1.0 2016-09-30 23:04:53 UTC 2020-04-22 15:12:22 UTC BMDB0003474 BMDB03474 3,5-Diiodo-L-tyrosine 3,5-Diiodo-L-tyrosine, also known as 3,5-diiodo-l-tyrosine or DIT, 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. 3,5-Diiodo-L-tyrosine is possibly soluble (in water) and a very strong basic compound (based on its pKa). 3,5-Diiodo-L-tyrosine exists in all living organisms, ranging from bacteria to humans. In cattle, 3,5-diiodo-L-tyrosine is involved in the metabolic pathway called thyroid hormone synthesis pathway. (2S)-2-Amino-3-(4-hydroxy-3,5-diiodophenyl)propanoic acid 3,5-Diiodotyrosine Diiodotyrosine DiIY DIT L-3,5-Diiodotyrosine L-Diiodotyrosine (2S)-2-Amino-3-(4-hydroxy-3,5-diiodophenyl)propanoate 3,5-Diiodotyrocine 3,5-Iodo-L-tyrosine 3,5-L-Diiodotyrosine 4-Hydroxy-3,5-diiodophenylalanine Iodogorgoic acid Acid, iodogorgoic C9H9I2NO3 432.9816 432.867179999 (2S)-2-amino-3-(4-hydroxy-3,5-diiodophenyl)propanoic acid 3,5-diiodotyrosine 300-39-0 [H][C@](N)(CC1=CC(I)=C(O)C(I)=C1)C(O)=O InChI=1S/C9H9I2NO3/c10-5-1-4(2-6(11)8(5)13)3-7(12)9(14)15/h1-2,7,13H,3,12H2,(H,14,15)/t7-/m0/s1 NYPYHUZRZVSYKL-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 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 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 diiodotyrosine non-proteinogenic L-alpha-amino acid Solid water_solubility 0.617 mg/mL at 25 °C logp -0.70 ALOGPS logs -2.92 ALOGPS logp 0.37 ChemAxon pka_strongest_acidic 0.48 ChemAxon pka_strongest_basic 9.45 ChemAxon iupac (2S)-2-amino-3-(4-hydroxy-3,5-diiodophenyl)propanoic acid ChemAxon average_mass 432.9816 ChemAxon mono_mass 432.867179999 ChemAxon smiles [H][C@](N)(CC1=CC(I)=C(O)C(I)=C1)C(O)=O ChemAxon formula C9H9I2NO3 ChemAxon inchi InChI=1S/C9H9I2NO3/c10-5-1-4(2-6(11)8(5)13)3-7(12)9(14)15/h1-2,7,13H,3,12H2,(H,14,15)/t7-/m0/s1 ChemAxon inchikey NYPYHUZRZVSYKL-ZETCQYMHSA-N ChemAxon polar_surface_area 83.55 ChemAxon refractivity 73.82 ChemAxon polarizability 29.1 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::CMs 2038 Specdb::CMs 8470 Specdb::CMs 31465 Specdb::CMs 38612 Specdb::CMs 172762 Specdb::NmrTwoD 1909 Specdb::MsMs 6395 Specdb::MsMs 6396 Specdb::MsMs 6397 Specdb::MsMs 6398 Specdb::MsMs 6399 Specdb::MsMs 6400 Specdb::MsMs 6401 Specdb::MsMs 6402 Specdb::MsMs 6403 Specdb::MsMs 6404 Specdb::MsMs 259881 Specdb::MsMs 259882 Specdb::MsMs 259883 Specdb::MsMs 279819 Specdb::MsMs 279820 Specdb::MsMs 279821 Specdb::MsMs 374971 Specdb::MsMs 437554 Specdb::MsMs 437555 Specdb::MsMs 437556 Specdb::MsMs 437557 Specdb::MsMs 437558 Specdb::MsMs 446014 Specdb::MsMs 446015 Specdb::MsMs 446016 Specdb::NmrOneD 1974 Specdb::NmrOneD 10602 Specdb::NmrOneD 10603 Specdb::NmrOneD 10604 Specdb::NmrOneD 10605 Specdb::NmrOneD 10606 Specdb::NmrOneD 10607 Specdb::NmrOneD 10608 Specdb::NmrOneD 10609 Specdb::NmrOneD 10610 Specdb::NmrOneD 10611 Specdb::NmrOneD 10612 Specdb::NmrOneD 10613 Specdb::NmrOneD 10614 Specdb::NmrOneD 10615 Specdb::NmrOneD 10616 Specdb::NmrOneD 10617 Specdb::NmrOneD 10618 Specdb::NmrOneD 10619 Specdb::NmrOneD 10620 Specdb::NmrOneD 10621 C01060 DB03374 FDB023181 8946 9305 15768 36719 6940 Savitskii, A. Ya. The preparation and properties of 3,5-diiodo-l-tyrosine. Zhurnal Obshchei Khimii (1939), 9 1342-4.