1.0 2011-09-21 01:58:30 UTC 2015-07-21 06:59:46 UTC FDB029617 Adenosine thiamine diphosphate Adenosine thiamine diphosphate (AThDP), or thiaminylated adenosine diphosphate (ADP) is a natural thiamine adenine nucleotide. It was chemically synthesized and exists in small amounts in vertebrate liver.[1] Its biological significance remains unknown. [HMDB] C22H30N9O10P2S 674.54 674.131156939 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-[2-({[({[(2R,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)ethyl]-4-methyl-1,3-thiazol-3-ium 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-{2-[({[(2R,3R,4S,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]ethyl}-4-methyl-1,3-thiazol-3-ium CC1=C(CCOP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@@H](O)[C@H]2O)N2C=NC3=C2N=CN=C3N)SC=[N+]1CC1=CN=C(C)N=C1N InChI=1S/C22H29N9O10P2S/c1-11-15(44-10-30(11)6-13-5-25-12(2)29-19(13)23)3-4-38-42(34,35)41-43(36,37)39-7-14-17(32)18(33)22(40-14)31-9-28-16-20(24)26-8-27-21(16)31/h5,8-10,14,17-18,22,32-33H,3-4,6-7H2,1-2H3,(H5-,23,24,25,26,27,29,34,35,36,37)/p+1/t14-,17+,18+,22-/m1/s1 YLSJMTRFGUMRTH-HPXJRWHBSA-O belongs to the class of organic compounds known as purine ribonucleoside diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety. Purine ribonucleoside diphosphates Organic compounds Nucleosides, nucleotides, and analogues Purine nucleotides Purine ribonucleotides Aromatic heteropolycyclic compounds 1,2-diols 4,5-disubstituted thiazoles 6-aminopurines Aminopyrimidines and derivatives Azacyclic compounds Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Imidolactams Monoalkyl phosphates Monosaccharide phosphates N-substituted imidazoles Organic cations Organic oxides Organic pyrophosphates Organopnictogen compounds Oxacyclic compounds Pentose phosphates Primary amines Purine ribonucleoside monophosphates Secondary alcohols Tetrahydrofurans Thiamine phosphates 1,2-diol 4,5-disubstituted 1,3-thiazole 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 cation Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organic pyrophosphate Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Pentose monosaccharide Pentose phosphate Pentose-5-phosphate Phosphoric acid ester Primary amine Purine Purine ribonucleoside diphosphate Purine ribonucleoside monophosphate Pyrimidine Secondary alcohol Tetrahydrofuran Thiamine Thiamine-phosphate Thiazole Solid logp -1.44 ALOGPS logs -3.19 ALOGPS solubility 4.56e-01 g/l ALOGPS logp -8.1 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic 5.55 ChemAxon iupac 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-[2-({[({[(2R,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)ethyl]-4-methyl-1,3-thiazol-3-ium ChemAxon average_mass 674.54 ChemAxon mono_mass 674.131156939 ChemAxon smiles CC1=C(CCOP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@@H](O)[C@H]2O)N2C=NC3=C2N=CN=C3N)SC=[N+]1CC1=CN=C(C)N=C1N ChemAxon formula C22H30N9O10P2S ChemAxon inchi InChI=1S/C22H29N9O10P2S/c1-11-15(44-10-30(11)6-13-5-25-12(2)29-19(13)23)3-4-38-42(34,35)41-43(36,37)39-7-14-17(32)18(33)22(40-14)31-9-28-16-20(24)26-8-27-21(16)31/h5,8-10,14,17-18,22,32-33H,3-4,6-7H2,1-2H3,(H5-,23,24,25,26,27,29,34,35,36,37)/p+1/t14-,17+,18+,22-/m1/s1 ChemAxon inchikey YLSJMTRFGUMRTH-HPXJRWHBSA-O ChemAxon polar_surface_area 277.28 ChemAxon refractivity 154.56 ChemAxon polarizability 60.53 ChemAxon rotatable_bond_count 12 ChemAxon acceptor_count 14 ChemAxon donor_count 6 ChemAxon physiological_charge -1 ChemAxon formal_charge 1 ChemAxon Specdb::CMs 22179 Specdb::CMs 705230 Specdb::CMs 705231 Specdb::CMs 705232 Specdb::CMs 705233 Specdb::CMs 705234 Specdb::CMs 705235 Specdb::CMs 705236 Specdb::CMs 705237 Specdb::CMs 705238 Specdb::CMs 705239 Specdb::CMs 705240 Specdb::CMs 705241 Specdb::CMs 705242 Specdb::CMs 705243 Specdb::CMs 705244 Specdb::CMs 705245 Specdb::CMs 705246 Specdb::CMs 705247 Specdb::CMs 705248 Specdb::CMs 705249 Specdb::CMs 705250 Specdb::CMs 705251 Specdb::CMs 705252 Specdb::CMs 705253 Specdb::MsMs 315232 Specdb::MsMs 315233 Specdb::MsMs 315234 Specdb::MsMs 2627213 Specdb::MsMs 2627214 Specdb::MsMs 2627215 Specdb::NmrOneD 99798 Specdb::NmrOneD 99799 Specdb::NmrOneD 99800 Specdb::NmrOneD 99801 Specdb::NmrOneD 99802 Specdb::NmrOneD 99803 Specdb::NmrOneD 99804 Specdb::NmrOneD 99805 Specdb::NmrOneD 99806 Specdb::NmrOneD 99807 Specdb::NmrOneD 99808 Specdb::NmrOneD 99809 Specdb::NmrOneD 99810 Specdb::NmrOneD 99811 Specdb::NmrOneD 99812 Specdb::NmrOneD 99813 Specdb::NmrOneD 99814 Specdb::NmrOneD 99815 Specdb::NmrOneD 99816 Specdb::NmrOneD 99817 HMDB13647