1.0 2016-09-30 22:34:12 UTC 2020-06-04 20:29:23 UTC BMDB0000645 BMDB00645 Galactose 1-phosphate Galactose 1-phosphate, also known as delta-glucose 1-phosphate or cori ester, belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. Galactose 1-phosphate is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Galactose 1-phosphate exists in all living species, ranging from bacteria to humans. Galactose 1-phosphate participates in a number of enzymatic reactions, within cattle. In particular, Uridine diphosphate glucose and galactose 1-phosphate can be biosynthesized from uridine diphosphategalactose and glucose 1-phosphate through its interaction with the enzyme galactose-1-phosphate uridylyltransferase. Furthermore, Galactose 1-phosphate can be biosynthesized from D-galactose through the action of the enzyme galactokinase. Finally, Uridine diphosphate glucose and galactose 1-phosphate can be biosynthesized from uridine diphosphategalactose and glucose 1-phosphate; which is mediated by the enzyme galactose-1-phosphate uridylyltransferase. In cattle, galactose 1-phosphate is involved in a couple of metabolic pathways, which include the nucleotide sugars metabolism pathway and lactose synthesis pathway. Galactose 1-phosphate is a potentially toxic compound. 1-O-Phosphono-alpha-D-galactopyranose alpha-D-Gal-1-p alpha-D-Galactopyranose 1-phosphate alpha-D-Galactopyranose, 1-(dihydrogen phosphate) alpha-D-Galactopyranosyl phosphate alpha-D-Galactosyl phosphate Galactose-1-phosphate 1-O-Phosphono-a-D-galactopyranose 1-O-Phosphono-α-D-galactopyranose a-D-Gal-1-p Α-D-gal-1-p a-D-Galactopyranose 1-phosphate a-D-Galactopyranose 1-phosphoric acid alpha-D-Galactopyranose 1-phosphoric acid Α-D-galactopyranose 1-phosphate Α-D-galactopyranose 1-phosphoric acid a-D-Galactopyranose, 1-(dihydrogen phosphate) a-D-Galactopyranose, 1-(dihydrogen phosphoric acid) alpha-D-Galactopyranose, 1-(dihydrogen phosphoric acid) Α-D-galactopyranose, 1-(dihydrogen phosphate) Α-D-galactopyranose, 1-(dihydrogen phosphoric acid) a-D-Galactopyranosyl phosphate a-D-Galactopyranosyl phosphoric acid alpha-D-Galactopyranosyl phosphoric acid Α-D-galactopyranosyl phosphate Α-D-galactopyranosyl phosphoric acid a-D-Galactosyl phosphate a-D-Galactosyl phosphoric acid alpha-D-Galactosyl phosphoric acid Α-D-galactosyl phosphate Α-D-galactosyl phosphoric acid Galactose-1-phosphoric acid Galactose 1-phosphoric acid a-D-Galactose-1-phosphate a-D-Galactose-1-phosphoric acid alpha-D-Galactose-1-phosphoric acid Α-D-galactose-1-phosphate Α-D-galactose-1-phosphoric acid Galactose-1-phosphate, (beta-L-gal)-isomer Galactose-1-phosphate, 14C-labeled Galactose-1-phosphate, disilver (+1) salt, (D-gal)-isomer Galactose-1-phosphate, sodium salt Galactose-1-phosphate, (beta-D-gal)-isomer 1-(Dihydrogen phosphate) galactitol 1-Phosphate a-D-galactopyranose a-D-1-(Dihydrogen phosphate) galactopyranose a-D-Galactose 1-phosphate alpha-D-1-(Dihydrogen phosphate) galactopyranose alpha-D-Galactose 1-phosphate D-Galactose 1-phosphate Galactopyranose 1-phosphate D-Galactopyranose 1-phosphate D-Galactopyranose 1-phosphoric acid D-Galactose 1-phosphoric acid C6H13O9P 260.1358 260.029718526 {[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid galactose 1 phosphate 2255-14-3 OC[C@H]1O[C@H](OP(O)(O)=O)[C@H](O)[C@@H](O)[C@H]1O InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3+,4+,5-,6-/m1/s1 HXXFSFRBOHSIMQ-FPRJBGLDSA-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 Hexoses Hydrocarbon derivatives Monoalkyl phosphates Organic oxides Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Alcohol Aliphatic heteromonocyclic compound Alkyl phosphate Hexose monosaccharide Hydrocarbon derivative Monoalkyl phosphate Monosaccharide phosphate Organic oxide Organic phosphoric acid derivative Organoheterocyclic compound Oxacycle Oxane Phosphoric acid ester Polyol Primary alcohol Secondary alcohol Aliphatic heteromonocyclic compounds D-galactopyranose 1-phosphate alpha-D-hexose 1-phosphate Solid logp -2.00 ALOGPS logs -0.91 ALOGPS logp -3.1 ChemAxon pka_strongest_acidic 1.16 ChemAxon pka_strongest_basic -3 ChemAxon iupac {[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid ChemAxon average_mass 260.1358 ChemAxon mono_mass 260.029718526 ChemAxon smiles OC[C@H]1O[C@H](OP(O)(O)=O)[C@H](O)[C@@H](O)[C@H]1O ChemAxon formula C6H13O9P ChemAxon inchi InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3+,4+,5-,6-/m1/s1 ChemAxon inchikey HXXFSFRBOHSIMQ-FPRJBGLDSA-N ChemAxon polar_surface_area 156.91 ChemAxon refractivity 46.8 ChemAxon polarizability 20.62 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 8 ChemAxon donor_count 6 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Galactose Metabolism SMP0087225 Lactose Synthesis SMP0087229 Nucleotide Sugars Metabolism SMP0087205 Specdb::NmrOneD 4716 Specdb::NmrOneD 4717 Specdb::NmrOneD 144650 Specdb::NmrOneD 144651 Specdb::NmrOneD 144652 Specdb::NmrOneD 144653 Specdb::NmrOneD 144654 Specdb::NmrOneD 144655 Specdb::NmrOneD 144656 Specdb::NmrOneD 144657 Specdb::NmrOneD 144658 Specdb::NmrOneD 144659 Specdb::NmrOneD 144660 Specdb::NmrOneD 144661 Specdb::NmrOneD 144662 Specdb::NmrOneD 144663 Specdb::NmrOneD 144664 Specdb::NmrOneD 144665 Specdb::NmrOneD 144666 Specdb::NmrOneD 144667 Specdb::NmrOneD 144668 Specdb::NmrOneD 144669 Specdb::MsMs 28337 Specdb::MsMs 28338 Specdb::MsMs 28339 Specdb::MsMs 34895 Specdb::MsMs 34896 Specdb::MsMs 34897 Specdb::MsMs 439124 Specdb::MsMs 439278 Specdb::MsMs 440089 Specdb::MsMs 1473413 Specdb::MsMs 1473414 Specdb::MsMs 1475346 Specdb::MsMs 1475347 Specdb::MsMs 1475348 Specdb::MsMs 1475349 Specdb::MsMs 1475350 Specdb::MsMs 1475351 Specdb::MsMs 1475352 Specdb::MsMs 1475353 Specdb::MsMs 1475354 Specdb::MsMs 1475355 Specdb::MsMs 1475356 Specdb::MsMs 1475357 Specdb::MsMs 1475358 Specdb::MsMs 1475359 Specdb::CMs 2915 Specdb::CMs 37670 Specdb::CMs 134920 Specdb::CMs 142654 Specdb::CMs 1071142 Specdb::CMs 1071144 Specdb::CMs 1071146 Specdb::CMs 1071148 Specdb::CMs 1071150 Specdb::CMs 1071151 Specdb::CMs 1071153 Specdb::CMs 1071155 Specdb::CMs 1071157 Specdb::CMs 1071159 Specdb::CMs 1071161 Specdb::CMs 1071163 Specdb::CMs 1071165 Specdb::CMs 1071167 Specdb::CMs 1071168 Specdb::CMs 1071170 Specdb::CMs 1071172 Specdb::CMs 1071174 Specdb::CMs 1071176 Specdb::CMs 1071178 Specdb::CMs 1071180 Erythrocyte 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 Milk 561 - 2070 uM Klein MS, Buttchereit N, Miemczyk SP, Immervoll AK, Louis C, Wiedemann S, Junge W, Thaller G, Oefner PJ, Gronwald W: NMR metabolomic analysis of dairy cows reveals milk glycerophosphocholine to phosphocholine ratio as prognostic biomarker for risk of ketosis. J Proteome Res. 2012 Feb 3;11(2):1373-81. doi: 10.1021/pr201017n. Epub 2011 Dec 9. 22098372 Milk Milk samples collected from 456 Danish Holstein cows Buitenhuis AJ, Sundekilde UK, Poulsen NA, Bertram HC, Larsen LB, Sorensen P: Estimation of genetic parameters and detection of quantitative trait loci for metabolites in Danish Holstein milk. J Dairy Sci. 2013 May;96(5):3285-95. doi: 10.3168/jds.2012-5914. Epub 2013 Mar 15. 23497994 Milk Milk samples from 20 healthy Holstein Friesian dairy cows Lu J, Antunes Fernandes E, Paez Cano AE, Vinitwatanakhun J, Boeren S, van Hooijdonk T, van Knegsel A, Vervoort J, Hettinga KA: Changes in milk proteome and metabolome associated with dry period length, energy balance, and lactation stage in postparturient dairy cows. J Proteome Res. 2013 Jul 5;12(7):3288-96. doi: 10.1021/pr4001306. Epub 2013 Jun 5. 23738862 Milk 407 Milk samples from Swedish Red cows Sundekilde UK, Gustavsson F, Poulsen NA, Glantz M, Paulsson M, Larsen LB, Bertram HC: Association between the bovine milk metabolome and rennet-induced coagulation properties of milk. J Dairy Sci. 2014 Oct;97(10):6076-84. doi: 10.3168/jds.2014-8304. Epub 2014 Jul 30. 25087032 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 C00446 DB02317 FDB001159 123912 17973 GALACTOSE-1P C00007391 Galactose_1-phosphate Chen Jie; Yager Claire; Reynolds Robert; Palmieri Michael; Segal Stanton Erythrocyte galactose 1-phosphate quantified by isotope-dilution gas chromatography-mass spectrometry. Clinical chemistry (2002), 48(4), 604-12. Klein MS, Buttchereit N, Miemczyk SP, Immervoll AK, Louis C, Wiedemann S, Junge W, Thaller G, Oefner PJ, Gronwald W: NMR metabolomic analysis of dairy cows reveals milk glycerophosphocholine to phosphocholine ratio as prognostic biomarker for risk of ketosis. J Proteome Res. 2012 Feb 3;11(2):1373-81. doi: 10.1021/pr201017n. Epub 2011 Dec 9. 22098372 Sundekilde UK, Gustavsson F, Poulsen NA, Glantz M, Paulsson M, Larsen LB, Bertram HC: Association between the bovine milk metabolome and rennet-induced coagulation properties of milk. J Dairy Sci. 2014 Oct;97(10):6076-84. doi: 10.3168/jds.2014-8304. Epub 2014 Jul 30. 25087032 Buitenhuis AJ, Sundekilde UK, Poulsen NA, Bertram HC, Larsen LB, Sorensen P: Estimation of genetic parameters and detection of quantitative trait loci for metabolites in Danish Holstein milk. J Dairy Sci. 2013 May;96(5):3285-95. doi: 10.3168/jds.2012-5914. Epub 2013 Mar 15. 23497994 Lu J, Antunes Fernandes E, Paez Cano AE, Vinitwatanakhun J, Boeren S, van Hooijdonk T, van Knegsel A, Vervoort J, Hettinga KA: Changes in milk proteome and metabolome associated with dry period length, energy balance, and lactation stage in postparturient dairy cows. J Proteome Res. 2013 Jul 5;12(7):3288-96. doi: 10.1021/pr4001306. Epub 2013 Jun 5. 23738862 Antunes-Fernandes EC, van Gastelen S, Dijkstra J, Hettinga KA, Vervoort J: Milk metabolome relates enteric methane emission to milk synthesis and energy metabolism pathways. J Dairy Sci. 2016 Aug;99(8):6251-6262. doi: 10.3168/jds.2015-10248. Epub 2016 May 26. 27236769 BMDBP00538 Galactokinase A6H768 GALK1 Enzyme BMDBP00957 Galactose-1-phosphate uridylyltransferase Q0V7N7 GALT Enzyme BMDBP00959 Galactose-1-phosphate uridylyltransferase Q58CX1 GALT Enzyme BMDBP03192 UDP-glucose 4-epimerase Q3T105 GALE Enzyme