1.0 2011-09-21 00:04:20 UTC 2015-10-09 22:30:36 UTC FDB021874 4-Pyridoxic acid 4-Pyridoxic acid is the catabolic product of vitamin B6 (also known as pyridoxine, pyridoxal and pyradoxamine) which is excreted in the urine. Urinary levels of 4-pyridoxic acid are lower in females than in males and will be reduced in persons with riboflavin deficiency. 4-Pyridoxic acid is formed by the action of aldehyde oxidase I (an endogenous enzyme) and by microbial enzymes (pyridoxal 4-dehydrogenase), an NAD-dependent aldehyde dehydrogenase. 4-pyridoxic acid can be further broken down by the gut microflora via 4-pyridoxic acid dehydrogenase. This enzyme catalyzes the four electron oxidation of 4-pyridoxic acid to 3-hydroxy-2-methylpyridine-4,5-dicarboxylate, using nicotinamide adenine dinucleotide as a cofactor. [HMDB] 2-Methyl-3-hydroxy-4-carboxy-5-hydroxymethylpyridine 3-Hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridinecarboxylate 3-Hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridinecarboxylic acid 3-hydroxy-5-(hydroxymethyl)-2-methyl-Isonicotinate 3-hydroxy-5-(hydroxymethyl)-2-methyl-Isonicotinic acid 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinate 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinic acid 3-hydroxy-5-hydroxymethyl-2-methyl-isonicotinate 3-hydroxy-5-hydroxymethyl-2-methyl-isonicotinic acid 3-Hydroxy-5-hydroxymethyl-2-methyl-isonicotinsaeure 4-Pyridoxate 4-Pyridoxinate 4-Pyridoxinecarboxylate 4-Pyridoxinecarboxylic acid 4-Pyridoxinic acid 4-Pyridoxinsaeure 4-Pyridoxylate 4-Pyridoxylic acid Pyridoxate Pyridoxic acid C8H9NO4 183.1614 183.053157781 3-hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-carboxylic acid pyridoxic acid 82-82-6 CC1=NC=C(CO)C(C(O)=O)=C1O InChI=1S/C8H9NO4/c1-4-7(11)6(8(12)13)5(3-10)2-9-4/h2,10-11H,3H2,1H3,(H,12,13) HXACOUQIXZGNBF-UHFFFAOYSA-N belongs to the class of organic compounds known as pyridinecarboxylic acids. Pyridinecarboxylic acids are compounds containing a pyridine ring bearing a carboxylic acid group. Pyridinecarboxylic acids Organic compounds Organoheterocyclic compounds Pyridines and derivatives Pyridinecarboxylic acids and derivatives Aromatic heteromonocyclic compounds Aromatic alcohols Azacyclic compounds Carboxylic acids Heteroaromatic compounds Hydrocarbon derivatives Hydroxypyridines Methylpyridines Monocarboxylic acids and derivatives Organic oxides Organonitrogen compounds Organopnictogen compounds Primary alcohols Vinylogous acids Alcohol Aromatic alcohol Aromatic heteromonocyclic compound Azacycle Carboxylic acid Carboxylic acid derivative Heteroaromatic compound Hydrocarbon derivative Hydroxypyridine Methylpyridine Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary alcohol Pyridine carboxylic acid Vinylogous acid hydroxymethylpyridine methylpyridines monohydroxypyridine vitamin B6 Solid logp -0.08 ALOGPS logs -1.32 ALOGPS solubility 8.71e+00 g/l ALOGPS logp -0.75 ChemAxon pka_strongest_acidic 2.55 ChemAxon pka_strongest_basic 4.09 ChemAxon iupac 3-hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-carboxylic acid ChemAxon average_mass 183.1614 ChemAxon mono_mass 183.053157781 ChemAxon smiles CC1=NC=C(CO)C(C(O)=O)=C1O ChemAxon formula C8H9NO4 ChemAxon inchi InChI=1S/C8H9NO4/c1-4-7(11)6(8(12)13)5(3-10)2-9-4/h2,10-11H,3H2,1H3,(H,12,13) ChemAxon inchikey HXACOUQIXZGNBF-UHFFFAOYSA-N ChemAxon polar_surface_area 90.65 ChemAxon refractivity 44.55 ChemAxon polarizability 17.19 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Vitamin B6 Metabolism SMP00017 map00750 Specdb::NmrTwoD 925 Specdb::MsIr 94 Specdb::MsIr 95 Specdb::MsIr 96 Specdb::NmrOneD 1032 Specdb::NmrOneD 166315 Specdb::NmrOneD 166391 Specdb::NmrOneD 166392 Specdb::NmrOneD 166554 Specdb::NmrOneD 166556 Specdb::MsMs 6154 Specdb::MsMs 6155 Specdb::MsMs 6156 Specdb::MsMs 6157 Specdb::MsMs 6158 Specdb::MsMs 6159 Specdb::MsMs 6160 Specdb::MsMs 6161 Specdb::MsMs 305956 Specdb::MsMs 305957 Specdb::MsMs 305958 Specdb::MsMs 349459 Specdb::MsMs 349460 Specdb::MsMs 349461 Specdb::MsMs 438691 Specdb::MsMs 439258 Specdb::MsMs 440067 Specdb::MsMs 446837 Specdb::MsMs 446838 Specdb::MsMs 446839 Specdb::MsMs 446840 Specdb::MsMs 446841 Specdb::MsMs 448196 Specdb::MsMs 448197 Specdb::MsMs 451897 Specdb::CMs 1679 Specdb::CMs 18018 Specdb::CMs 30952 Specdb::CMs 32212 Specdb::CMs 37246 Specdb::CMs 133066 Specdb::CMs 140800 Specdb::CMs 1046987 Specdb::CMs 1046989 Specdb::CMs 1046991 Specdb::CMs 1046993 Specdb::CMs 1046995 Specdb::CMs 1046997 Specdb::CMs 1046999 Specdb::CMs 1047000 Specdb::CMs 1047002 Specdb::CMs 1047004 Specdb::CMs 1047006 Specdb::CMs 1047008 Specdb::CMs 1047010 HMDB00017 17405 #<Reference:0x000055ce3231b6f8> #<Reference:0x000055ce3231b4f0> #<Reference:0x000055ce3231b338> #<Reference:0x000055ce3231b158> #<Reference:0x000055ce3231af50> #<Reference:0x000055ce3231ad98> #<Reference:0x000055ce3231abb8> #<Reference:0x000055ce3231a9b0> #<Reference:0x000055ce3231a7f8> #<Reference:0x000055ce3231a618> #<Reference:0x000055ce3231a410> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Beer Type 2 specific 0.028667 0.044 0.0 mg/100 g 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