1.0 2011-09-21 00:35:03 UTC 2015-07-21 06:57:52 UTC FDB023810 Imidazoleacetic acid ribotide Imidazoleacetic acid ribotide (IAA-RP ) is an endogenous ligand that stimulates imidazol(in)e receptors. Experimental data suggest that IAA-RP may participate in transsynaptic signaling in brain, because it exists in brainstem neurons, exhibits depolarization-induced Ca2+-dependent release from P2 synaptosomal elements, has relatively high affinity for membrane-bound I-R sites, and produces physiological effects on exogenous application. IAA-RP is rapidly metabolized by phosphatases and ecto-5'-nucleotidases. (PMID: 15365189) [HMDB] [1-(5-Oribofuranosyl)imidazol-4-yl]acetic acid [1-(5-Oribosyl)imidazol-4-yl]acetic acid [1-(5-phosphoribofuranosyl)imidazol-4-yl]acetic acid [1-(5-phosphoribosyl)imidazol-4-yl]acetic acid 1-(5-O-ONO-b-D-Ribofuranosyl)-1H-imidazole-4-acetic acid 1-(5-O-ONO-beta-delta-Ribofuranosyl)-1H-imidazole-4-acetic acid 1-(5-O-phosphono-b-D-ribofuranosyl)-1H-Imidazole-4-acetic acid 1-(5-O-phosphono-beta-delta-ribofuranosyl)-1H-Imidazole-4-acetic acid 1-(5-Oribosyl)imidazol-4-ylacetate 1-(5-Oribosyl)imidazol-4-ylacetic acid 1-(5-Oribosyl)imidazole-4-acetate 1-(5-Oribosyl)imidazole-4-acetic acid 1-(5-Phosphoribosyl)imidazole-4-acetate 1-b-D-Ribofuranosyl-imidazole-4-acetic acid 5'-(dihydrogen ate) 1-b-D-ribofuranosyl-Imidazole-4-acetic acid 5'-(dihydrogen phosphate) 1-b-D-Ribofuranosyl-imidazole-4-acetic acid 5'-ate 1-b-D-ribofuranosyl-Imidazole-4-acetic acid 5'-phosphate 1-beta-delta-Ribofuranosyl-imidazole-4-acetic acid 5'-(dihydrogen ate) 1-beta-delta-ribofuranosyl-Imidazole-4-acetic acid 5'-(dihydrogen phosphate) 1-beta-delta-Ribofuranosyl-imidazole-4-acetic acid 5'-ate 1-beta-delta-ribofuranosyl-Imidazole-4-acetic acid 5'-phosphate 1-Ribosylimidazole-4-acetic acid 5'-ate 1-Ribosylimidazole-4-acetic acid 5'-phosphate Imidazole-4-acetic acid ribotide C10H15N2O9P 338.2079 338.0515166 2-{1-[(3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-1H-imidazol-4-yl}acetic acid {1-[(3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]imidazol-4-yl}acetic acid 2888-19-9 O[C@@H]1[C@@H](COP(O)(O)=O)OC([C@@H]1O)N1C=NC(CC(O)=O)=C1 InChI=1S/C10H15N2O9P/c13-7(14)1-5-2-12(4-11-5)10-9(16)8(15)6(21-10)3-20-22(17,18)19/h2,4,6,8-10,15-16H,1,3H2,(H,13,14)(H2,17,18,19)/t6-,8-,9-,10?/m1/s1 RDQUQBHPMYFYMX-XIWVQZPPSA-N belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. Purine nucleosides Organic compounds Nucleosides, nucleotides, and analogues Purine nucleosides Aromatic heteropolycyclic compounds 6-aminopurines Aminopyrimidines and derivatives Azacyclic compounds Dialkyl ethers Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Imidolactams Monosaccharides N-substituted imidazoles Organopnictogen compounds Oxacyclic compounds Primary alcohols Primary amines Secondary alcohols Tetrahydrofurans 6-aminopurine Alcohol Amine Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Azole Dialkyl ether Ether Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Imidazole Imidazopyrimidine Imidolactam Monosaccharide N-glycosyl compound N-substituted imidazole Organic nitrogen compound Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Primary alcohol Primary amine Purine Purine nucleoside Pyrimidine Secondary alcohol Tetrahydrofuran Solid logp -1.74 ALOGPS logs -2.09 ALOGPS solubility 2.74e+00 g/l ALOGPS logp -3.6 ChemAxon pka_strongest_acidic 1.22 ChemAxon pka_strongest_basic 5.9 ChemAxon iupac 2-{1-[(3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-1H-imidazol-4-yl}acetic acid ChemAxon average_mass 338.2079 ChemAxon mono_mass 338.0515166 ChemAxon smiles O[C@@H]1[C@@H](COP(O)(O)=O)OC([C@@H]1O)N1C=NC(CC(O)=O)=C1 ChemAxon formula C10H15N2O9P ChemAxon inchi InChI=1S/C10H15N2O9P/c13-7(14)1-5-2-12(4-11-5)10-9(16)8(15)6(21-10)3-20-22(17,18)19/h2,4,6,8-10,15-16H,1,3H2,(H,13,14)(H2,17,18,19)/t6-,8-,9-,10?/m1/s1 ChemAxon inchikey RDQUQBHPMYFYMX-XIWVQZPPSA-N ChemAxon polar_surface_area 171.57 ChemAxon refractivity 67.42 ChemAxon polarizability 28.94 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 9 ChemAxon donor_count 5 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 18498 Specdb::CMs 38942 Specdb::CMs 132538 Specdb::CMs 140272 Specdb::MsMs 307009 Specdb::MsMs 307010 Specdb::MsMs 307011 Specdb::MsMs 350842 Specdb::MsMs 350843 Specdb::MsMs 350844 Specdb::MsMs 2386049 Specdb::MsMs 2386050 Specdb::MsMs 2386051 Specdb::MsMs 2576988 Specdb::MsMs 2576989 Specdb::MsMs 2576990 Specdb::NmrOneD 61512 Specdb::NmrOneD 61513 Specdb::NmrOneD 61514 Specdb::NmrOneD 61515 Specdb::NmrOneD 61516 Specdb::NmrOneD 61517 Specdb::NmrOneD 61518 Specdb::NmrOneD 61519 Specdb::NmrOneD 61520 Specdb::NmrOneD 61521 Specdb::NmrOneD 61522 Specdb::NmrOneD 61523 Specdb::NmrOneD 61524 Specdb::NmrOneD 61525 Specdb::NmrOneD 61526 Specdb::NmrOneD 61527 Specdb::NmrOneD 61528 Specdb::NmrOneD 61529 Specdb::NmrOneD 61530 Specdb::NmrOneD 61531 HMDB06032 16805 #<Reference:0x000055ce31638c88> 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