1.0 2011-09-21 00:04:53 UTC 2015-10-09 22:29:13 UTC FDB021902 Inosine triphosphate Inosine triphosphate (ITP) is an intermediate in the purine metabolism pathway. Relatively high levels of ITP in red cells are found in individuals as result of deficiency of inosine triphosphatase (EC 3.1.3.56, ITPase) ITPase is a cytosolic nucleoside triphosphate pyrophosphohydrolase specific for ITP catalysis to inosine monophosphate (IMP) and deoxy-inosine triphosphate (dITP) to deoxy-inosine monophosphate. ITPase deficiency is not associated with any defined pathology other than the characteristic and abnormal accumulation of ITP in red blood cells. Nevertheless, ITPase deficiency may have pharmacogenomic implications, and the abnormal metabolism of 6-mercaptopurine in ITPase-deficient patients may lead to thiopurine drug toxicity. ITPase's function is not clearly understood but possible roles for ITPase could be to prevent the accumulation of rogue nucleotides which would be otherwise incorporated into DNA and RNA, or compete with nucleotides such as GTP in signalling processes. (PMID : 170291, 1204209, 17113761, 17924837) [HMDB] 2'-Inosine-5'-triate 2'-Inosine-5'-triic acid 2'-inosine-5'-triphosphate 5-ITP 5'-ITP Inosine 5 Inosine 5-triphopshate Inosine 5'-(tetrahydrogen triate) inosine 5'-(tetrahydrogen triphosphate) Inosine 5'-triate Inosine 5'-triic acid Inosine 5'-triphosphate Inosine 5(tetrahydrogen triate) Inosine 5(tetrahydrogen triphosphate) Inosine triate Inosine triic acid Inosine triphosphate Inosine triphosphic acid Inosine tripolyate Inosine tripolyic acid Inosine tripolyphosphate ITP ITT O(5')-(Tetrahydroxytrioryl)inosine C10H15N4O14P3 508.1658 507.979760744 ({[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-hydroxy-9H-purin-9-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid ({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-hydroxypurin-9-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxyphosphonic acid 132-06-9 O[C@@H]1[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=CN=C2O InChI=1S/C10H15N4O14P3/c15-6-4(1-25-30(21,22)28-31(23,24)27-29(18,19)20)26-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17/h2-4,6-7,10,15-16H,1H2,(H,21,22)(H,23,24)(H,11,12,17)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 HAEJPQIATWHALX-KQYNXXCUSA-N belongs to the class of organic compounds known as purine ribonucleoside triphosphates. These are purine ribobucleotides with a triphosphate group linked to the ribose moiety. Purine ribonucleoside triphosphates Organic compounds Nucleosides, nucleotides, and analogues Purine nucleotides Purine ribonucleotides Aromatic heteropolycyclic compounds 1,2-diols 6-oxopurines Azacyclic compounds Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Hypoxanthines Monoalkyl phosphates Monosaccharide phosphates N-substituted imidazoles Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Pentose phosphates Purine ribonucleoside monophosphates Pyrimidones Secondary alcohols Tetrahydrofurans Vinylogous amides 1,2-diol 6-oxopurine Alcohol Alkyl phosphate 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 Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Pentose phosphate Pentose-5-phosphate Phosphoric acid ester Purine Purine ribonucleoside monophosphate Purine ribonucleoside triphosphate Pyrimidine Pyrimidone Secondary alcohol Tetrahydrofuran Vinylogous amide inosine phosphate purine ribonucleoside 5'-triphosphate Solid logp -0.67 ALOGPS logs -2.03 ALOGPS solubility 4.78e+00 g/l ALOGPS logp -2.7 ChemAxon pka_strongest_acidic 0.91 ChemAxon pka_strongest_basic -0.5 ChemAxon iupac ({[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-hydroxy-9H-purin-9-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid ChemAxon average_mass 508.1658 ChemAxon mono_mass 507.979760744 ChemAxon smiles O[C@@H]1[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=CN=C2O ChemAxon formula C10H15N4O14P3 ChemAxon inchi InChI=1S/C10H15N4O14P3/c15-6-4(1-25-30(21,22)28-31(23,24)27-29(18,19)20)26-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17/h2-4,6-7,10,15-16H,1H2,(H,21,22)(H,23,24)(H,11,12,17)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 ChemAxon inchikey HAEJPQIATWHALX-KQYNXXCUSA-N ChemAxon polar_surface_area 273.34 ChemAxon refractivity 93.09 ChemAxon polarizability 38.09 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 14 ChemAxon donor_count 7 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Purine Metabolism SMP00050 map00230 Specdb::NmrTwoD 988 Specdb::NmrTwoD 1194 Specdb::NmrOneD 1160 Specdb::NmrOneD 4912 Specdb::NmrOneD 4913 Specdb::CMs 15817 Specdb::CMs 37345 Specdb::CMs 1053663 Specdb::CMs 1053664 Specdb::CMs 1053665 Specdb::CMs 1053666 Specdb::CMs 1053668 Specdb::CMs 1053670 Specdb::CMs 1053672 Specdb::CMs 1053674 Specdb::CMs 1053676 Specdb::CMs 1053678 Specdb::CMs 1053680 Specdb::CMs 1053682 Specdb::CMs 1053684 Specdb::CMs 1053686 Specdb::CMs 1053688 Specdb::CMs 1053690 Specdb::CMs 1053692 Specdb::CMs 1053694 Specdb::CMs 1053696 Specdb::CMs 1053698 Specdb::CMs 1053700 Specdb::CMs 1053701 Specdb::CMs 1053703 Specdb::MsMs 298 Specdb::MsMs 299 Specdb::MsMs 300 Specdb::MsMs 180135 Specdb::MsMs 180136 Specdb::MsMs 180137 Specdb::MsMs 182469 Specdb::MsMs 182470 Specdb::MsMs 182471 Specdb::MsMs 2228080 Specdb::MsMs 2231456 Specdb::MsMs 2232759 Specdb::MsMs 2233859 Specdb::MsMs 2234461 Specdb::MsMs 2234478 Specdb::MsMs 2235071 Specdb::MsMs 2253195 Specdb::MsMs 2253285 Specdb::MsMs 2255260 Specdb::MsMs 2255291 Specdb::MsMs 2257225 Specdb::MsMs 2257369 Specdb::MsMs 2259175 Specdb::MsMs 2259375 Specdb::MsMs 2824546 HMDB00189 16039 ITT #<Reference:0x000055ce318ff368> #<Reference:0x000055ce318ff1b0> #<Reference:0x000055ce318feff8> #<Reference:0x000055ce318fee40> #<Reference:0x000055ce318fec88> #<Reference:0x000055ce318fead0> #<Reference:0x000055ce318fe918> #<Reference:0x000055ce318fe760> #<Reference:0x000055ce318fe5a8> #<Reference:0x000055ce318fe3f0> #<Reference:0x000055ce318fe238> #<Reference:0x000055ce318fe080> 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 Glucokinase P35557 GCK Hexokinase-2 P52789 HK2 Hexokinase-3 P52790 HK3 Uridine-cytidine kinase-like 1 Q9NWZ5 UCKL1