2.0 2012-07-30 14:55:09 -0600 2015-06-03 17:21:02 -0600 ECMDB21264 M2MDB001671 P1,P4-Bis(5'-guanosyl) tetraphosphate Diguanosine tetraphosphate is a diguanosine polyphosphate. It consists of two guanosines joined by a chain of 4 phosphates. (ppG)2 Bis(5'-guanosyl) tetraphosphate Bis(5'-guanosyl) tetraphosphoric acid Bis(guanylyl) diphosphate Bis(guanylyl) diphosphoric acid Diguanosine tetraphosphate Diguanosine tetraphosphoric acid G(5')P4(5')G GP4G GppppG Guanosine(5')tetraphospho(5')guanosine P1,P4-bis(5'-guanosyl) tetrahydrogen tetraphosphate P1,P4-Bis(5'-guanosyl) tetrahydrogen tetraphosphoric acid P1,P4-Bis(5'-guanosyl) tetraphosphate P1,P4-Bis(5'-guanosyl) tetraphosphoric acid [5-(2-amino-6-Hydroxy-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-[[[[5-(2-amino-6-hydroxy-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-phosphinate [5-(2-amino-6-hydroxy-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-[[[[5-(2-amino-6-hydroxy-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-phosphinic acid C20H28N10O21P4 868.3858 868.038094056 {[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[({[({[(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](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy})phosphinic acid diguanosine tetraphosphate 4130-19-2 NC1=NC2=C(N=CN2[C@@H]2O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)N3C=NC4=C3N=C(N)NC4=O)[C@@H](O)[C@H]2O)C(=O)N1 InChI=1S/C20H28N10O21P4/c21-19-25-13-7(15(35)27-19)23-3-29(13)17-11(33)9(31)5(47-17)1-45-52(37,38)49-54(41,42)51-55(43,44)50-53(39,40)46-2-6-10(32)12(34)18(48-6)30-4-24-8-14(30)26-20(22)28-16(8)36/h3-6,9-12,17-18,31-34H,1-2H2,(H,37,38)(H,39,40)(H,41,42)(H,43,44)(H3,21,25,27,35)(H3,22,26,28,36)/t5-,6-,9-,10-,11-,12-,17-,18-/m1/s1 OLGWXCQXRSSQPO-MHARETSRSA-N Solid Cytosol logp -0.18 ALOGPS logs -1.90 ALOGPS solubility 1.10e+01 g/l ALOGPS logp -5.9 ChemAxon pka_strongest_acidic 0.5 ChemAxon pka_strongest_basic 1.6 ChemAxon iupac {[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[({[({[(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](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy})phosphinic acid ChemAxon average_mass 868.3858 ChemAxon mono_mass 868.038094056 ChemAxon smiles NC1=NC2=C(N=CN2[C@@H]2O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)N3C=NC4=C3N=C(N)NC4=O)[C@@H](O)[C@H]2O)C(=O)N1 ChemAxon formula C20H28N10O21P4 ChemAxon inchi InChI=1S/C20H28N10O21P4/c21-19-25-13-7(15(35)27-19)23-3-29(13)17-11(33)9(31)5(47-17)1-45-52(37,38)49-54(41,42)51-55(43,44)50-53(39,40)46-2-6-10(32)12(34)18(48-6)30-4-24-8-14(30)26-20(22)28-16(8)36/h3-6,9-12,17-18,31-34H,1-2H2,(H,37,38)(H,39,40)(H,41,42)(H,43,44)(H3,21,25,27,35)(H3,22,26,28,36)/t5-,6-,9-,10-,11-,12-,17-,18-/m1/s1 ChemAxon inchikey OLGWXCQXRSSQPO-MHARETSRSA-N ChemAxon polar_surface_area 465.33 ChemAxon refractivity 168.95 ChemAxon polarizability 68.35 ChemAxon rotatable_bond_count 14 ChemAxon acceptor_count 22 ChemAxon donor_count 12 ChemAxon physiological_charge -4 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 3097 Specdb::NmrOneD 333138 Specdb::NmrOneD 333139 Specdb::NmrOneD 333140 Specdb::NmrOneD 333141 Specdb::NmrOneD 333142 Specdb::NmrOneD 333143 Specdb::NmrOneD 333144 Specdb::NmrOneD 333145 Specdb::NmrOneD 333146 Specdb::NmrOneD 333147 Specdb::NmrOneD 333148 Specdb::NmrOneD 333149 Specdb::NmrOneD 333150 Specdb::NmrOneD 333151 Specdb::NmrOneD 333152 Specdb::NmrOneD 333153 Specdb::NmrOneD 333154 Specdb::NmrOneD 333155 Specdb::NmrOneD 333156 Specdb::NmrOneD 333157 Specdb::MsMs 23387 Specdb::MsMs 23388 Specdb::MsMs 23389 Specdb::MsMs 30185 Specdb::MsMs 30186 Specdb::MsMs 30187 Specdb::MsMs 2327058 Specdb::MsMs 2327059 Specdb::MsMs 2327060 Specdb::MsMs 2612005 Specdb::MsMs 2612006 Specdb::MsMs 2612007 HMDB01340 165186 144813 C01261 15883 CPD-609 van der Giet M, Westhoff T, Cinkilic O, Jankowski J, Schluter H, Zidek W, Tepel M: The critical role of adenosine and guanosine in the affinity of dinucleoside polyphosphates to P(2X)-receptors in the isolated perfused rat kidney. Br J Pharmacol. 2001 Jan;132(2):467-74. 11159696 Ralevic V, Jankowski J, Schluter H: Structure-activity relationships of diadenosine polyphosphates (Ap(n)As), adenosine polyphospho guanosines (Ap(n)Gs) and guanosine polyphospho guanosines (Gp(n)Gs) at P2 receptors in the rat mesenteric arterial bed. Br J Pharmacol. 2001 Nov;134(5):1073-83. 11682456 Jankowski J, Hagemann J, Tepel M, van Der Giet M, Stephan N, Henning L, Gouni-Berthold I, Sachinidis A, Zidek W, Schluter H: Dinucleotides as growth-promoting extracellular mediators. Presence of dinucleoside diphosphates Ap2A, Ap2G, and Gp2G in releasable granules of platelets. J Biol Chem. 2001 Mar 23;276(12):8904-9. Epub 2000 Dec 13. 11115507 Bis(5'-nucleosyl)-tetraphosphatase [symmetrical] P05637 APAH_ECOLI apaH http://ecmdb.ca/proteins/P05637.xml P1,P4-Bis(5'-guanosyl) tetraphosphate + Water >2 Guanosine diphosphate +2 Hydrogen ion