1.02011-09-21 00:17:09 UTC2015-07-21 06:57:17 UTCFDB022633Guanosine tetraphosphate adenosineGuanosine tetraphosphate adenosine is a dinucleoside polyphosphate. Dinucleoside polyphosphates are an interesting group of signalling molecules that control numerous physiological functions. Diadenosine compounds, with a backbone of anything from two to seven phosphates, are known to occur naturally. Some of them have been isolated from cerebral nerve terminals and, acting via nucleoside (P1), nucleotide (P2), or dinucleotide receptors, can affect central nervous system function. Many of them have been isolated from human blood platelet secretory granules and are potentially involved in haemostatic mechanisms and peripheral control of vascular tone. Many visceral organs respond to the application of adenine dinucleotides and, although they act on receptors in the periphery that can be mainly defined as either P1 or P2, evidence is now accumulating for discrete dinucleotide receptors. In the periphery, adenine dinucleotides can be potent agonists, with diverse functions, causing contraction or relaxation of smooth muscle. Many P2X receptor proteins and P2Y receptors have been cloned and adenine dinucleotides have a variable pharmacological profile at these receptors and may be useful tools for characterising subtypes of P2X and P2Y receptors. Many extracellular roles of diadenosine polyphosphates are emerging as yet increasingly important, natural ligands for a plethora of structurally diverse mononucleotide and dinucleotide receptors. (PMID: 12772275, 7767329) [HMDB]a(5')P4(5')gGuanosine 5'-(pentahydrogen tetraate), 5'->3'-ester with adenosineGuanosine 5'-(pentahydrogen tetraphosphate), 5'->3'-ester with adenosineC20H28N10O20P4852.3864852.043179434{[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy})phosphinic acid[(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy(hydroxy)phosphoryl]oxyphosphinic acid100849-67-0NC1=NC(=O)C2=C(N1)N(C=N2)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1OInChI=1S/C20H28N10O20P4/c21-14-8-15(24-3-23-14)29(4-25-8)18-12(33)10(31)6(46-18)1-44-51(36,37)48-53(40,41)50-54(42,43)49-52(38,39)45-2-7-11(32)13(34)19(47-7)30-5-26-9-16(30)27-20(22)28-17(9)35/h3-7,10-13,18-19,31-34H,1-2H2,(H,36,37)(H,38,39)(H,40,41)(H,42,43)(H2,21,23,24)(H3,22,27,28,35)/t6-,7-,10-,11-,12-,13-,18-,19-/m1/s1SJXJAXXRDJWRCR-INFSMZHSSA-N belongs to the class of organic compounds known as (5'->5')-dinucleotides. These are dinucleotides where the two bases are connected via a (5'->5')-phosphodiester linkage.(5'->5')-dinucleotidesOrganic compoundsNucleosides, nucleotides, and analogues(5'->5')-dinucleotidesAromatic heteropolycyclic compounds6-aminopurines6-oxopurinesAminopyrimidines and derivativesAzacyclic compoundsGlycosylaminesHeteroaromatic compoundsHydrocarbon derivativesHypoxanthinesImidolactamsMonoalkyl phosphatesMonosaccharide phosphatesN-substituted imidazolesOrganic oxidesOrganopnictogen compoundsOxacyclic compoundsPentose phosphatesPrimary aminesPurine nucleotide sugarsPurine ribonucleoside monophosphatesPurine ribonucleoside polyphosphatesPyrimidonesSecondary alcoholsTetrahydrofuransVinylogous amides(5'->5')-dinucleotide6-aminopurine6-oxopurineAlcoholAlkyl phosphateAmineAminopyrimidineAromatic heteropolycyclic compoundAzacycleAzoleGlycosyl compoundHeteroaromatic compoundHydrocarbon derivativeHypoxanthineImidazoleImidazopyrimidineImidolactamMonoalkyl phosphateMonosaccharideMonosaccharide phosphateN-glycosyl compoundN-substituted imidazoleOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganic phosphoric acid derivativeOrganoheterocyclic compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundOxacyclePentose phosphatePentose-5-phosphatePhosphoric acid esterPrimary aminePurinePurine nucleotide sugarPurine ribonucleoside monophosphatePurine ribonucleoside polyphosphatePyrimidinePyrimidoneSecondary alcoholTetrahydrofuranVinylogous amideadenosine 5'-phosphateguanosine 5'-phosphatepurine ribonucleoside 5'-tetraphosphateSolidlogp-0.40logs-2.12solubility6.50e+00 g/llogp-8.4pka_strongest_acidic0.6pka_strongest_basic5iupac{[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy})phosphinic acidaverage_mass852.3864mono_mass852.043179434smilesNC1=NC(=O)C2=C(N1)N(C=N2)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1OformulaC20H28N10O20P4inchiInChI=1S/C20H28N10O20P4/c21-14-8-15(24-3-23-14)29(4-25-8)18-12(33)10(31)6(46-18)1-44-51(36,37)48-53(40,41)50-54(42,43)49-52(38,39)45-2-7-11(32)13(34)19(47-7)30-5-26-9-16(30)27-20(22)28-17(9)35/h3-7,10-13,18-19,31-34H,1-2H2,(H,36,37)(H,38,39)(H,40,41)(H,42,43)(H2,21,23,24)(H3,22,27,28,35)/t6-,7-,10-,11-,12-,13-,18-,19-/m1/s1inchikeySJXJAXXRDJWRCR-INFSMZHSSA-Npolar_surface_area449.65refractivity167.1polarizability68.66rotatable_bond_count14acceptor_count23donor_count11physiological_charge-3formal_charge0Specdb::EiMs3412Specdb::NmrOneD147780Specdb::NmrOneD147781Specdb::NmrOneD147782Specdb::NmrOneD147783Specdb::NmrOneD147784Specdb::NmrOneD147785Specdb::NmrOneD147786Specdb::NmrOneD147787Specdb::NmrOneD147788Specdb::NmrOneD147789Specdb::NmrOneD147790Specdb::NmrOneD147791Specdb::NmrOneD147792Specdb::NmrOneD147793Specdb::NmrOneD147794Specdb::NmrOneD147795Specdb::NmrOneD147796Specdb::NmrOneD147797Specdb::NmrOneD147798Specdb::NmrOneD147799Specdb::MsMs178107Specdb::MsMs178108Specdb::MsMs178109Specdb::MsMs180423Specdb::MsMs180424Specdb::MsMs180425Specdb::MsMs2460970Specdb::MsMs2460971Specdb::MsMs2460972Specdb::MsMs2477264Specdb::MsMs2477265Specdb::MsMs2477266HMDB01454#<Reference:0x0000555674970f48>#<Reference:0x0000555674970d68>AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823