2.0 2012-05-31 10:23:17 -0600 2015-09-13 12:56:06 -0600 ECMDB00189 M2MDB000078 Inosine triphosphate Inosine triphosphate (ITP) is an intermediate in the purine metabolism pathway. 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'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) 2'-Inosine-5'-triphosphate 2'-Inosine-5'-triphosphoric acid 5'-ITP 5-ITP Inosine 5 Inosine 5'-(tetrahydrogen triphosphate) Inosine 5'-(tetrahydrogen triphosphoric acid) Inosine 5'-triphosphate Inosine 5'-triphosphoric acid Inosine 5(tetrahydrogen triphosphate) Inosine 5(tetrahydrogen triphosphoric acid) Inosine 5-triphopshate Inosine 5-triphopshic acid Inosine triphosphate Inosine triphosphoric acid Inosine tripolyphosphate Inosine tripolyphosphoric acid ITP ITT 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 Solid Cytosol 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 ec00230 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::NmrOneD 1160 Specdb::NmrOneD 4912 Specdb::NmrOneD 4913 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 Specdb::NmrTwoD 988 Specdb::NmrTwoD 1194 HMDB00189 8583 8265 C00081 16039 ITP ITT ITP Keseler, I. 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Tokkyo Koho (1972), 2 pp. http://hmdb.ca/system/metabolites/msds/000/000/132/original/HMDB00189.pdf?1358461338 6-phosphofructokinase isozyme 2 P06999 K6PF2_ECOLI pfkB http://ecmdb.ca/proteins/P06999.xml Nucleoside diphosphate kinase P0A763 NDK_ECOLI ndk http://ecmdb.ca/proteins/P0A763.xml 6-phosphofructokinase isozyme 1 P0A796 K6PF1_ECOLI pfkA http://ecmdb.ca/proteins/P0A796.xml Uridine kinase P0A8F4 URK_ECOLI udk http://ecmdb.ca/proteins/P0A8F4.xml Protein mazG P0AEY3 MAZG_ECOLI mazG http://ecmdb.ca/proteins/P0AEY3.xml Putative ribosome biogenesis GTPase RsgA P39286 RSGA_ECOLI rsgA http://ecmdb.ca/proteins/P39286.xml Nucleoside-triphosphatase rdgB P52061 RDGB_ECOLI rdgB http://ecmdb.ca/proteins/P52061.xml Adenylate kinase P69441 KAD_ECOLI adk http://ecmdb.ca/proteins/P69441.xml UPF0244 protein yjjX P39411 YJJX_ECOLI yjjX http://ecmdb.ca/proteins/P39411.xml Nucleoside diphosphate kinase P0A763 NDK_ECOLI ndk http://ecmdb.ca/proteins/P0A763.xml Water + Inosine triphosphate > Hydrogen ion + IDP + Phosphate RXN0-5073 Adenosine monophosphate + Inosine triphosphate <> ADP + IDP Water + Inosine triphosphate > Hydrogen ion + Inosinic acid + Pyrophosphate R00720 RXN0-6382 Adenosine triphosphate + Hydrogen ion + Water > Inosine triphosphate + Ammonium Inosine triphosphate + Water <> Inosinic acid + Pyrophosphate R00720 Adenosine triphosphate + IDP <> ADP + Inosine triphosphate R00722 Inosine triphosphate + Cytidine <> IDP + Cytidine monophosphate R00962 Inosine triphosphate + Uridine <> IDP + Uridine 5'-monophosphate R00970 Inosine triphosphate + D-Tagatose 6-phosphate <> IDP + D-Tagatose 1,6-bisphosphate R03239 48 mM Na2HPO4, 22 mM KH2PO4, 10 mM NaCl, 45 mM (NH4)2SO4, supplemented with 1 mM MgSO4, 1 mg/l thiamine·HCl, 5.6 mg/l CaCl2, 8 mg/l FeCl3, 1 mg/l MnCl2·4H2O, 1.7 mg/l ZnCl2, 0.43 mg/l CuCl2·2H2O, 0.6 mg/l CoCl2·2H2O and 0.6 mg/l Na2MoO4·2H2O. 4 g/L Gluco Bioreactor, pH controlled, O2 and CO2 controlled, dilution rate: 0.2/h 207.0 uM 0.0 37 oC BW25113 Stationary Phase, glucose limited 828000 0 Ishii, N., Nakahigashi, K., Baba, T., Robert, M., Soga, T., Kanai, A., Hirasawa, T., Naba, M., Hirai, K., Hoque, A., Ho, P. Y., Kakazu, Y., Sugawara, K., Igarashi, S., Harada, S., Masuda, T., Sugiyama, N., Togashi, T., Hasegawa, M., Takai, Y., Yugi, K., Arakawa, K., Iwata, N., Toya, Y., Nakayama, Y., Nishioka, T., Shimizu, K., Mori, H., Tomita, M. (2007). "Multiple high-throughput analyses monitor the response of E. coli to perturbations." Science 316:593-597. 17379776 Gutnick minimal complete medium (4.7 g/L KH2PO4; 13.5 g/L K2HPO4; 1 g/L K2SO4; 0.1 g/L MgSO4-7H2O; 10 mM NH4Cl) with 4 g/L glucose Shake flask and filter culture 205.0 uM 0.0 37 oC K12 NCM3722 Mid-Log Phase 820000 0 Bennett, B. D., Kimball, E. H., Gao, M., Osterhout, R., Van Dien, S. J., Rabinowitz, J. D. (2009). "Absolute metabolite concentrations and implied enzyme active site occupancy in Escherichia coli." Nat Chem Biol 5:593-599. 19561621