1.0 2016-09-30 23:03:54 UTC 2020-04-22 15:12:05 UTC BMDB0003351 BMDB03351 GDP-glucose (GDP-GLC)1 GDP-D-glucose GDPG Guanosine diphosphate glucose Guanosine diphosphoglucose Guanosine diphosphoric acid glucose GDP-alpha-D-glucose Guanosine 5-pyrophosphate P-alpha-D-Glucopyranosyl ester GDP Glucose Guanosine diphosphate glucose, (D)-isomer GDP-glucose GDP-a-D-Glucose GDP-α-D-glucose Guanosine 5'-diphosphate glucose Guanosine 5'-diphosphate-D-glucose Guanosine 5’-diphosphate glucose Guanosine 5’-diphosphate-D-glucose Guanosine diphosphate D-glucose Guanosine 5'-(trihydrogen diphosphate), P'-a-D-glucopyranosyl ester Guanosine 5'-(trihydrogen diphosphate), P'-alpha-D-glucopyranosyl ester Guanosine 5'-(trihydrogen diphosphate), P'-α-D-glucopyranosyl ester Guanosine 5'-(trihydrogen diphosphoric acid), P'-a-D-glucopyranosyl ester Guanosine 5'-(trihydrogen diphosphoric acid), P'-alpha-D-glucopyranosyl ester Guanosine 5'-(trihydrogen diphosphoric acid), P'-α-D-glucopyranosyl ester Guanosine 5’-(trihydrogen diphosphate), P’-a-D-glucopyranosyl ester Guanosine 5’-(trihydrogen diphosphate), P’-α-D-glucopyranosyl ester Guanosine 5’-(trihydrogen diphosphoric acid), P’-a-D-glucopyranosyl ester Guanosine 5’-(trihydrogen diphosphoric acid), P’-α-D-glucopyranosyl ester C16H25N5O16P2 605.3411 605.077152801 [({[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid gdp-α-D-glucose 5750-57-2 NC1=NC(=O)C2=C(N1)N(C=N2)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H]1O InChI=1S/C16H25N5O16P2/c17-16-19-12-6(13(28)20-16)18-3-21(12)14-10(26)8(24)5(34-14)2-33-38(29,30)37-39(31,32)36-15-11(27)9(25)7(23)4(1-22)35-15/h3-5,7-11,14-15,22-27H,1-2H2,(H,29,30)(H,31,32)(H3,17,19,20,28)/t4-,5-,7-,8-,9+,10-,11-,14-,15-/m1/s1 MVMSCBBUIHUTGJ-LRJDVEEWSA-N belongs to the class of organic compounds known as purine nucleotide sugars. These are purine nucleotides bound to a saccharide derivative through the terminal phosphate group. Organic compounds Nucleosides, nucleotides, and analogues Purine nucleotides Purine nucleotide sugars Purine nucleotide sugars 6-oxopurines Aminopyrimidines and derivatives Azacyclic compounds Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Hypoxanthines Monoalkyl phosphates Monosaccharide phosphates N-substituted imidazoles Organic oxides Organic pyrophosphates Organopnictogen compounds Oxacyclic compounds Oxanes Pentose phosphates Polyols Primary alcohols Primary amines Purine ribonucleoside diphosphates Purine ribonucleoside monophosphates Pyrimidones Secondary alcohols Tetrahydrofurans Vinylogous amides 6-oxopurine Alcohol Alkyl phosphate Amine Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Azole Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hypoxanthine Imidazole Imidazopyrimidine Monoalkyl phosphate Monosaccharide Monosaccharide phosphate N-glycosyl compound N-substituted imidazole Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organic pyrophosphate Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Oxane Pentose phosphate Pentose-5-phosphate Phosphoric acid ester Polyol Primary alcohol Primary amine Purine Purine nucleotide sugar Purine ribonucleoside diphosphate Purine ribonucleoside monophosphate Pyrimidine Pyrimidone Secondary alcohol Tetrahydrofuran Vinylogous amide Aromatic heteropolycyclic compounds GDP-D-glucose Solid logp -1.76 ALOGPS logs -1.89 ALOGPS logp -5.3 ChemAxon pka_strongest_acidic 1.73 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac [({[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid ChemAxon average_mass 605.3411 ChemAxon mono_mass 605.077152801 ChemAxon smiles NC1=NC(=O)C2=C(N1)N(C=N2)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H]1O ChemAxon formula C16H25N5O16P2 ChemAxon inchi InChI=1S/C16H25N5O16P2/c17-16-19-12-6(13(28)20-16)18-3-21(12)14-10(26)8(24)5(34-14)2-33-38(29,30)37-39(31,32)36-15-11(27)9(25)7(23)4(1-22)35-15/h3-5,7-11,14-15,22-27H,1-2H2,(H,29,30)(H,31,32)(H3,17,19,20,28)/t4-,5-,7-,8-,9+,10-,11-,14-,15-/m1/s1 ChemAxon inchikey MVMSCBBUIHUTGJ-LRJDVEEWSA-N ChemAxon polar_surface_area 327.43 ChemAxon refractivity 118.51 ChemAxon polarizability 48.05 ChemAxon rotatable_bond_count 9 ChemAxon acceptor_count 16 ChemAxon donor_count 10 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon number_of_rings 4 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::NmrOneD 135730 Specdb::NmrOneD 135731 Specdb::NmrOneD 135732 Specdb::NmrOneD 135733 Specdb::NmrOneD 135734 Specdb::NmrOneD 135735 Specdb::NmrOneD 135736 Specdb::NmrOneD 135737 Specdb::NmrOneD 135738 Specdb::NmrOneD 135739 Specdb::NmrOneD 135740 Specdb::NmrOneD 135741 Specdb::NmrOneD 135742 Specdb::NmrOneD 135743 Specdb::NmrOneD 135744 Specdb::NmrOneD 135745 Specdb::NmrOneD 135746 Specdb::NmrOneD 135747 Specdb::NmrOneD 135748 Specdb::NmrOneD 135749 Specdb::MsMs 308899 Specdb::MsMs 308900 Specdb::MsMs 308901 Specdb::MsMs 353197 Specdb::MsMs 353198 Specdb::MsMs 353199 Specdb::MsMs 2773436 Specdb::MsMs 2773437 Specdb::MsMs 2773438 Specdb::MsMs 2905395 Specdb::MsMs 2905396 Specdb::MsMs 2905397 Specdb::CMs 19309 Specdb::CMs 38580 Specdb::CMs 476391 Specdb::CMs 476392 Specdb::CMs 476393 Specdb::CMs 476394 Specdb::CMs 476395 Specdb::CMs 476396 Specdb::CMs 476397 Specdb::CMs 476398 Specdb::CMs 476399 Specdb::CMs 476400 Specdb::CMs 476401 Specdb::CMs 476402 Specdb::CMs 476403 Specdb::CMs 476404 Specdb::CMs 476405 Specdb::CMs 476406 Specdb::CMs 476407 Specdb::CMs 476408 Specdb::CMs 476409 Specdb::CMs 476410 Specdb::CMs 476411 Specdb::CMs 476412 Specdb::CMs 476413 C00394 559146 644106 FDB023150 62254 GDP-D-GLUCOSE 6900 Carlson, Don M.; Hansen, R. G. The isolation and synthesis of guanosine diphosphate glucose. Journal of Biological Chemistry (1962), 237 1260-5.