1.0 2016-09-30 23:03:52 UTC 2020-06-04 20:32:38 UTC BMDB0003345 BMDB03345 Alpha-D-Glucose Alpha-D-Glucose, also known as alpha-D-GLC or alphalpha-d-glucose, belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. Alpha-D-Glucose exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. Alpha-D-Glucose exists in all living species, ranging from bacteria to humans. Alpha-D-Glucose participates in a number of enzymatic reactions, within cattle. In particular, Alpha-D-Glucose can be converted into glucose 6-phosphate; which is catalyzed by the enzyme glucokinase. In addition, Alpha-D-Glucose and D-fructose can be converted into sucrose through its interaction with the enzyme sucrase-isomaltase, intestinal. In cattle, Alpha-D-glucose is involved in the metabolic pathway called the starch and sucrose metabolism pathway. alpha-D-GLC alpha-Dextrose a-D-GLC Α-D-GLC a-Dextrose Α-dextrose a-D-Glucose Α-D-glucose a-D-Glucopyranose a-Glucose alpha-D-Glucopyranose alpha-delta-Glucopyranose alpha-delta-Glucose alpha-Glucose Hexopyranose Anhydrous dextrose D Glucose D-Glucose Dextrose Dextrose, anhydrous Glucose Glucose monohydrate Glucose, (DL)-isomer Glucose, (L)-isomer Glucose, (alpha-D)-isomer Glucose, (beta-D)-isomer L Glucose L-Glucose Monohydrate, glucose 1,3-alpha-D-Glucan alpha-1,3-Glucan alpha-D-Glucopyranoside C6H12O6 180.1559 180.063388116 (2S,3R,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol α-glucose 492-62-6 OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6+/m1/s1 WQZGKKKJIJFFOK-DVKNGEFBSA-N belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Hexoses Hemiacetals Hydrocarbon derivatives Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Alcohol Aliphatic heteromonocyclic compound Hemiacetal Hexose monosaccharide Hydrocarbon derivative Organoheterocyclic compound Oxacycle Oxane Polyol Primary alcohol Secondary alcohol Aliphatic heteromonocyclic compounds D-glucopyranose Solid melting_point 146 °C water_solubility 500 mg/mL at 20 °C logp -2.57 ALOGPS logs 0.64 ALOGPS logp -2.9 ChemAxon pka_strongest_acidic 11.3 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S,3R,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol ChemAxon average_mass 180.1559 ChemAxon mono_mass 180.063388116 ChemAxon smiles OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O ChemAxon formula C6H12O6 ChemAxon inchi InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6+/m1/s1 ChemAxon inchikey WQZGKKKJIJFFOK-DVKNGEFBSA-N ChemAxon polar_surface_area 110.38 ChemAxon refractivity 35.92 ChemAxon polarizability 16.09 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 6 ChemAxon donor_count 5 ChemAxon physiological_charge 0 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 Fructose and Mannose Degradation SMP0087197 Galactose Metabolism SMP0087225 Gluconeogenesis SMP0087223 Glycolysis SMP0087222 Nucleotide Sugars Metabolism SMP0087205 Starch and Sucrose Metabolism SMP0087252 Trehalose Degradation SMP0087263 Specdb::NmrTwoD 1886 Specdb::NmrOneD 1953 Specdb::NmrOneD 4817 Specdb::NmrOneD 135690 Specdb::NmrOneD 135691 Specdb::NmrOneD 135692 Specdb::NmrOneD 135693 Specdb::NmrOneD 135694 Specdb::NmrOneD 135695 Specdb::NmrOneD 135696 Specdb::NmrOneD 135697 Specdb::NmrOneD 135698 Specdb::NmrOneD 135699 Specdb::NmrOneD 135700 Specdb::NmrOneD 135701 Specdb::NmrOneD 135702 Specdb::NmrOneD 135703 Specdb::NmrOneD 135704 Specdb::NmrOneD 135705 Specdb::NmrOneD 135706 Specdb::NmrOneD 135707 Specdb::NmrOneD 135708 Specdb::NmrOneD 135709 Specdb::MsIr 1936 Specdb::MsIr 1937 Specdb::MsIr 1938 Specdb::CMs 2676 Specdb::CMs 38578 Specdb::CMs 161153 Specdb::MsMs 2254 Specdb::MsMs 2255 Specdb::MsMs 178656 Specdb::MsMs 178657 Specdb::MsMs 178658 Specdb::MsMs 180975 Specdb::MsMs 180976 Specdb::MsMs 180977 Specdb::MsMs 2253028 Specdb::MsMs 2253423 Specdb::MsMs 2255077 Specdb::MsMs 2255515 Specdb::MsMs 2257119 Specdb::MsMs 2257455 Specdb::MsMs 3046369 Specdb::MsMs 3046370 Specdb::MsMs 3046371 Specdb::MsMs 3094168 Specdb::MsMs 3094169 Specdb::MsMs 3094170 Blood Detected by NMR in male Charolais cows. Graham SF, Ruiz-Aracama A, Lommen A, Cannizzo FT, Biolatti B, Elliott CT, Mooney MH: Use of NMR metabolomic plasma profiling methodologies to identify illicit growth-promoting administrations. Anal Bioanal Chem. 2012 Apr;403(2):573-82. doi: 10.1007/s00216-012-5815-z. Epub 2012 Feb 28. 22370585 Blood Detected by NMR in multiparous-early lactation Holstein cows. Sun LW, Zhang HY, Wu L, Shu S, Xia C, Xu C, Zheng JS: (1)H-Nuclear magnetic resonance-based plasma metabolic profiling of dairy cows with clinical and subclinical ketosis. J Dairy Sci. 2014 Mar;97(3):1552-62. doi: 10.3168/jds.2013-6757. Epub 2014 Jan 17. 24440255 Colostrum Detected by NMR Zanardi E, Caligiani A, Palla L, Mariani M, Ghidini S, Di Ciccio PA, Palla G, Ianieri A: Metabolic profiling by (1)H NMR of ground beef irradiated at different irradiation doses. Meat Sci. 2015 May;103:83-9. doi: 10.1016/j.meatsci.2015.01.005. Epub 2015 Jan 15. 25637742 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 Intestine 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 Muscle Detected by NMR Zanardi E, Caligiani A, Palla L, Mariani M, Ghidini S, Di Ciccio PA, Palla G, Ianieri A: Metabolic profiling by (1)H NMR of ground beef irradiated at different irradiation doses. Meat Sci. 2015 May;103:83-9. doi: 10.1016/j.meatsci.2015.01.005. Epub 2015 Jan 15. 25637742 Ruminal Fluid 763.813 +/- 751.731 uM Fozia Saleem, Souhaila Bouatra, An Chi Guo, Nikolaos Psychogios, Rupasri Mandal, Suzanna M. Dunn, Burim N. Ametaj, David S. Wishart. The Bovine Ruminal Fluid Metabolome. Metabolomics (2013) 9:360–378. C00267 FDB011829 71358 79025 17925 C00001122 ALPHA-GLUCOSE 6897 Simmons, Blake A.; Volponi, Joanne V.; Ingersoll, David; Walker, Andrew. Conversion of sucrose to b-D-glucose using three-stage immobilized enzyme process. U.S. (2007), 12pp. BMDBP00120 Aldose 1-epimerase Q5EA79 GALM Enzyme BMDBP00165 Glucose-6-phosphatase Q29RU6 G6PC Enzyme BMDBP00798 Aldo-keto reductase family 1 member B1 P16116 AKR1B1 Enzyme BMDBP00803 Lysosomal alpha-glucosidase Q9MYM4 GAA Enzyme BMDBP00912 Hexokinase-1 P27595 HK1 Enzyme BMDBP02911 Lactase E1BK89 LCT Enzyme BMDBP02987 Amylo-alpha-1, 6-glucosidase, 4-alpha-glucanotransferase F1MHT1 AGL Enzyme BMDBP02995 Trehalase E1B8N4 TREH Enzyme