1.0 2016-09-30 22:18:33 UTC 2020-05-11 20:56:49 UTC BMDB0000021 BMDB00021 Iodotyrosine Iodotyrosine, also known as MIT or IYR, 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. Iodotyrosine exists as a solid, possibly soluble (in water), and a very strong basic compound (based on its pKa) molecule. Iodotyrosine exists in all living organisms, ranging from bacteria to humans. In cattle, iodotyrosine is involved in the metabolic pathway called thyroid hormone synthesis pathway. (2S)-2-Amino-3-(4-hydroxy-3-iodophenyl)propanoic acid 3-IODO-tyrosine MIT (2S)-2-Amino-3-(4-hydroxy-3-iodophenyl)propanoate 3-Iodo-4-hydroxyphenylalanine 3-Iodo-L-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. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Tyrosine and derivatives 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 Aromatic homomonocyclic compounds L-tyrosine derivative Other amino acids monoiodotyrosine non-proteinogenic L-alpha-amino acid Solid melting_point 205 °C water_solubility 3 mg/mL logp -1.51 ALOGPS logs -2.52 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 number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Thyroid Hormone Synthesis SMP0087269 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::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 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 Thyroid Gland Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 DB01758 FDB021875 C02515 439744 388804 27847 CPD-12288 39998 3-Iodotyrosine Hillmann, Gunther; Hillmann-Elies, Anneliese. Synthesis of 3-iodo-L-tyrosine. Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie (1956), 305 177-81.