1.0 2011-09-21 00:09:43 UTC 2026-09-18 19:41:38 UTC FDB022181 L-Kynurenine Kynurenine is a metabolite of the amino acid tryptophan used in the production of niacin. L-kynurenine is a central compound of the pathway of tryptophan metabolism pathway since it can change to the neuroprotective agent kynurenic acid or to the neurotoxic agent quinolinic acid. The break-up of these endogenous compounds' balance can be observable in many disorders. It can occur in neurodegenerative disorders, such as Parkinson's disease, Huntington's and Alzheimer's disease, in stroke, in epilepsy, in multiple sclerosis, in amyotrophic lateral sclerosis, and in mental failures, such as schizophrenia and depression. [HMDB] (2S)-2-amino-4-(2-Aminophenyl)-4-oxobutanoate (2S)-2-amino-4-(2-Aminophenyl)-4-oxobutanoic acid (alphaS)-alpha,2-diamino-3-hydroxy-gamma-oxo-Benzenebutanoate (alphaS)-alpha,2-diamino-3-hydroxy-gamma-oxo-Benzenebutanoic acid (S)-alpha,2-diamino-3-hydroxy-gamma-oxo-Benzenebutanoate (S)-alpha,2-diamino-3-hydroxy-gamma-oxo-Benzenebutanoic acid 3-(3-Hydroxyanthraniloyl)-L-alanine 3-anthraniloyl-Alanine 3-anthraniloyl-L-alanine 3-Anthraniloylalanine 3-Hydroxy-L-kynurenine alpha,2-diamino-gamma-oxo-Benzenebutanoate alpha,2-diamino-gamma-oxo-Benzenebutanoic acid dl-Kynurenine DL-Kynureninefree base Kynurenin KYNURENINE Quinurenine C10H12N2O3 208.2139 208.08479226 (2S)-2-amino-4-(2-aminophenyl)-4-oxobutanoic acid L-kynurenine 2922-83-0 N[C@@H](CC(=O)C1=CC=CC=C1N)C(O)=O InChI=1S/C10H12N2O3/c11-7-4-2-1-3-6(7)9(13)5-8(12)10(14)15/h1-4,8H,5,11-12H2,(H,14,15)/t8-/m0/s1 YGPSJZOEDVAXAB-QMMMGPOBSA-N belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Alkyl-phenylketones Organic compounds Organic oxygen compounds Organooxygen compounds Carbonyl compounds Aromatic homomonocyclic compounds Amino acids Aniline and substituted anilines Aryl alkyl ketones Benzoyl derivatives Beta-amino ketones Butyrophenones Carboxylic acids Gamma-keto acids and derivatives Hydrocarbon derivatives L-alpha-amino acids Monoalkylamines Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Vinylogous amides Alkyl-phenylketone Alpha-amino acid Alpha-amino acid or derivatives Amine Amino acid Amino acid or derivatives Aniline or substituted anilines Aromatic homomonocyclic compound Aryl alkyl ketone Benzenoid Benzoyl Beta-aminoketone Butyrophenone Carboxylic acid Carboxylic acid derivative Gamma-keto acid Hydrocarbon derivative Keto acid L-alpha-amino acid Monocarboxylic acid or derivatives Monocyclic benzene moiety Organic nitrogen compound Organic oxide Organonitrogen compound Organopnictogen compound Primary aliphatic amine Primary amine Vinylogous amide kynurenine non-proteinogenic L-alpha-amino acid Solid logp -1.93 ALOGPS logs -2.10 ALOGPS solubility 1.67e+00 g/l ALOGPS logp -1.9 ChemAxon pka_strongest_acidic 1.19 ChemAxon pka_strongest_basic 8.96 ChemAxon iupac (2S)-2-amino-4-(2-aminophenyl)-4-oxobutanoic acid ChemAxon average_mass 208.2139 ChemAxon mono_mass 208.08479226 ChemAxon smiles N[C@@H](CC(=O)C1=CC=CC=C1N)C(O)=O ChemAxon formula C10H12N2O3 ChemAxon inchi InChI=1S/C10H12N2O3/c11-7-4-2-1-3-6(7)9(13)5-8(12)10(14)15/h1-4,8H,5,11-12H2,(H,14,15)/t8-/m0/s1 ChemAxon inchikey YGPSJZOEDVAXAB-QMMMGPOBSA-N ChemAxon polar_surface_area 106.41 ChemAxon refractivity 55.05 ChemAxon polarizability 20.59 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Tryptophan Metabolism SMP00063 map00380 Metabolism and Physiological Effects of Quinolinic Acid SMP0123249 Metabolism and Physiological Effects of Kynurenic Acid SMP0123300 Metabolism and Physiological Effects of Kynurenine SMP0125524 Metabolism and Physiological Effects of 2-Aminobenzoic acid SMP0126869 Specdb::NmrTwoD 1422 Specdb::NmrOneD 1476 Specdb::NmrOneD 4870 Specdb::NmrOneD 4871 Specdb::NmrOneD 7402 Specdb::NmrOneD 7403 Specdb::NmrOneD 7404 Specdb::NmrOneD 7405 Specdb::NmrOneD 7406 Specdb::NmrOneD 7407 Specdb::NmrOneD 7408 Specdb::NmrOneD 7409 Specdb::NmrOneD 7410 Specdb::NmrOneD 7411 Specdb::NmrOneD 7412 Specdb::NmrOneD 7413 Specdb::NmrOneD 7414 Specdb::NmrOneD 7415 Specdb::NmrOneD 7416 Specdb::NmrOneD 7417 Specdb::NmrOneD 7418 Specdb::NmrOneD 7419 Specdb::NmrOneD 7420 Specdb::NmrOneD 7421 Specdb::CMs 603 Specdb::CMs 3445 Specdb::CMs 30600 Specdb::CMs 32091 Specdb::CMs 32095 Specdb::CMs 37695 Specdb::CMs 173961 Specdb::CMs 1072418 Specdb::CMs 1072420 Specdb::CMs 1072422 Specdb::CMs 1072423 Specdb::CMs 1072425 Specdb::MsMs 948 Specdb::MsMs 949 Specdb::MsMs 950 Specdb::MsMs 4382 Specdb::MsMs 4383 Specdb::MsMs 4384 Specdb::MsMs 4385 Specdb::MsMs 4386 Specdb::MsMs 4387 Specdb::MsMs 4388 Specdb::MsMs 4389 Specdb::MsMs 4390 Specdb::MsMs 4391 Specdb::MsMs 180186 Specdb::MsMs 180187 Specdb::MsMs 180188 Specdb::MsMs 182520 Specdb::MsMs 182521 Specdb::MsMs 182522 Specdb::MsMs 439551 Specdb::MsMs 439552 Specdb::MsMs 439553 Specdb::MsMs 439554 Specdb::MsMs 439555 Specdb::MsMs 439556 Specdb::MsIr 736 Specdb::MsIr 737 Specdb::MsIr 738 HMDB00684 KYN #<Reference:0x0000558be77f0328> #<Reference:0x0000558be77f0170> #<Reference:0x0000558be77eff18> #<Reference:0x0000558be77efd10> #<Reference:0x0000558be77efab8> #<Reference:0x0000558be77ef8b0> #<Reference:0x0000558be77ef6a8> #<Reference:0x0000558be77ef3d8> #<Reference:0x0000558be77eef50> #<Reference:0x0000558be77eed48> #<Reference:0x0000558be77eeb40> #<Reference:0x0000558be77ee988> #<Reference:0x0000558be77ee618> #<Reference:0x0000558be77ee280> #<Reference:0x0000558be77ee028> #<Reference:0x0000558be77edd80> #<Reference:0x0000558be77edab0> #<Reference:0x0000558be77ed880> #<Reference:0x0000558be77ed5d8> #<Reference:0x0000558be77ed308> 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 Columba 8930 Cow milk, pasteurized, vitamin A + D added, 0% fat Type 2 specific Cow milk, pasteurized, vitamin A + D added, 1% fat Type 2 specific Cow milk, pasteurized, vitamin A + D added, 2% fat Type 2 specific Cow milk, pasteurized, vitamin D added, 3.25% fat Type 2 specific Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 Animal Capra aegagrus hircus 9925 Domestic pig Type 1 Animal Sus scrofa domesticus 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus cuniculus 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 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus hemionus 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 Aspartate aminotransferase, mitochondrial P00505 GOT2 Kynurenine--oxoglutarate transaminase 1 Q16773 CCBL1 Kynurenine--oxoglutarate transaminase 3 Q6YP21 CCBL2 Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Immunosuppressant 1033 An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.