2.0 2012-05-31 13:49:14 -0600 2015-09-13 12:56:10 -0600 ECMDB01294 M2MDB000326 2,3-Diphosphoglyceric acid 2,3-Bisphosphoglycerate (2,3-BPG, also known as 2,3-diphosphoglycerate or 2,3-DPG) is a three carbon isomer of the glycolytic intermediate 1,3-bisphosphoglycerate. Its function was discovered in 1967 by Reinhold Benesch and Ruth Benesch. It is an intermediate of glycolysis/gluconeogenesis pathway. (2R)-2,3-bis(phosphonooxy)-Propanoate (2R)-2,3-bis(phosphonooxy)-Propanoic acid (R)-2,3-bis(phosphonooxy)-Propanoate (R)-2,3-bis(phosphonooxy)-Propanoic acid 1,3-DPG 2,3-Bis(phosphonooxy)-Propanoate 2,3-Bis(phosphonooxy)-Propanoic acid 2,3-BisPGA 2,3-Bisphospho-D-glycerate 2,3-Bisphospho-D-glyceric acid 2,3-Bisphosphoglycerate 2,3-Bisphosphoglyceric acid 2,3-Diphospho-D-glycerate 2,3-Diphospho-D-glycerate pentasodium salt 2,3-Diphospho-D-glyceric acid 2,3-Diphospho-D-glyceric acid pentasodium salt 2,3-Diphosphoglycerate 2,3-Disphospho-D-glycerate 2,3-Disphospho-D-glyceric acid 2,3-P2-D-glycerate 2,3-P2-D-glyceric acid 2,3-P<SUB>2</SUB>-D-glycerate D-Glycerate bis D-Glycerate bis(dihydrogen phosphate) D-Glyceric acid bis D-Glyceric acid bis(dihydrogen phosphate) D-Glyceric acid bis(dihydrogen phosphoric acid) D-Greenwald ester Diphosphoglycerate Diphosphoglyceric acid DPG Glycerate 2,3-diphosphate Glycerate bis(dihydrogen phosphate) Glycerate diphosphate Glyceric acid 2,3-diphosphate Glyceric acid 2,3-diphosphoric acid Glyceric acid bis(dihydrogen phosphate) Glyceric acid bis(dihydrogen phosphoric acid) Glyceric acid diphosphate Glyceric acid diphosphoric acid C3H8O10P2 266.0371 265.9592695 (2R)-2,3-bis(phosphonooxy)propanoic acid diphosphoglycerate 138-81-8 OC(=O)[C@@H](COP(O)(O)=O)OP(O)(O)=O InChI=1S/C3H8O10P2/c4-3(5)2(13-15(9,10)11)1-12-14(6,7)8/h2H,1H2,(H,4,5)(H2,6,7,8)(H2,9,10,11)/t2-/m1/s1 XOHUEYCVLUUEJJ-UWTATZPHSA-N Solid Cytoplasm Periplasm logp -1.55 ALOGPS logs -1.44 ALOGPS solubility 9.69e+00 g/l ALOGPS logp -1.8 ChemAxon pka_strongest_acidic 0.48 ChemAxon iupac (2R)-2,3-bis(phosphonooxy)propanoic acid ChemAxon average_mass 266.0371 ChemAxon mono_mass 265.9592695 ChemAxon smiles OC(=O)[C@@H](COP(O)(O)=O)OP(O)(O)=O ChemAxon formula C3H8O10P2 ChemAxon inchi InChI=1S/C3H8O10P2/c4-3(5)2(13-15(9,10)11)1-12-14(6,7)8/h2H,1H2,(H,4,5)(H2,6,7,8)(H2,9,10,11)/t2-/m1/s1 ChemAxon inchikey XOHUEYCVLUUEJJ-UWTATZPHSA-N ChemAxon polar_surface_area 170.82 ChemAxon refractivity 42.13 ChemAxon polarizability 17.96 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 8 ChemAxon donor_count 5 ChemAxon physiological_charge -5 ChemAxon formal_charge 0 ChemAxon Glycolysis / Gluconeogenesis ec00010 Methane metabolism ec00680 Specdb::CMs 2340 Specdb::CMs 38011 Specdb::CMs 173740 Specdb::NmrOneD 1677 Specdb::NmrOneD 9122 Specdb::NmrOneD 9123 Specdb::NmrOneD 9124 Specdb::NmrOneD 9125 Specdb::NmrOneD 9126 Specdb::NmrOneD 9127 Specdb::NmrOneD 9128 Specdb::NmrOneD 9129 Specdb::NmrOneD 9130 Specdb::NmrOneD 9131 Specdb::NmrOneD 9132 Specdb::NmrOneD 9133 Specdb::NmrOneD 9134 Specdb::NmrOneD 9135 Specdb::NmrOneD 9136 Specdb::NmrOneD 9137 Specdb::NmrOneD 9138 Specdb::NmrOneD 9139 Specdb::NmrOneD 9140 Specdb::NmrOneD 9141 Specdb::NmrOneD 166331 Specdb::NmrOneD 166588 Specdb::MsMs 1504 Specdb::MsMs 1505 Specdb::MsMs 1506 Specdb::MsMs 5169 Specdb::MsMs 5170 Specdb::MsMs 5171 Specdb::MsMs 5172 Specdb::MsMs 5173 Specdb::MsMs 5174 Specdb::MsMs 5175 Specdb::MsMs 5176 Specdb::MsMs 5177 Specdb::MsMs 5178 Specdb::MsMs 177963 Specdb::MsMs 177964 Specdb::MsMs 177965 Specdb::MsMs 180276 Specdb::MsMs 180277 Specdb::MsMs 180278 Specdb::MsMs 437514 Specdb::MsMs 437515 Specdb::MsMs 437516 Specdb::MsMs 437517 Specdb::MsMs 437518 Specdb::MsMs 445960 Specdb::NmrTwoD 1618 HMDB01294 186004 C01159 23-DIPHOSPHOGLYCERATE DG2 Keseler, I. 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