1.0 2011-09-21 00:28:19 UTC 2024-11-29 22:26:26 UTC FDB023338 2-Oxoarginine 2-Oxoarginine is a guanidino compound metabolite of arginine catabolism. 2-Oxoarginine levels are increased in patients with argininemia (OMIM:207800). Argininemia, characterized by arginase deficiency (EC 3.5.3.1, catalyzes the last step of the urea cycle) is an autosomal recessive inborn error of metabolism caused by a defect in the final step in the urea cycle, the hydrolysis of arginine to urea and ornithine. Accumulation of arginine metabolites (such as guanidino compounds) especially 2-oxoarginine, may produce the central nervous system damage in argininemia. (PMID: 3433275, 1588833, 1690873, 819629) [HMDB] 2-oxo-5-Guanidino-pentanoate 2-oxo-5-Guanidino-pentanoic acid 2-oxo-5-Guanidinopentanoate 2-oxo-5-Guanidinopentanoic acid 2-oxo-5-Guanidinovalerate 2-Oxo-5-guanidinovaleric acid 5-((Aminoiminomethyl)amino)-2-oxopentanoate 5-((Aminoiminomethyl)amino)-2-oxopentanoic acid 5-(diaminomethylideneamino)-2-oxopentanoate 5-(diaminomethylideneamino)-2-oxopentanoic acid 5-Guanidino-2-oxo-pentanoate 5-Guanidino-2-oxo-pentanoic acid 5-Guanidino-2-oxopentanoate 5-Guanidino-2-oxopentanoic acid 5-Guanidino-2-oxovaleric acid a-keto-d-Guanidinovaleric acid a-keto-delta-Guanidinopentanoate a-keto-delta-Guanidinopentanoic acid a-keto-delta-Guanidinovalerate a-keto-delta-Guanidinovaleric acid a-keto-δ-guanidinopentanoate a-keto-δ-guanidinopentanoic acid a-keto-δ-guanidinovalerate a-keto-δ-guanidinovaleric acid alpha-keto-delta-Guanidinopentanoate alpha-keto-delta-Guanidinopentanoic acid alpha-keto-delta-Guanidinovalerate alpha-keto-delta-Guanidinovaleric acid d-Guanidino-a-oxovaleric acid d-Guanido-a-ketovaleric acid delta-Guanidino-alpha-oxovaleric acid delta-Guanido-alpha-ketovaleric acid α-keto-δ-guanidinopentanoate α-keto-δ-guanidinopentanoic acid α-keto-δ-guanidinovalerate α-keto-δ-guanidinovaleric acid C6H11N3O3 173.1698 173.080041233 5-[(diaminomethylidene)amino]-2-oxopentanoic acid 5-[(diaminomethylidene)amino]-2-oxopentanoic acid 3715-10-4 NC(N)=NCCCC(=O)C(O)=O InChI=1S/C6H11N3O3/c7-6(8)9-3-1-2-4(10)5(11)12/h1-3H2,(H,11,12)(H4,7,8,9) ARBHXJXXVVHMET-UHFFFAOYSA-N belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms. Short-chain keto acids and derivatives Organic compounds Organic acids and derivatives Keto acids and derivatives Short-chain keto acids and derivatives Aliphatic acyclic compounds Alpha-hydroxy ketones Alpha-keto acids and derivatives Carboximidamides Carboxylic acids Guanidines Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Propargyl-type 1,3-dipolar organic compounds Aliphatic acyclic compound Alpha-hydroxy ketone Alpha-keto acid Carbonyl group Carboximidamide Carboxylic acid Carboxylic acid derivative Guanidine Hydrocarbon derivative Ketone Monocarboxylic acid or derivatives Organic 1,3-dipolar compound Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Propargyl-type 1,3-dipolar organic compound Short-chain keto acid 2-oxo monocarboxylic acid Solid logp -1.43 ALOGPS logs -1.94 ALOGPS solubility 1.97e+00 g/l ALOGPS logp -2.4 ChemAxon pka_strongest_acidic 3.01 ChemAxon pka_strongest_basic 10.71 ChemAxon iupac 5-[(diaminomethylidene)amino]-2-oxopentanoic acid ChemAxon average_mass 173.1698 ChemAxon mono_mass 173.080041233 ChemAxon smiles NC(N)=NCCCC(=O)C(O)=O ChemAxon formula C6H11N3O3 ChemAxon inchi InChI=1S/C6H11N3O3/c7-6(8)9-3-1-2-4(10)5(11)12/h1-3H2,(H,11,12)(H4,7,8,9) ChemAxon inchikey ARBHXJXXVVHMET-UHFFFAOYSA-N ChemAxon polar_surface_area 118.77 ChemAxon refractivity 41.23 ChemAxon polarizability 16.72 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon D-Arginine and D-Ornithine Metabolism SMP00036 map00472 Metabolsim and Physiological Effects of Argininic acid SMP0125504 Specdb::MsIr 2167 Specdb::MsIr 2168 Specdb::MsIr 2169 Specdb::CMs 17706 Specdb::CMs 38734 Specdb::CMs 168095 Specdb::NmrOneD 47942 Specdb::NmrOneD 47943 Specdb::NmrOneD 47944 Specdb::NmrOneD 47945 Specdb::NmrOneD 47946 Specdb::NmrOneD 47947 Specdb::NmrOneD 47948 Specdb::NmrOneD 47949 Specdb::NmrOneD 47950 Specdb::NmrOneD 47951 Specdb::NmrOneD 47952 Specdb::NmrOneD 47953 Specdb::NmrOneD 47954 Specdb::NmrOneD 47955 Specdb::NmrOneD 47956 Specdb::NmrOneD 47957 Specdb::NmrOneD 47958 Specdb::NmrOneD 47959 Specdb::NmrOneD 47960 Specdb::NmrOneD 47961 Specdb::MsMs 2373 Specdb::MsMs 2374 Specdb::MsMs 2375 Specdb::MsMs 8486 Specdb::MsMs 8487 Specdb::MsMs 8488 Specdb::MsMs 15158 Specdb::MsMs 15159 Specdb::MsMs 15160 Specdb::MsMs 2748589 Specdb::MsMs 2748590 Specdb::MsMs 2748591 Specdb::MsMs 2934216 Specdb::MsMs 2934217 Specdb::MsMs 2934218 HMDB04225 #<Reference:0x000055ce317c3d78> #<Reference:0x000055ce317c3bc0> #<Reference:0x000055ce317c3a08> #<Reference:0x000055ce317c3850> #<Reference:0x000055ce317c3698> 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