1.0 2016-09-30 22:36:52 UTC 2020-05-21 16:29:05 UTC BMDB0000807 BMDB00807 3-Phosphoglyceric acid 3-Phosphoglyceric acid, also known as glycerate 3-phosphate or 3-PG, belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group. 3-Phosphoglyceric acid is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). 3-Phosphoglyceric acid exists in all living species, ranging from bacteria to humans. 3-(Dihydrogen phosphate)glycerate 3-(Dihydrogen phosphate)glyceric acid 3-Phosphoglycerate DL-Glycerate 3-phosphate Glycerate 3-phosphate Glycerate 3-phosphates Glyceric acid 3-phosphate 3-(Dihydrogen phosphoric acid)glyceric acid DL-Glyceric acid 3-phosphoric acid Glyceric acid 3-phosphoric acid Glyceric acid 3-phosphates 3-Glycerophosphorate 3-Glycerophosphoric acid 3-p-D-Glycerate 3-p-Glycerate 3-PG 3-PGA 3-Phospho-(R)-glycerate 3-Phospho-D-glycerate 3-Phospho-glycerate 3-Phospho-glyceric acid D-(-)-3-Phosphoglyceric acid D-Glycerate 3-phosphate G3P Glycerate-3-p Phosphoglycerate 3-Phosphoglycerate, trisodium salt 3-Phosphoglycerate, (R)-isomer 3-Phosphoglycerate, monosodium salt C3H7O7P 186.0572 185.99293909 2-hydroxy-3-(phosphonooxy)propanoic acid phosphoglycerate 820-11-1 OC(COP(O)(O)=O)C(O)=O InChI=1S/C3H7O7P/c4-2(3(5)6)1-10-11(7,8)9/h2,4H,1H2,(H,5,6)(H2,7,8,9) OSJPPGNTCRNQQC-UHFFFAOYSA-N belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group. Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Sugar acids and derivatives Alpha hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monoalkyl phosphates Monocarboxylic acids and derivatives Monosaccharides Organic oxides Secondary alcohols Alcohol Aliphatic acyclic compound Alkyl phosphate Alpha-hydroxy acid Carbonyl group Carboxylic acid Carboxylic acid derivative Glyceric_acid Hydrocarbon derivative Hydroxy acid Monoalkyl phosphate Monocarboxylic acid or derivatives Monosaccharide Organic oxide Organic phosphoric acid derivative Phosphoric acid ester Secondary alcohol Aliphatic acyclic compounds monophosphoglyceric acid tetronic acid derivative Solid logp -2.26 ALOGPS logs -0.95 ALOGPS logp -1.6 ChemAxon pka_strongest_acidic 1.3 ChemAxon pka_strongest_basic -4.2 ChemAxon iupac 2-hydroxy-3-(phosphonooxy)propanoic acid ChemAxon average_mass 186.0572 ChemAxon mono_mass 185.99293909 ChemAxon smiles OC(COP(O)(O)=O)C(O)=O ChemAxon formula C3H7O7P ChemAxon inchi InChI=1S/C3H7O7P/c4-2(3(5)6)1-10-11(7,8)9/h2,4H,1H2,(H,5,6)(H2,7,8,9) ChemAxon inchikey OSJPPGNTCRNQQC-UHFFFAOYSA-N ChemAxon polar_surface_area 124.29 ChemAxon refractivity 31.26 ChemAxon polarizability 13.29 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 6 ChemAxon donor_count 4 ChemAxon physiological_charge -3 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 Gluconeogenesis SMP0087223 Glycerolipid Metabolism SMP0087230 Glycine and Serine Metabolism SMP0087245 Glycolysis SMP0087222 Starch and Sucrose Metabolism SMP0087252 Warburg Effect SMP0087270 Specdb::NmrTwoD 1494 Specdb::MsIr 869 Specdb::MsIr 870 Specdb::MsIr 871 Specdb::CMs 2541 Specdb::CMs 32012 Specdb::CMs 37777 Specdb::CMs 99608 Specdb::CMs 153506 Specdb::CMs 1077405 Specdb::CMs 1077407 Specdb::CMs 1077409 Specdb::CMs 1077410 Specdb::CMs 1077412 Specdb::CMs 1077414 Specdb::CMs 1077416 Specdb::CMs 1077418 Specdb::CMs 1077420 Specdb::CMs 1077421 Specdb::CMs 1077422 Specdb::CMs 1077424 Specdb::CMs 1077426 Specdb::NmrOneD 1550 Specdb::NmrOneD 20862 Specdb::NmrOneD 20863 Specdb::NmrOneD 20864 Specdb::NmrOneD 20865 Specdb::NmrOneD 20866 Specdb::NmrOneD 20867 Specdb::NmrOneD 20868 Specdb::NmrOneD 20869 Specdb::NmrOneD 20870 Specdb::NmrOneD 20871 Specdb::NmrOneD 20872 Specdb::NmrOneD 20873 Specdb::NmrOneD 20874 Specdb::NmrOneD 20875 Specdb::NmrOneD 20876 Specdb::NmrOneD 20877 Specdb::NmrOneD 20878 Specdb::NmrOneD 20879 Specdb::NmrOneD 20880 Specdb::NmrOneD 20881 Specdb::NmrOneD 166323 Specdb::NmrOneD 166413 Specdb::NmrOneD 166414 Specdb::NmrOneD 166640 Specdb::MsMs 1152 Specdb::MsMs 1153 Specdb::MsMs 1154 Specdb::MsMs 4687 Specdb::MsMs 4688 Specdb::MsMs 4689 Specdb::MsMs 4690 Specdb::MsMs 178401 Specdb::MsMs 178402 Specdb::MsMs 178403 Specdb::MsMs 180720 Specdb::MsMs 180721 Specdb::MsMs 180722 Specdb::MsMs 446705 Specdb::MsMs 446706 Specdb::MsMs 446707 Specdb::MsMs 446708 Specdb::MsMs 451920 Specdb::MsMs 2236530 Specdb::MsMs 2236825 Specdb::MsMs 2238633 Specdb::MsMs 2238959 Specdb::MsMs 2240594 Specdb::MsMs 2242721 Specdb::MsMs 2391544 Liver Metabolomics analysis was performed using GC-MS/LC-MS in multiparous Holstein dairy cows Shahzad K, Lopreiato V, Liang Y, Trevisi E, Osorio JS, Xu C, Loor JJ: Hepatic metabolomics and transcriptomics to study susceptibility to ketosis in response to prepartal nutritional management. J Anim Sci Biotechnol. 2019 Dec 18;10:96. doi: 10.1186/s40104-019-0404-z. eCollection 2019. 31867104 Milk Fermented milk, by capillary electrophoresis-TOFMS Hagi T, Kobayashi M, Nomura M: Metabolome analysis of milk fermented by gamma-aminobutyric acid-producing Lactococcus lactis. J Dairy Sci. 2016 Feb;99(2):994-1001. doi: 10.3168/jds.2015-9945. Epub 2015 Dec 10. 26686724 Milk Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. 23438684 Placenta 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 Prostate Tissue 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 FDB022255 704 C00597 724 17050 3-Phosphoglyceric_acid C00007286 34230 150 Jakoby, Wm. B.; Brummond, Dewey O.; Ochoa, Severo. Formation of 3-phosphoglyceric acid by carbon dioxide fixation with spinach-leaf enzymes. Journal of Biological Chemistry (1956), 218 811-22. Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. 23438684 Hagi T, Kobayashi M, Nomura M: Metabolome analysis of milk fermented by gamma-aminobutyric acid-producing Lactococcus lactis. J Dairy Sci. 2016 Feb;99(2):994-1001. doi: 10.3168/jds.2015-9945. Epub 2015 Dec 10. 26686724 BMDBP00919 Phosphoglycerate mutase 2 Q32KV0 PGAM2 Enzyme BMDBP00920 Bisphosphoglycerate mutase Q3T014 BPGM Enzyme BMDBP00921 Phosphoglycerate mutase 1 Q3SZ62 PGAM1 Enzyme BMDBP01072 D-3-phosphoglycerate dehydrogenase Q5EAD2 PHGDH Enzyme BMDBP01141 Glycerate kinase Q2KJF7 GLYCTK Enzyme BMDBP01150 Phosphoglycerate kinase Q58DJ6 PGK1 Enzyme BMDBP01160 Phosphoglycerate kinase 1 Q3T0P6 PGK1 Enzyme BMDBP01168 Phosphoglycerate kinase Q32KN6 PGK2 Enzyme BMDBP01212 Pantothenate kinase 3 Q08DA5 PANK3 Enzyme BMDBP01248 Phosphoglycerate kinase Q862Q5 Enzyme BMDBP02984 PGM2L1 protein A5PKH8 PGM2L1 Enzyme