1.0 2016-09-30 22:42:31 UTC 2020-05-21 16:29:08 UTC BMDB0001201 BMDB01201 Guanosine diphosphate Guanosine diphosphate, also known as Guanosine diphosphate or GDP, belongs to the class of organic compounds known as purine ribonucleoside diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety. Guanosine diphosphate is possibly soluble (in water) and a moderately basic compound (based on its pKa). Guanosine diphosphate exists in all living species, ranging from bacteria to humans. In cattle, guanosine diphosphate is involved in a couple of metabolic pathways, which include the intracellular signalling through adenosine receptor A2A and adenosine pathway and the intracellular signalling through adenosine receptor A2B and adenosine pathway. Guanosine 5'-diphosphate Guanosine 5'-diphosphoric acid Guanosine diphosphoric acid 5'-GDP GDP Guanosine 5'-(trihydrogen pyrophosphate) Guanosine 5'-pyrophosphate Guanosine mono(trihydrogen diphosphate) Guanosine pyrophosphate Guanosine-5'-diphosphate Guanosine-diphosphate PpG 5'-Diphosphate, guanosine Diphosphate, guanosine 5'-trihydrogen Guanosine 5' diphosphate Guanosine 5' trihydrogen diphosphate 5'-Trihydrogen diphosphate, guanosine Diphosphate, guanosine Guanosine 5'-trihydrogen diphosphate C10H15N5O11P2 443.2005 443.024329371 [({[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid {[(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxyphosphonic acid 146-91-8 NC1=NC(=O)C2=C(N1)N(C=N2)[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O InChI=1S/C10H15N5O11P2/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(25-9)1-24-28(22,23)26-27(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1 QGWNDRXFNXRZMB-UUOKFMHZSA-N belongs to the class of organic compounds known as purine ribonucleoside diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety. Organic compounds Nucleosides, nucleotides, and analogues Purine nucleotides Purine ribonucleotides Purine ribonucleoside diphosphates 1,2-diols 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 Pentose phosphates Primary amines Purine ribonucleoside monophosphates Pyrimidones Secondary alcohols Tetrahydrofurans Vinylogous amides 1,2-diol 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 Pentose monosaccharide Pentose phosphate Pentose-5-phosphate Phosphoric acid ester Primary amine Purine Purine ribonucleoside diphosphate Purine ribonucleoside monophosphate Pyrimidine Pyrimidone Secondary alcohol Tetrahydrofuran Vinylogous amide Aromatic heteropolycyclic compounds Ribonucleotides guanosine 5'-phosphate purine ribonucleoside 5'-diphosphate Solid logp -1.51 ALOGPS logs -2.00 ALOGPS logp -3.7 ChemAxon pka_strongest_acidic 1.71 ChemAxon pka_strongest_basic 2.55 ChemAxon iupac [({[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid ChemAxon average_mass 443.2005 ChemAxon mono_mass 443.024329371 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](O)[C@H]1O ChemAxon formula C10H15N5O11P2 ChemAxon inchi InChI=1S/C10H15N5O11P2/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(25-9)1-24-28(22,23)26-27(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1 ChemAxon inchikey QGWNDRXFNXRZMB-UUOKFMHZSA-N ChemAxon polar_surface_area 248.28 ChemAxon refractivity 85.93 ChemAxon polarizability 34.74 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 13 ChemAxon donor_count 7 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon number_of_rings 3 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Activation of cAMP-dependent protein kinase, PKA SMP0108201 Activation of PKC Through G Protein-Coupled Receptor SMP0108001 Aspartate Metabolism SMP0087165 BCR Signaling Pathway SMP0120940 Cadmium Induces DNA Synthesis and Proliferation in Macrophages SMP0108212 Citric Acid Cycle SMP0087163 Corticotropin Activation of Cortisol Production SMP0108167 Dopamine Activation of Neurological Reward System SMP0107994 EGF Signalling Pathway SMP0120924 EPO Signaling Pathway SMP0120938 Excitatory Neural Signalling Through 5-HTR 4 and Serotonin SMP0108169 Excitatory Neural Signalling Through 5-HTR 6 and Serotonin SMP0108172 Excitatory Neural Signalling Through 5-HTR 7 and Serotonin SMP0108170 Gluconeogenesis SMP0087223 Histamine H1 Receptor Activation SMP0108002 Insulin Signalling SMP0108189 Intracellular Signalling Through Adenosine Receptor A2a and Adenosine SMP0108174 Intracellular Signalling Through Adenosine Receptor A2b and Adenosine SMP0108178 Intracellular Signalling Through FSH Receptor and Follicle Stimulating Hormone SMP0108183 Intracellular Signalling Through Histamine H2 Receptor and Histamine SMP0107995 Intracellular Signalling Through LHCGR Receptor and Luteinizing Hormone/Choriogonadotropin SMP0108184 Intracellular Signalling Through PGD2 receptor and Prostaglandin D2 SMP0107997 Intracellular Signalling Through Prostacyclin Receptor and Prostacyclin SMP0107998 Lysophosphatidic Acid LPA1 Signalling SMP0108191 Lysophosphatidic Acid LPA2 Signalling SMP0108193 Lysophosphatidic Acid LPA3 Signalling SMP0108194 Lysophosphatidic Acid LPA4 Signalling SMP0108196 Lysophosphatidic Acid LPA5 Signalling SMP0108198 Lysophosphatidic Acid LPA6 Signalling SMP0108199 Purine Metabolism SMP0087239 Pyruvate Metabolism SMP0087231 Rac 1 cell motility signaling pathway SMP0100484 Rac 1 Cell Motility Signaling Pathway SMP0120885 Vasopressin Regulation of Water Homeostasis SMP0108181 Warburg Effect SMP0087270 Specdb::NmrTwoD 1057 Specdb::NmrTwoD 1601 Specdb::CMs 21480 Specdb::CMs 37972 Specdb::CMs 147095 Specdb::MsMs 1460 Specdb::MsMs 1461 Specdb::MsMs 1462 Specdb::MsMs 179532 Specdb::MsMs 179533 Specdb::MsMs 179534 Specdb::MsMs 181860 Specdb::MsMs 181861 Specdb::MsMs 181862 Specdb::MsMs 440101 Specdb::MsMs 451931 Specdb::MsMs 2226693 Specdb::MsMs 2228051 Specdb::MsMs 2229089 Specdb::MsMs 2230341 Specdb::MsMs 2231416 Specdb::MsMs 2232802 Specdb::MsMs 2233746 Specdb::MsMs 2235181 Specdb::MsMs 2314190 Specdb::MsMs 2314191 Specdb::MsMs 2314192 Specdb::MsMs 2621066 Specdb::MsMs 2621067 Specdb::MsMs 2621068 Specdb::NmrOneD 1660 Specdb::NmrOneD 4813 Specdb::NmrOneD 4814 Specdb::NmrOneD 87452 Specdb::NmrOneD 87453 Specdb::NmrOneD 87454 Specdb::NmrOneD 87455 Specdb::NmrOneD 87456 Specdb::NmrOneD 87457 Specdb::NmrOneD 87458 Specdb::NmrOneD 87459 Specdb::NmrOneD 87460 Specdb::NmrOneD 87461 Specdb::NmrOneD 87462 Specdb::NmrOneD 87463 Specdb::NmrOneD 87464 Specdb::NmrOneD 87465 Specdb::NmrOneD 87466 Specdb::NmrOneD 87467 Specdb::NmrOneD 87468 Specdb::NmrOneD 87469 Specdb::NmrOneD 87470 Specdb::NmrOneD 87471 C00035 DB04315 FDB030875 8630 8977 17552 33599 Guanosine diphosphate 6077 GDP Edlin, Gordon; Donini, P. Synthesis of guanosine 5'-diphosphate, 2'-(or 3'-) diphosphate, and related nucleotides in a variety of physiological conditions. Journal of Biological Chemistry (1971), 246(13), 4371-3. BMDBP00156 Ectonucleoside triphosphate diphosphohydrolase 8 A0JND9 ENTPD8 Enzyme BMDBP00486 Nucleoside diphosphate kinase 7 Q5E9Y9 NME7 Enzyme BMDBP00495 Adenylosuccinate synthetase isozyme 1 A5PJR4 ADSS1 Enzyme BMDBP00525 Adenylosuccinate synthetase isozyme 2 A7MBG0 ADSS2 Enzyme BMDBP00617 Phosphoenolpyruvate carboxykinase, cytosolic [GTP] Q8HYZ4 PCK1 Enzyme BMDBP00626 Succinate--CoA ligase [ADP/GDP-forming] subunit alpha, mitochondrial Q58DR8 SUCLG1 Enzyme BMDBP00627 Succinate--CoA ligase [GDP-forming] subunit beta, mitochondrial Q3MHX5 SUCLG2 Enzyme BMDBP01164 Guanylate kinase P46195 GUK1 Enzyme BMDBP02934 Ectonucleoside triphosphate diphosphohydrolase 5 E1BPW0 ENTPD5 Enzyme BMDBP02998 Rap guanine nucleotide exchange factor 2 F1MSG6 RAPGEF2 Enzyme BMDBP03001 Rho guanine nucleotide exchange factor 9 Q58DL7 ARHGEF9 Enzyme BMDBP03007 Ribonucleotide reductase regulatory subunit M2 E1BI58 RRM2 Enzyme BMDBP03135 Ribonucleoside-diphosphate reductase F1MSF1 RRM1 Enzyme