2.02012-07-30 14:55:09 -06002015-06-03 17:21:02 -0600ECMDB21264M2MDB001671P1,P4-Bis(5'-guanosyl) tetraphosphateDiguanosine tetraphosphate is a diguanosine polyphosphate. It consists of two guanosines joined by a chain of 4 phosphates. (ppG)2Bis(5'-guanosyl) tetraphosphateBis(5'-guanosyl) tetraphosphoric acidBis(guanylyl) diphosphateBis(guanylyl) diphosphoric acidDiguanosine tetraphosphateDiguanosine tetraphosphoric acidG(5')P4(5')GGP4GGppppGGuanosine(5')tetraphospho(5')guanosineP1,P4-bis(5'-guanosyl) tetrahydrogen tetraphosphateP1,P4-Bis(5'-guanosyl) tetrahydrogen tetraphosphoric acidP1,P4-Bis(5'-guanosyl) tetraphosphateP1,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 acidC20H28N10O21P4868.3858868.038094056{[(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 aciddiguanosine tetraphosphate4130-19-2NC1=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)N1InChI=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/s1OLGWXCQXRSSQPO-MHARETSRSA-NSolidCytosollogp-0.18logs-1.90solubility1.10e+01 g/llogp-5.9pka_strongest_acidic0.5pka_strongest_basic1.6iupac{[(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 acidaverage_mass868.3858mono_mass868.038094056smilesNC1=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)N1formulaC20H28N10O21P4inchiInChI=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/s1inchikeyOLGWXCQXRSSQPO-MHARETSRSA-Npolar_surface_area465.33refractivity168.95polarizability68.35rotatable_bond_count14acceptor_count22donor_count12physiological_charge-4formal_charge0Specdb::EiMs3097Specdb::NmrOneD333138Specdb::NmrOneD333139Specdb::NmrOneD333140Specdb::NmrOneD333141Specdb::NmrOneD333142Specdb::NmrOneD333143Specdb::NmrOneD333144Specdb::NmrOneD333145Specdb::NmrOneD333146Specdb::NmrOneD333147Specdb::NmrOneD333148Specdb::NmrOneD333149Specdb::NmrOneD333150Specdb::NmrOneD333151Specdb::NmrOneD333152Specdb::NmrOneD333153Specdb::NmrOneD333154Specdb::NmrOneD333155Specdb::NmrOneD333156Specdb::NmrOneD333157Specdb::MsMs23387Specdb::MsMs23388Specdb::MsMs23389Specdb::MsMs30185Specdb::MsMs30186Specdb::MsMs30187Specdb::MsMs2327058Specdb::MsMs2327059Specdb::MsMs2327060Specdb::MsMs2612005Specdb::MsMs2612006Specdb::MsMs2612007HMDB01340165186144813C0126115883CPD-609van 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):467-74.11159696Ralevic 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):1073-83.11682456Jankowski 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 13.11115507Bis(5'-nucleosyl)-tetraphosphatase [symmetrical]P05637APAH_ECOLIapaHhttp://ecmdb.ca/proteins/P05637.xmlP1,P4-Bis(5'-guanosyl) tetraphosphate + Water >2 Guanosine diphosphate +2 Hydrogen ion