1.0 2011-09-21 01:58:30 UTC 2015-07-21 06:59:46 UTC FDB029616 Adenosine thiamine triphosphate Adenosine thiamine triphosphate (AThTP), or thiaminylated adenosine triphosphate, is a natural thiamine adenine nucleotide. It was discovered in Escherichia coli where it may account for up to 15 - 20 % of total thiamine under carbon starvation. AThTP exists also, though at much lower levels, in eukaryotic organisms such as yeast, roots of higher plants and animal tissues. In E. coli AThTP is synthesized from thiamine diphosphate (ThDP) according the following reaction catalyzed by thiamine diphosphate adenylyl transferase: ThDP + ATP (ADP) ↔ AThDP + PPi (Pi) [HMDB] AThTP P1,P3-(Adenosine-5'-thiamine) triate P1,P3-(Adenosine-5'-thiamine) triphosphate Thiaminylated adenosine triate thiaminylated adenosine triphosphate C22H31N9O13P3S 754.52 754.097487349 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)(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(hydroxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium 30632-11-2 CC1=C(CCOP(O)(=O)OP(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/C22H30N9O13P3S/c1-11-15(48-10-30(11)6-13-5-25-12(2)29-19(13)23)3-4-40-45(34,35)43-47(38,39)44-46(36,37)41-7-14-17(32)18(33)22(42-14)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,(H6-,23,24,25,26,27,29,34,35,36,37,38,39)/p+1/t14-,17+,18+,22-/m1/s1 FGOYXNBJKMNPDH-HPXJRWHBSA-O 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 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 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 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 triphosphate Pyrimidine Secondary alcohol Tetrahydrofuran Thiamine Thiamine-phosphate Thiazole Solid logp -1.10 ALOGPS logs -2.92 ALOGPS solubility 9.58e-01 g/l ALOGPS logp -9.5 ChemAxon pka_strongest_acidic 0.9 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)(hydroxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium ChemAxon average_mass 754.52 ChemAxon mono_mass 754.097487349 ChemAxon smiles CC1=C(CCOP(O)(=O)OP(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 C22H31N9O13P3S ChemAxon inchi InChI=1S/C22H30N9O13P3S/c1-11-15(48-10-30(11)6-13-5-25-12(2)29-19(13)23)3-4-40-45(34,35)43-47(38,39)44-46(36,37)41-7-14-17(32)18(33)22(42-14)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,(H6-,23,24,25,26,27,29,34,35,36,37,38,39)/p+1/t14-,17+,18+,22-/m1/s1 ChemAxon inchikey FGOYXNBJKMNPDH-HPXJRWHBSA-O ChemAxon polar_surface_area 323.81 ChemAxon refractivity 165.44 ChemAxon polarizability 65.43 ChemAxon rotatable_bond_count 14 ChemAxon acceptor_count 16 ChemAxon donor_count 7 ChemAxon physiological_charge -2 ChemAxon formal_charge 1 ChemAxon Specdb::MsMs 294118 Specdb::MsMs 294119 Specdb::MsMs 294120 Specdb::MsMs 2878250 Specdb::MsMs 2878251 Specdb::MsMs 2878252 Specdb::CMs 59023 Specdb::CMs 778594 Specdb::CMs 778595 Specdb::CMs 778596 Specdb::CMs 778597 Specdb::CMs 778598 Specdb::CMs 778599 Specdb::CMs 778600 Specdb::CMs 778601 Specdb::CMs 778602 Specdb::CMs 778603 Specdb::CMs 778604 Specdb::CMs 778605 Specdb::CMs 778606 Specdb::CMs 778607 Specdb::CMs 778608 Specdb::CMs 778609 Specdb::CMs 778610 Specdb::CMs 778611 Specdb::CMs 778612 Specdb::CMs 778613 Specdb::CMs 778614 Specdb::CMs 778615 Specdb::CMs 778616 Specdb::CMs 778617 Specdb::NmrOneD 99778 Specdb::NmrOneD 99779 Specdb::NmrOneD 99780 Specdb::NmrOneD 99781 Specdb::NmrOneD 99782 Specdb::NmrOneD 99783 Specdb::NmrOneD 99784 Specdb::NmrOneD 99785 Specdb::NmrOneD 99786 Specdb::NmrOneD 99787 Specdb::NmrOneD 99788 Specdb::NmrOneD 99789 Specdb::NmrOneD 99790 Specdb::NmrOneD 99791 Specdb::NmrOneD 99792 Specdb::NmrOneD 99793 Specdb::NmrOneD 99794 Specdb::NmrOneD 99795 Specdb::NmrOneD 99796 Specdb::NmrOneD 99797 HMDB13646