2.0 2012-05-31 13:56:40 -0600 2015-09-13 12:56:12 -0600 ECMDB02329 M2MDB000458 Oxalic acid Oxalic acid is a chemical compound with the formula H2C2O4. This dicarboxylic acid is better described with the formula HOOCCOOH. It is a relatively strong organic acid, being about 3,000 times as strong as acetic acid. The di-anion, known as oxalate, is also a reducing agent as well as a ligand in coordination chemistry. Many metal ions form insoluble precipitates with oxalate, a prominent example being calcium oxalate. (Wikipedia) Ammonium oxalate Ammonium oxalic acid Ethane-1,2-dioate Ethane-1,2-dioic acid Ethanedioate Ethanedioate dihydrate Ethanedioic acid Ethanedioic acid dihydrate Ethanedioic acid dihydric acid Ethanedionate Ethanedionic acid Kyselina stavelova Oxaalzuur Oxalate Oxalate 2-Hydrate Oxalate anhydrous Oxalate diammonium salt Oxalate dihydrate Oxalic acid Oxalic acid 2-Hydrate Oxalic acid 2-Hydric acid Oxalic acid anhydrous Oxalic acid diammonium salt Oxalic acid dihydrate Oxalic acid dihydric acid C2H2O4 90.0349 89.995308552 oxalic acid oxalic acid 144-62-7 OC(=O)C(O)=O InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6) MUBZPKHOEPUJKR-UHFFFAOYSA-N Solid Cytosol logp -0.51 ALOGPS logs -0.14 ALOGPS solubility 6.57e+01 g/l ALOGPS melting_point 189.5 oC logp -0.26 ChemAxon pka_strongest_acidic 1.36 ChemAxon iupac oxalic acid ChemAxon average_mass 90.0349 ChemAxon mono_mass 89.995308552 ChemAxon smiles OC(=O)C(O)=O ChemAxon formula C2H2O4 ChemAxon inchi InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6) ChemAxon inchikey MUBZPKHOEPUJKR-UHFFFAOYSA-N ChemAxon polar_surface_area 74.6 ChemAxon refractivity 14.44 ChemAxon polarizability 6.23 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Glyoxylate and dicarboxylate metabolism ec00630 Microbial metabolism in diverse environments ec01120 Chloroalkane and chloroalkene degradation ec00625 Specdb::CMs 816 Specdb::CMs 817 Specdb::CMs 818 Specdb::CMs 922 Specdb::CMs 16735 Specdb::CMs 27637 Specdb::CMs 30395 Specdb::CMs 30659 Specdb::CMs 30758 Specdb::CMs 31407 Specdb::CMs 32326 Specdb::CMs 38367 Specdb::CMs 175322 Specdb::EiMs 1271 Specdb::NmrOneD 312091 Specdb::NmrOneD 312092 Specdb::NmrOneD 312093 Specdb::NmrOneD 312094 Specdb::NmrOneD 312095 Specdb::NmrOneD 312096 Specdb::NmrOneD 312097 Specdb::NmrOneD 312098 Specdb::NmrOneD 312099 Specdb::NmrOneD 312100 Specdb::MsMs 2061 Specdb::MsMs 2062 Specdb::MsMs 2063 Specdb::MsMs 5769 Specdb::MsMs 8279 Specdb::MsMs 8280 Specdb::MsMs 8281 Specdb::MsMs 14951 Specdb::MsMs 14952 Specdb::MsMs 14953 Specdb::MsMs 2706749 Specdb::MsMs 2706750 Specdb::MsMs 2706751 Specdb::MsMs 2998166 Specdb::MsMs 2998167 Specdb::MsMs 2998168 HMDB02329 971 946 C00209 16995 OXALATE OXL Oxalic acid Keseler, I. 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J Nephrol. 1998 Mar-Apr;11 Suppl 1:23-8. 9604805 http://hmdb.ca/system/metabolites/msds/000/001/912/original/HMDB02329.pdf?1358462206 Formyl-coenzyme A transferase P69902 FCTA_ECOLI frc http://ecmdb.ca/proteins/P69902.xml Formyl-CoA + Oxalic acid <> Formic acid + Oxalyl-CoA RXN0-1382 dehydroascorbate (bicyclic form) + Hydrogen peroxide > L-threonate + Oxalic acid + Hydrogen ion RXN-12863 Formyl-CoA + Oxalic acid Formic acid + Oxalyl-CoA RXN0-1382 Formyl-CoA + Oxalic acid > Formic acid + Oxalyl-CoA Acetyl-CoA + Oxalic acid <> Acetic acid + Oxalyl-CoA R10614