2.0 2012-05-31 14:29:20 -0600 2015-06-03 17:19:23 -0600 ECMDB20135 M2MDB000983 D-4-Hydroxy-2-oxoglutarate D-4-hydroxy-2-oxoglutarate is a member of the chemical class known as Gamma Keto-Acids and Derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom. (+/-)-2-hydroxy-4-oxopentanedioate (+/-)-2-hydroxy-4-oxopentanedioic acid 2-hydroxy-4-oxopentanedioate 2-hydroxy-4-oxopentanedioic acid 2-keto-4-hydroxyglutarate 2-keto-4-Hydroxyglutaric acid 2-Oxo-4-hydroxyglutarate 2-oxo-4-Hydroxyglutaric acid 4-hydroxy-2-ketoglutarate 4-Hydroxy-2-ketoglutaric acid 4-hydroxy-2-oxoglutarate 4-Hydroxy-2-oxoglutaric acid D-4-hydroxy-2-ketoglutarate D-4-Hydroxy-2-ketoglutaric acid D-4-Hydroxy-2-oxoglutaric acid C5H6O6 162.0975 162.016437924 (2R)-2-hydroxy-4-oxopentanedioic acid D-4-hydroxy-2-oxoglutaric acid [H][C@@](O)(CC(=O)C(O)=O)C(O)=O InChI=1S/C5H6O6/c6-2(4(8)9)1-3(7)5(10)11/h2,6H,1H2,(H,8,9)(H,10,11)/t2-/m1/s1 WXSKVKPSMAHCSG-UWTATZPHSA-N Cytoplasm Periplasm logp -1.11 ALOGPS logs -0.37 ALOGPS solubility 6.98e+01 g/l ALOGPS logp -0.82 ChemAxon pka_strongest_acidic 2.45 ChemAxon pka_strongest_basic -3.9 ChemAxon iupac (2R)-2-hydroxy-4-oxopentanedioic acid ChemAxon average_mass 162.0975 ChemAxon mono_mass 162.016437924 ChemAxon smiles [H][C@@](O)(CC(=O)C(O)=O)C(O)=O ChemAxon formula C5H6O6 ChemAxon inchi InChI=1S/C5H6O6/c6-2(4(8)9)1-3(7)5(10)11/h2,6H,1H2,(H,8,9)(H,10,11)/t2-/m1/s1 ChemAxon inchikey WXSKVKPSMAHCSG-UWTATZPHSA-N ChemAxon polar_surface_area 111.9 ChemAxon refractivity 30.22 ChemAxon polarizability 12.94 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Arginine and proline metabolism ec00330 Specdb::CMs 33856 Specdb::CMs 48230 Specdb::CMs 159283 Specdb::NmrOneD 58872 Specdb::NmrOneD 58873 Specdb::NmrOneD 58874 Specdb::NmrOneD 58875 Specdb::NmrOneD 58876 Specdb::NmrOneD 58877 Specdb::NmrOneD 58878 Specdb::NmrOneD 58879 Specdb::NmrOneD 58880 Specdb::NmrOneD 58881 Specdb::NmrOneD 58882 Specdb::NmrOneD 58883 Specdb::NmrOneD 58884 Specdb::NmrOneD 58885 Specdb::NmrOneD 58886 Specdb::NmrOneD 58887 Specdb::NmrOneD 58888 Specdb::NmrOneD 58889 Specdb::NmrOneD 58890 Specdb::NmrOneD 58891 Specdb::MsMs 25610 Specdb::MsMs 25611 Specdb::MsMs 25612 Specdb::MsMs 32168 Specdb::MsMs 32169 Specdb::MsMs 32170 Specdb::MsMs 3225541 Specdb::MsMs 3225542 Specdb::MsMs 3225543 Specdb::MsMs 3225544 Specdb::MsMs 3225545 Specdb::MsMs 3225546 HMDB02070 440853 389695 C05946 Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. 22080510 Magrane M, Consortium U: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. 21447597 Aspartate aminotransferase P00509 AAT_ECOLI aspC http://ecmdb.ca/proteins/P00509.xml KHG/KDPG aldolase P0A955 ALKH_ECOLI eda http://ecmdb.ca/proteins/P0A955.xml D-4-Hydroxy-2-oxoglutarate <> Pyruvic acid + Glyoxylic acid R00471 L-erythro-4-Hydroxyglutamate + alpha-Ketoglutarate <> D-4-Hydroxy-2-oxoglutarate + L-Glutamate R05052