1.0 2011-09-21 00:16:14 UTC 2015-07-21 06:57:16 UTC FDB022579 Adenosine tetraphosphate Adenosine 5' tetraphosphate, Ap4, is a natural nucleotide present in many biological systems. This nucleotide has been found as a constituent of the nucleotide pool present in the aqueous humor of a number of mammals and appears to act as a regulator of intraocular pressure (PMID: 14600249). AP4 may also play a significant role in the physiological regulation of vascular tone (PMID: 8599250). The plasma concentration of AP4 is in the nanomolar range. Technically adenosine tetraphosphate is condensation product of adenosine with tetraphosphoric acid at the 5' position. Acetyl coenzyme A (CoA) synthetase (EC 6.2.1.1) catalyzes the synthesis of adenosine 5'-tetraphosphate (P4A) and adenosine 5'-pentaphosphate (p5A) from ATP and tri- or tetrapolyphosphate (P3 or P4). [HMDB] Adenosine 5'-tetraate Adenosine 5'-tetraic acid Adenosine 5'-tetraphosphate Adenosine tetraate Adenosine tetraic acid Adenosine tetraphosphate Adenosine tetraphosphic acid Ap4 ATPP P4A C10H17N5O16P4 587.1609 586.962075569 {[({[({[(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}phosphonic acid adenosine tetraphosphic acid 58337-43-2 NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O InChI=1S/C10H17N5O16P4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(28-10)1-27-33(21,22)30-35(25,26)31-34(23,24)29-32(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H,25,26)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 WWMWAMFHUSTZTA-KQYNXXCUSA-N belongs to the class of organic compounds known as purine ribonucleoside polyphosphates. These are purine ribobucleotides with polyphosphate (with 4 or more phosphate) group linked to the ribose moiety. Purine ribonucleoside polyphosphates Organic compounds Nucleosides, nucleotides, and analogues Purine nucleotides Purine ribonucleotides Aromatic heteropolycyclic compounds 1,2-diols 6-aminopurines Aminopyrimidines and derivatives Azacyclic compounds Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Imidolactams Monoalkyl phosphates Monosaccharide phosphates N-substituted imidazoles Organic oxides Organopnictogen compounds Oxacyclic compounds Pentose phosphates Primary amines Purine ribonucleoside monophosphates Secondary alcohols Tetrahydrofurans 1,2-diol 6-aminopurine Alcohol Alkyl phosphate Amine Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Azole Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Imidazole Imidazopyrimidine Imidolactam Monoalkyl phosphate Monosaccharide Monosaccharide phosphate N-glycosyl compound N-substituted imidazole Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Pentose monosaccharide Pentose phosphate Pentose-5-phosphate Phosphoric acid ester Primary amine Purine Purine ribonucleoside monophosphate Purine ribonucleoside polyphosphate Pyrimidine Secondary alcohol Tetrahydrofuran adenosine 5'-phosphate purine ribonucleoside 5'-tetraphosphate Solid logp -0.16 ALOGPS logs -2.09 ALOGPS solubility 4.76e+00 g/l ALOGPS logp -7.2 ChemAxon pka_strongest_acidic 0.59 ChemAxon pka_strongest_basic 5 ChemAxon iupac {[({[({[(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}phosphonic acid ChemAxon average_mass 587.1609 ChemAxon mono_mass 586.962075569 ChemAxon smiles NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O ChemAxon formula C10H17N5O16P4 ChemAxon inchi InChI=1S/C10H17N5O16P4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(28-10)1-27-33(21,22)30-35(25,26)31-34(23,24)29-32(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H,25,26)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 ChemAxon inchikey WWMWAMFHUSTZTA-KQYNXXCUSA-N ChemAxon polar_surface_area 325.66 ChemAxon refractivity 106.69 ChemAxon polarizability 42.12 ChemAxon rotatable_bond_count 10 ChemAxon acceptor_count 16 ChemAxon donor_count 8 ChemAxon physiological_charge -4 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 87812 Specdb::NmrOneD 87813 Specdb::NmrOneD 87814 Specdb::NmrOneD 87815 Specdb::NmrOneD 87816 Specdb::NmrOneD 87817 Specdb::NmrOneD 87818 Specdb::NmrOneD 87819 Specdb::NmrOneD 87820 Specdb::NmrOneD 87821 Specdb::NmrOneD 87822 Specdb::NmrOneD 87823 Specdb::NmrOneD 87824 Specdb::NmrOneD 87825 Specdb::NmrOneD 87826 Specdb::NmrOneD 87827 Specdb::NmrOneD 87828 Specdb::NmrOneD 87829 Specdb::NmrOneD 87830 Specdb::NmrOneD 87831 Specdb::CMs 17812 Specdb::CMs 38039 Specdb::CMs 282799 Specdb::CMs 411213 Specdb::CMs 411214 Specdb::CMs 411215 Specdb::CMs 411216 Specdb::CMs 411217 Specdb::CMs 411218 Specdb::CMs 411219 Specdb::CMs 411220 Specdb::CMs 411221 Specdb::CMs 411222 Specdb::CMs 411223 Specdb::CMs 411224 Specdb::CMs 411225 Specdb::CMs 411226 Specdb::CMs 411227 Specdb::CMs 411228 Specdb::CMs 411229 Specdb::CMs 411230 Specdb::CMs 411231 Specdb::CMs 411232 Specdb::CMs 411233 Specdb::CMs 411234 Specdb::MsMs 29084 Specdb::MsMs 29085 Specdb::MsMs 29086 Specdb::MsMs 35642 Specdb::MsMs 35643 Specdb::MsMs 35644 Specdb::MsMs 2472180 Specdb::MsMs 2472181 Specdb::MsMs 2472182 Specdb::MsMs 2489673 Specdb::MsMs 2489674 Specdb::MsMs 2489675 HMDB01364 18334 AQP #<Reference:0x000055ce31719030> #<Reference:0x000055ce31718e00> #<Reference:0x000055ce31718bd0> #<Reference:0x000055ce317189f0> #<Reference:0x000055ce31718798> #<Reference:0x000055ce31718568> #<Reference:0x000055ce31718388> #<Reference:0x000055ce31718180> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 Acetyl-coenzyme A synthetase 2-like, mitochondrial Q9NUB1 ACSS1