1.0 2011-09-21 00:12:56 UTC 2015-07-21 06:57:10 UTC FDB022371 4-Imidazolone-5-propionic acid 4-Imidazolone-5-propanoate is a metabolite of histidine metabolism. It is produced from urocanic acid by the enzyme urocanate hydratase [EC:4.2.1.49]. 4-Imidazolone-5-propionic acid can spontaneously decay to 4-oxoglutaramate or formylisoglutamine. It is also converted to N-forminimo-L-glutamate by the enzyme imidazolonepropionase [EC:3.5.2.7]. [HMDB] (S)-3-(5-oxo-4,5-dihydro-3H-imidazol-4-yl)propanoate (S)-3-(5-oxo-4,5-dihydro-3H-imidazol-4-yl)propanoic acid 3-(4-oxo-4,5-dihydro-1H-imidazol-5-yl)propanoate 3-(4-oxo-4,5-dihydro-1H-imidazol-5-yl)propanoic acid 3-(5-oxo-4,5-dihydro-3H-imidazol-4-yl)propanoate 3-(5-oxo-4,5-dihydro-3H-imidazol-4-yl)propanoic acid 4-imidazolone-5-propanoate 4-imidazolone-5-propanoic acid 4-imidazolone-5-propionate 4-imidazolone-5-propionic acid 4,5-dihydro-4-oxo-5-imidazolepropanoate 4,5-dihydro-4-oxo-5-imidazolepropanoic acid 4,5-dihydro-5-oxo-1h-imidazole-4-propanoate 4,5-dihydro-5-oxo-1h-imidazole-4-propanoic acid imidazol-4-one-5-propionate imidazol-4-one-5-propionic acid imidazolone propionate imidazolone propionic acid imidazolonepropanoate imidazolonepropanoic acid C6H8N2O3 156.1393 156.053492132 3-(5-oxo-4,5-dihydro-1H-imidazol-4-yl)propanoic acid 3-(5-oxo-1,4-dihydroimidazol-4-yl)propanoic acid 17340-16-8 OC(=O)CCC1N=CNC1=O InChI=1S/C6H8N2O3/c9-5(10)2-1-4-6(11)8-3-7-4/h3-4H,1-2H2,(H,9,10)(H,7,8,11) HEXMLHKQVUFYME-UHFFFAOYSA-N belongs to the class of organic compounds known as imidazolyl carboxylic acids and derivatives. These are organic compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an imidazole ring. Imidazolyl carboxylic acids and derivatives Organic compounds Organoheterocyclic compounds Azoles Imidazoles Aliphatic heteromonocyclic compounds Azacyclic compounds Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Organonitrogen compounds Organopnictogen compounds Propargyl-type 1,3-dipolar organic compounds Aliphatic heteromonocyclic compound Azacycle Carbonyl group Carboxylic acid Carboxylic acid derivative Hydrocarbon derivative Imidazolyl carboxylic acid derivative 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 imidazolone monocarboxylic acid Solid logp -1.13 ALOGPS logs -1.17 ALOGPS solubility 1.04e+01 g/l ALOGPS logp -2 ChemAxon pka_strongest_acidic 3.51 ChemAxon pka_strongest_basic 4.69 ChemAxon iupac 3-(5-oxo-4,5-dihydro-1H-imidazol-4-yl)propanoic acid ChemAxon average_mass 156.1393 ChemAxon mono_mass 156.053492132 ChemAxon smiles OC(=O)CCC1N=CNC1=O ChemAxon formula C6H8N2O3 ChemAxon inchi InChI=1S/C6H8N2O3/c9-5(10)2-1-4-6(11)8-3-7-4/h3-4H,1-2H2,(H,9,10)(H,7,8,11) ChemAxon inchikey HEXMLHKQVUFYME-UHFFFAOYSA-N ChemAxon polar_surface_area 78.76 ChemAxon refractivity 35.22 ChemAxon polarizability 14.27 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Histidine Metabolism SMP00044 map00340 Specdb::CMs 19763 Specdb::CMs 37891 Specdb::CMs 165635 Specdb::MsMs 309991 Specdb::MsMs 309992 Specdb::MsMs 309993 Specdb::MsMs 354565 Specdb::MsMs 354566 Specdb::MsMs 354567 Specdb::MsMs 2267319 Specdb::MsMs 2267320 Specdb::MsMs 2267321 Specdb::MsMs 3071457 Specdb::MsMs 3071458 Specdb::MsMs 3071459 Specdb::MsIr 1037 Specdb::MsIr 1038 Specdb::MsIr 1039 HMDB01014 27384 #<Reference:0x000055ce32359098> 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