1.0 2016-10-03 18:22:00 UTC 2020-05-21 16:28:50 UTC BMDB0011631 BMDB11631 L-3-Hydroxykynurenine L-3-Hydroxykynurenine, also known as L-3-hydroxykynurenine, 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. L-3-Hydroxykynurenine is possibly soluble (in water) and a very strong basic compound (based on its pKa). L-3-Hydroxykynurenine exists in all living species, ranging from bacteria to humans. L-3-Hydroxykynurenine participates in a number of enzymatic reactions, within cattle. In particular, L-3-Hydroxykynurenine can be biosynthesized from L-kynurenine; which is catalyzed by the enzyme kynurenine 3-monooxygenase. In addition, L-3-Hydroxykynurenine can be converted into 3-hydroxyanthranilic acid and L-alanine through its interaction with the enzyme kynureninase. In cattle, L-3-hydroxykynurenine is involved in the metabolic pathway called the tryptophan metabolism pathway. (2S)-2-Amino-4-(2-amino-3-hydroxyphenyl)-4-oxobutanoic acid 3-(3-Hydroxyanthraniloyl)-L-alanine (2S)-2-Amino-4-(2-amino-3-hydroxyphenyl)-4-oxobutanoate 3-(2-Amino-3-hydroxybenzoyl)-L-alanine 3-Hydroxy-L-kynurenine L-3-HK C10H12N2O4 224.2133 224.079706882 (2S)-2-amino-4-(2-amino-3-hydroxyphenyl)-4-oxobutanoic acid 3-hydroxy-L-kynurenine 606-14-4 N[C@@H](CC(=O)C1=CC=CC(O)=C1N)C(O)=O InChI=1S/C10H12N2O4/c11-6(10(15)16)4-8(14)5-2-1-3-7(13)9(5)12/h1-3,6,13H,4,11-12H2,(H,15,16)/t6-/m0/s1 VCKPUUFAIGNJHC-LURJTMIESA-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. Organic compounds Organic oxygen compounds Organooxygen compounds Carbonyl compounds Alkyl-phenylketones 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 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 o-Aminophenols 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Alkyl-phenylketone Alpha-amino acid Alpha-amino acid or derivatives Amine Amino acid Amino acid or derivatives Aminophenol 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 O-aminophenol Organic nitrogen compound Organic oxide Organonitrogen compound Organopnictogen compound Phenol Primary aliphatic amine Primary amine Vinylogous amide Aromatic homomonocyclic compounds 3-hydroxykynurenine Solid logp -2.09 ALOGPS logs -1.83 ALOGPS logp -2.2 ChemAxon pka_strongest_acidic 0.99 ChemAxon pka_strongest_basic 8.9 ChemAxon iupac (2S)-2-amino-4-(2-amino-3-hydroxyphenyl)-4-oxobutanoic acid ChemAxon average_mass 224.2133 ChemAxon mono_mass 224.079706882 ChemAxon smiles N[C@@H](CC(=O)C1=CC=CC(O)=C1N)C(O)=O ChemAxon formula C10H12N2O4 ChemAxon inchi InChI=1S/C10H12N2O4/c11-6(10(15)16)4-8(14)5-2-1-3-7(13)9(5)12/h1-3,6,13H,4,11-12H2,(H,15,16)/t6-/m0/s1 ChemAxon inchikey VCKPUUFAIGNJHC-LURJTMIESA-N ChemAxon polar_surface_area 126.64 ChemAxon refractivity 57.03 ChemAxon polarizability 21.67 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 6 ChemAxon donor_count 4 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 Tryptophan Metabolism SMP0087237 Specdb::CMs 2446 Specdb::CMs 39731 Specdb::CMs 159048 Specdb::MsMs 72534 Specdb::MsMs 72535 Specdb::MsMs 72536 Specdb::MsMs 131490 Specdb::MsMs 131491 Specdb::MsMs 131492 Specdb::MsMs 2713897 Specdb::MsMs 2713898 Specdb::MsMs 2713899 Specdb::MsMs 2964873 Specdb::MsMs 2964874 Specdb::MsMs 2964875 Specdb::NmrOneD 93612 Specdb::NmrOneD 93613 Specdb::NmrOneD 93614 Specdb::NmrOneD 93615 Specdb::NmrOneD 93616 Specdb::NmrOneD 93617 Specdb::NmrOneD 93618 Specdb::NmrOneD 93619 Specdb::NmrOneD 93620 Specdb::NmrOneD 93621 Specdb::NmrOneD 93622 Specdb::NmrOneD 93623 Specdb::NmrOneD 93624 Specdb::NmrOneD 93625 Specdb::NmrOneD 93626 Specdb::NmrOneD 93627 Specdb::NmrOneD 93628 Specdb::NmrOneD 93629 Specdb::NmrOneD 93630 Specdb::NmrOneD 93631 C03227 FDB028330 11318 17380 11811 3DJ C00007443 3-HYDROXY-L-KYNURENINE 3-Hydroxykynurenine BMDBP00239 Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q5E9N4 AADAT Enzyme BMDBP02928 Kynureninase F1MCH2 KYNU Enzyme BMDBP02930 Kynurenine 3-monooxygenase E1BN59 KMO Enzyme