2.02012-05-31 13:49:14 -06002015-09-13 12:56:10 -0600ECMDB01294M2MDB0003262,3-Diphosphoglyceric acid2,3-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 acid1,3-DPG2,3-Bis(phosphonooxy)-Propanoate2,3-Bis(phosphonooxy)-Propanoic acid2,3-BisPGA2,3-Bisphospho-D-glycerate2,3-Bisphospho-D-glyceric acid2,3-Bisphosphoglycerate2,3-Bisphosphoglyceric acid2,3-Diphospho-D-glycerate2,3-Diphospho-D-glycerate pentasodium salt2,3-Diphospho-D-glyceric acid2,3-Diphospho-D-glyceric acid pentasodium salt2,3-Diphosphoglycerate2,3-Disphospho-D-glycerate2,3-Disphospho-D-glyceric acid2,3-P2-D-glycerate2,3-P2-D-glyceric acid2,3-P<SUB>2</SUB>-D-glycerateD-Glycerate bisD-Glycerate bis(dihydrogen phosphate)D-Glyceric acid bisD-Glyceric acid bis(dihydrogen phosphate)D-Glyceric acid bis(dihydrogen phosphoric acid)D-Greenwald esterDiphosphoglycerateDiphosphoglyceric acidDPGGlycerate 2,3-diphosphateGlycerate bis(dihydrogen phosphate)Glycerate diphosphateGlyceric acid 2,3-diphosphateGlyceric acid 2,3-diphosphoric acidGlyceric acid bis(dihydrogen phosphate)Glyceric acid bis(dihydrogen phosphoric acid)Glyceric acid diphosphateGlyceric acid diphosphoric acidC3H8O10P2266.0371265.9592695(2R)-2,3-bis(phosphonooxy)propanoic aciddiphosphoglycerate138-81-8OC(=O)[C@@H](COP(O)(O)=O)OP(O)(O)=OInChI=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/s1XOHUEYCVLUUEJJ-UWTATZPHSA-NSolidCytoplasmPeriplasmlogp-1.55logs-1.44solubility9.69e+00 g/llogp-1.8pka_strongest_acidic0.48iupac(2R)-2,3-bis(phosphonooxy)propanoic acidaverage_mass266.0371mono_mass265.9592695smilesOC(=O)[C@@H](COP(O)(O)=O)OP(O)(O)=OformulaC3H8O10P2inchiInChI=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/s1inchikeyXOHUEYCVLUUEJJ-UWTATZPHSA-Npolar_surface_area170.82refractivity42.13polarizability17.96rotatable_bond_count6acceptor_count8donor_count5physiological_charge-5formal_charge0Glycolysis / Gluconeogenesisec00010Methane metabolismec00680Specdb::CMs2340Specdb::CMs38011Specdb::CMs173740Specdb::NmrOneD1677Specdb::NmrOneD9122Specdb::NmrOneD9123Specdb::NmrOneD9124Specdb::NmrOneD9125Specdb::NmrOneD9126Specdb::NmrOneD9127Specdb::NmrOneD9128Specdb::NmrOneD9129Specdb::NmrOneD9130Specdb::NmrOneD9131Specdb::NmrOneD9132Specdb::NmrOneD9133Specdb::NmrOneD9134Specdb::NmrOneD9135Specdb::NmrOneD9136Specdb::NmrOneD9137Specdb::NmrOneD9138Specdb::NmrOneD9139Specdb::NmrOneD9140Specdb::NmrOneD9141Specdb::NmrOneD166331Specdb::NmrOneD166588Specdb::MsMs1504Specdb::MsMs1505Specdb::MsMs1506Specdb::MsMs5169Specdb::MsMs5170Specdb::MsMs5171Specdb::MsMs5172Specdb::MsMs5173Specdb::MsMs5174Specdb::MsMs5175Specdb::MsMs5176Specdb::MsMs5177Specdb::MsMs5178Specdb::MsMs177963Specdb::MsMs177964Specdb::MsMs177965Specdb::MsMs180276Specdb::MsMs180277Specdb::MsMs180278Specdb::MsMs437514Specdb::MsMs437515Specdb::MsMs437516Specdb::MsMs437517Specdb::MsMs437518Specdb::MsMs445960Specdb::NmrTwoD1618HMDB01294186004C0115923-DIPHOSPHOGLYCERATEDG2Keseler, I. 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