 Specdb::CMs 1047046 Specdb::CMs 1047048 Specdb::NmrOneD 1035 Specdb::NmrOneD 141910 Specdb::NmrOneD 141911 Specdb::NmrOneD 141912 Specdb::NmrOneD 141913 Specdb::NmrOneD 141914 Specdb::NmrOneD 141915 Specdb::NmrOneD 141916 Specdb::NmrOneD 141917 Specdb::NmrOneD 141918 Specdb::NmrOneD 141919 Specdb::NmrOneD 141920 Specdb::NmrOneD 141921 Specdb::NmrOneD 141922 Specdb::NmrOneD 141923 Specdb::NmrOneD 141924 Specdb::NmrOneD 141925 Specdb::NmrOneD 141926 Specdb::NmrOneD 141927 Specdb::NmrOneD 141928 Specdb::NmrOneD 141929 Specdb::MsMs 36 Specdb::MsMs 37 Specdb::MsMs 38 Specdb::MsMs 2566 Specdb::MsMs 2567 Specdb::MsMs 2568 Specdb::MsMs 2569 Specdb::MsMs 2570 Specdb::MsMs 2571 Specdb::MsMs 2572 Specdb::MsMs 2573 Specdb::MsMs 2574 Specdb::MsMs 2575 Specdb::MsMs 2576 Specdb::MsMs 2577 Specdb::MsMs 2578 Specdb::MsMs 2579 Specdb::MsMs 2580 Specdb::MsMs 2581 Specdb::MsMs 2582 Specdb::MsMs 2583 Specdb::MsMs 263550 Specdb::MsMs 263551 Specdb::MsMs 263552 Specdb::MsMs 283479 HMDB00021 27847 IYR #<Reference:0x000055ce30f6a640> #<Reference:0x000055ce30f6a488> #<Reference:0x000055ce30f6a280> #<Reference:0x000055ce30f69dd0> #<Reference:0x000055ce30f69a38> #<Reference:0x000055ce30f69420> 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 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