1.0 2016-09-30 22:19:46 UTC 2020-05-21 16:26:52 UTC BMDB0000119 BMDB00119 Glyoxylic acid Glyoxylic acid, also known as glyoxylic acid or glyoxylic acid, belongs to the class of organic compounds known as carboxylic acids. Carboxylic acids are compounds containing a carboxylic acid group with the formula -C(=O)OH. Glyoxylic acid exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. Glyoxylic acid exists in all living species, ranging from bacteria to humans. L-Alanine and glyoxylic acid can be converted into glycine and pyruvic acid; which is catalyzed by the enzyme serine--pyruvate aminotransferase. In cattle, glyoxylic acid is involved in the metabolic pathway called the alanine metabolism pathway. Glyoxylic acid is a potentially toxic compound. alpha-Ketoacetic acid Formylformic acid Glyoxalate Glyoxalsaeure Glyoxylate Glyoxylsaeure Oxalaldehydic acid Oxoethanoic acid a-Ketoacetate a-Ketoacetic acid alpha-Ketoacetate Α-ketoacetate Α-ketoacetic acid Formylformate Glyoxalic acid Oxalaldehydate Oxoethanoate Oxoacetate Oxoacetic acid Glyoxylic acid, 2-(14)C-labeled Glyoxylic acid, sodium salt Glyoxylic acid, sodium salt, 2-(14)C-labeled Glyoxylic acid, 14c2-labeled Glyoxylic acid, calcium salt Glyoxylic acid, sodium salt, 14C-labeled C2H2O3 74.0355 74.00039393 2-oxoacetic acid glyoxylic acid 298-12-4 OC(=O)C=O InChI=1S/C2H2O3/c3-1-2(4)5/h1H,(H,4,5) HHLFWLYXYJOTON-UHFFFAOYSA-N belongs to the class of organic compounds known as carboxylic acids. Carboxylic acids are compounds containing a carboxylic acid group with the formula -C(=O)OH. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Carboxylic acids Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Short-chain aldehydes Aldehyde Aliphatic acyclic compound Carbonyl group Carboxylic acid Hydrocarbon derivative Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Short-chain aldehyde Aliphatic acyclic compounds 2-oxo monocarboxylic acid aldehydic acid Liquid melting_point -93 °C logp -0.59 ALOGPS logs 0.48 ALOGPS logp -0.13 ChemAxon pka_strongest_acidic 2.61 ChemAxon pka_strongest_basic -9.2 ChemAxon iupac 2-oxoacetic acid ChemAxon average_mass 74.0355 ChemAxon mono_mass 74.00039393 ChemAxon smiles OC(=O)C=O ChemAxon formula C2H2O3 ChemAxon inchi InChI=1S/C2H2O3/c3-1-2(4)5/h1H,(H,4,5) ChemAxon inchikey HHLFWLYXYJOTON-UHFFFAOYSA-N ChemAxon polar_surface_area 54.37 ChemAxon refractivity 13.5 ChemAxon polarizability 5.35 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Alanine Metabolism SMP0087164 Glycine and Serine Metabolism SMP0087245 Specdb::MsMs 171 Specdb::MsMs 172 Specdb::MsMs 173 Specdb::MsMs 2909 Specdb::MsMs 2910 Specdb::MsMs 2911 Specdb::MsMs 11255 Specdb::MsMs 11256 Specdb::MsMs 11257 Specdb::MsMs 17927 Specdb::MsMs 17928 Specdb::MsMs 17929 Specdb::MsMs 437683 Specdb::MsMs 437684 Specdb::MsMs 437685 Specdb::MsMs 2775380 Specdb::MsMs 2775381 Specdb::MsMs 2775382 Specdb::MsMs 2907258 Specdb::MsMs 2907259 Specdb::MsMs 2907260 Specdb::EiMs 1251 Specdb::NmrTwoD 1149 Specdb::CMs 893 Specdb::CMs 2958 Specdb::CMs 31004 Specdb::CMs 37302 Specdb::CMs 162291 Specdb::CMs 1050359 Specdb::NmrOneD 1091 Specdb::NmrOneD 4736 Specdb::NmrOneD 4737 Specdb::NmrOneD 142290 Specdb::NmrOneD 142291 Specdb::NmrOneD 142292 Specdb::NmrOneD 142293 Specdb::NmrOneD 142294 Specdb::NmrOneD 142295 Specdb::NmrOneD 142296 Specdb::NmrOneD 142297 Specdb::NmrOneD 142298 Specdb::NmrOneD 142299 Specdb::NmrOneD 142300 Specdb::NmrOneD 142301 Specdb::NmrOneD 142302 Specdb::NmrOneD 142303 Specdb::NmrOneD 142304 Specdb::NmrOneD 142305 Specdb::NmrOneD 142306 Specdb::NmrOneD 142307 Specdb::NmrOneD 142308 Specdb::NmrOneD 142309 Specdb::MsIr 186 Specdb::MsIr 187 Specdb::MsIr 188 All Tissues Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 C00048 DB04343 FDB007244 740 760 16891 C00001186 GLYOX Glyoxylic_acid 33659 3213 Jie, Yuanping; Song, Zhen. Method for preparing glyoxylic acid. Faming Zhuanli Shenqing Gongkai Shuomingshu (2007), 5pp. BMDBP00665 Peptidyl-glycine alpha-amidating monooxygenase P10731 PAM Enzyme BMDBP00793 Alanine--glyoxylate aminotransferase 2, mitochondrial Q17QF0 AGXT2 Enzyme BMDBP01367 Serine--pyruvate aminotransferase A7MBF1 AGXT Enzyme