1.0 2011-09-21 00:18:42 UTC 2025-11-19 02:42:23 UTC FDB022731 3-Nitrotyrosine 3-Nitrotyrosine (NTyr) is formed in vivo in tissue or blood proteins after exposure to nitrosating and/or nitrating agents such as tetranitromethane. (PMID 8319651) Reactive nitrogen species such as peroxynitrite can nitrate specific amino acids, whether free or protein bound, and 3-nitrotyrosine is believed to be one marker of this reaction. (PMID 10833032) [HMDB] (2S)-2-amino-3-(4-Hydroxy-3-nitrophenyl)propanoate (2S)-2-amino-3-(4-Hydroxy-3-nitrophenyl)propanoic acid 3-Nitrotyrosine 5-Nitrotyrosine L-3-Nitrotyrosine m-Nitrotyrosine C9H10N2O5 226.1861 226.05897144 (2S)-2-amino-3-(4-hydroxy-3-nitrophenyl)propanoic acid nitrotyrosine 3604-79-3 N[C@@H](CC1=CC=C(O)C(=C1)[N+]([O-])=O)C(O)=O InChI=1S/C9H10N2O5/c10-6(9(13)14)3-5-1-2-8(12)7(4-5)11(15)16/h1-2,4,6,12H,3,10H2,(H,13,14)/t6-/m0/s1 FBTSQILOGYXGMD-LURJTMIESA-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 Carbonyl compounds Carboxylic acids Hydrocarbon derivatives L-alpha-amino acids Monoalkylamines Monocarboxylic acids and derivatives Nitroaromatic compounds Nitrobenzenes Nitrophenols Organic oxides Organic oxoazanium compounds Organic zwitterions Organopnictogen compounds Phenylalanine and derivatives Phenylpropanoic acids Propargyl-type 1,3-dipolar organic compounds 1-hydroxy-2-unsubstituted benzenoid 3-phenylpropanoic-acid Allyl-type 1,3-dipolar organic compound Alpha-amino acid Amine Amino acid Amphetamine or derivatives Aralkylamine Aromatic homomonocyclic compound Benzenoid C-nitro compound Carbonyl group Carboxylic acid Hydrocarbon derivative L-alpha-amino acid Monocarboxylic acid or derivatives Monocyclic benzene moiety Nitroaromatic compound Nitrobenzene Nitrophenol Organic 1,3-dipolar compound Organic nitro compound Organic nitrogen compound Organic oxide Organic oxoazanium Organic oxygen compound Organic zwitterion Organonitrogen compound Organooxygen compound Organopnictogen compound Phenol Phenylalanine or derivatives Primary aliphatic amine Primary amine Propargyl-type 1,3-dipolar organic compound Tyrosine or derivatives 3-nitrotyrosine L-tyrosine derivative non-proteinogenic L-alpha-amino acid Solid logp -2.07 ALOGPS logs -2.18 ALOGPS solubility 1.49e+00 g/l ALOGPS logp -1.6 ChemAxon pka_strongest_acidic 1.1 ChemAxon pka_strongest_basic 9.46 ChemAxon iupac (2S)-2-amino-3-(4-hydroxy-3-nitrophenyl)propanoic acid ChemAxon average_mass 226.1861 ChemAxon mono_mass 226.05897144 ChemAxon smiles N[C@@H](CC1=CC=C(O)C(=C1)[N+]([O-])=O)C(O)=O ChemAxon formula C9H10N2O5 ChemAxon inchi InChI=1S/C9H10N2O5/c10-6(9(13)14)3-5-1-2-8(12)7(4-5)11(15)16/h1-2,4,6,12H,3,10H2,(H,13,14)/t6-/m0/s1 ChemAxon inchikey FBTSQILOGYXGMD-LURJTMIESA-N ChemAxon polar_surface_area 126.69 ChemAxon refractivity 53.42 ChemAxon polarizability 20.55 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::NmrTwoD 1733 Specdb::NmrOneD 1793 Specdb::NmrOneD 148580 Specdb::NmrOneD 148581 Specdb::NmrOneD 148582 Specdb::NmrOneD 148583 Specdb::NmrOneD 148584 Specdb::NmrOneD 148585 Specdb::NmrOneD 148586 Specdb::NmrOneD 148587 Specdb::NmrOneD 148588 Specdb::NmrOneD 148589 Specdb::NmrOneD 148590 Specdb::NmrOneD 148591 Specdb::NmrOneD 148592 Specdb::NmrOneD 148593 Specdb::NmrOneD 148594 Specdb::NmrOneD 148595 Specdb::NmrOneD 148596 Specdb::NmrOneD 148597 Specdb::NmrOneD 148598 Specdb::NmrOneD 148599 Specdb::CMs 1889 Specdb::CMs 7998 Specdb::CMs 31373 Specdb::CMs 38180 Specdb::CMs 155759 Specdb::MsMs 1822 Specdb::MsMs 1823 Specdb::MsMs 1824 Specdb::MsMs 257157 Specdb::MsMs 257158 Specdb::MsMs 257159 Specdb::MsMs 277095 Specdb::MsMs 277096 Specdb::MsMs 277097 Specdb::MsMs 440092 Specdb::MsMs 2226266 Specdb::MsMs 2228459 Specdb::MsMs 2228663 Specdb::MsMs 2230764 Specdb::MsMs 2230974 Specdb::MsMs 2233243 Specdb::MsMs 2233295 Specdb::MsMs 2235609 Specdb::MsMs 2236313 Specdb::MsMs 2237050 Specdb::MsMs 2238483 Specdb::MsMs 2239118 Specdb::MsMs 2240573 Specdb::MsMs 2241113 Specdb::MsMs 2242641 HMDB01904 NIY #<Reference:0x000055ce325f2278> #<Reference:0x000055ce325f2048> #<Reference:0x000055ce325f1e40> #<Reference:0x000055ce325f1c60> #<Reference:0x000055ce325f1aa8> #<Reference:0x000055ce325f18c8> #<Reference:0x000055ce325f1710> #<Reference:0x000055ce325f1558> #<Reference:0x000055ce325f13a0> #<Reference:0x000055ce325f11e8> #<Reference:0x000055ce325f1030> #<Reference:0x000055ce325f0e78> #<Reference:0x000055ce325f0cc0> #<Reference:0x000055ce325f0b08> #<Reference:0x000055ce325f0950> #<Reference:0x000055ce325f0798> 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