1.0 2016-09-30 22:44:02 UTC 2020-05-21 16:27:10 UTC BMDB0001316 BMDB01316 6-Phosphogluconic acid 6-Phosphogluconic acid, also known as 6-phospho-D-gluconate or gluconate 6-phosphate, belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. 6-Phosphogluconic acid is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). 6-Phosphogluconic acid exists in all living species, ranging from bacteria to humans. 6-Phosphogluconic acid can be biosynthesized from gluconolactone and water; which is catalyzed by the enzyme 6-phosphogluconolactonase. In cattle, 6-phosphogluconic acid is involved in the metabolic pathway called the pentose phosphate pathway. 6-Phospho-D-gluconate 6-Phospho-D-gluconic acid 6-Phosphogluconate 6-O-Phosphono-D-gluconic acid 6-p-Gluconate D-Gluconic acid 6-(dihydrogen phosphate) D-Gluconic acid 6-phosphate Gluconic acid-6-phosphate Gluconate 6-phosphate C6H13O10P 276.1352 276.024633148 (2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-(phosphonooxy)hexanoic acid 6-phosphogluconic acid 921-62-0 O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O InChI=1S/C6H13O10P/c7-2(1-16-17(13,14)15)3(8)4(9)5(10)6(11)12/h2-5,7-10H,1H2,(H,11,12)(H2,13,14,15)/t2-,3-,4+,5-/m1/s1 BIRSGZKFKXLSJQ-SQOUGZDYSA-N belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Monosaccharide phosphates Alpha hydroxy acids and derivatives Beta hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Hexoses Hydrocarbon derivatives Hydroxy fatty acids Medium-chain fatty acids Medium-chain hydroxy acids and derivatives Monoalkyl phosphates Monocarboxylic acids and derivatives Organic oxides Polyols Secondary alcohols Sugar acids and derivatives Alcohol Aliphatic acyclic compound Alkyl phosphate Alpha-hydroxy acid Beta-hydroxy acid Carbonyl group Carboxylic acid Carboxylic acid derivative Fatty acid Fatty acyl Gluconic_acid Hexose monosaccharide Hydrocarbon derivative Hydroxy acid Hydroxy fatty acid Medium-chain fatty acid Medium-chain hydroxy acid Monoalkyl phosphate Monocarboxylic acid or derivatives Monosaccharide phosphate Organic oxide Organic phosphoric acid derivative Phosphoric acid ester Polyol Secondary alcohol Aliphatic acyclic compounds gluconic acid phosphate Solid logp -2.27 ALOGPS logs -1.12 ALOGPS logp -3.5 ChemAxon pka_strongest_acidic 1.49 ChemAxon pka_strongest_basic -3.5 ChemAxon iupac (2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-(phosphonooxy)hexanoic acid ChemAxon average_mass 276.1352 ChemAxon mono_mass 276.024633148 ChemAxon smiles O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O ChemAxon formula C6H13O10P ChemAxon inchi InChI=1S/C6H13O10P/c7-2(1-16-17(13,14)15)3(8)4(9)5(10)6(11)12/h2-5,7-10H,1H2,(H,11,12)(H2,13,14,15)/t2-,3-,4+,5-/m1/s1 ChemAxon inchikey BIRSGZKFKXLSJQ-SQOUGZDYSA-N ChemAxon polar_surface_area 184.98 ChemAxon refractivity 49.14 ChemAxon polarizability 21.6 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 9 ChemAxon donor_count 7 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 Pentose Phosphate Pathway SMP0087246 Warburg Effect SMP0087270 Specdb::CMs 1921 Specdb::CMs 1967 Specdb::CMs 2360 Specdb::CMs 31309 Specdb::CMs 31310 Specdb::CMs 38020 Specdb::CMs 134970 Specdb::CMs 142704 Specdb::NmrTwoD 1064 Specdb::NmrTwoD 1622 Specdb::NmrOneD 1681 Specdb::NmrOneD 4797 Specdb::NmrOneD 4798 Specdb::NmrOneD 87732 Specdb::NmrOneD 87733 Specdb::NmrOneD 87734 Specdb::NmrOneD 87735 Specdb::NmrOneD 87736 Specdb::NmrOneD 87737 Specdb::NmrOneD 87738 Specdb::NmrOneD 87739 Specdb::NmrOneD 87740 Specdb::NmrOneD 87741 Specdb::NmrOneD 87742 Specdb::NmrOneD 87743 Specdb::NmrOneD 87744 Specdb::NmrOneD 87745 Specdb::NmrOneD 87746 Specdb::NmrOneD 87747 Specdb::NmrOneD 87748 Specdb::NmrOneD 87749 Specdb::NmrOneD 87750 Specdb::NmrOneD 87751 Specdb::MsMs 1516 Specdb::MsMs 1517 Specdb::MsMs 1518 Specdb::MsMs 5186 Specdb::MsMs 5187 Specdb::MsMs 5188 Specdb::MsMs 5189 Specdb::MsMs 5190 Specdb::MsMs 5191 Specdb::MsMs 5192 Specdb::MsMs 5193 Specdb::MsMs 5194 Specdb::MsMs 177993 Specdb::MsMs 177994 Specdb::MsMs 177995 Specdb::MsMs 180306 Specdb::MsMs 180307 Specdb::MsMs 180308 Specdb::MsMs 438259 Specdb::MsMs 438260 Specdb::MsMs 438261 Specdb::MsMs 438262 Specdb::MsMs 438263 Specdb::MsMs 438875 Specdb::MsMs 438876 Adipose 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 Epidermis 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 Fibroblasts 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 Liver 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under corn stover based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Liver 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under corn stover based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 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 C00345 82615 91493 DB02076 FDB030611 48928 C00007481 CPD-2961 34686 6-Phosphogluconic_acid 367 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 BMDBP00356 6-phosphogluconate dehydrogenase, decarboxylating Q3ZCI4 PGD Enzyme BMDBP01229 6-phosphogluconolactonase Q2TBQ8 PGLS Enzyme