2.0 2015-06-17 11:15:04 -0600 2015-08-05 16:22:05 -0600 ECMDB23901 M2MDB005775 4-Trimethylammoniobutanoyl-CoA An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 4-trimethylammoniobutanoic acid g-Butyrobetainyl-CoA gamma-Butyrobetainyl-CoA γ-Butyrobetainyl-CoA C28H50N8O17P3S 895.73 895.22220077 {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-{[4-(trimethylazaniumyl)butanoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid gamma-butyrobetainyl-coa CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCC[N+](C)(C)C InChI=1S/C28H49N8O17P3S/c1-28(2,23(40)26(41)31-9-8-18(37)30-10-12-57-19(38)7-6-11-36(3,4)5)14-50-56(47,48)53-55(45,46)49-13-17-22(52-54(42,43)44)21(39)27(51-17)35-16-34-20-24(29)32-15-33-25(20)35/h15-17,21-23,27,39-40H,6-14H2,1-5H3,(H7-,29,30,31,32,33,37,41,42,43,44,45,46,47,48)/p+1/t17-,21-,22-,23+,27-/m1/s1 QAMRRBGWSPTAEJ-SVHODSNWSA-O logp -1.50 ALOGPS logs -2.52 ALOGPS solubility 2.84e+00 g/l ALOGPS logp -9.3 ChemAxon pka_strongest_acidic 0.82 ChemAxon pka_strongest_basic 4.95 ChemAxon iupac {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-{[4-(trimethylazaniumyl)butanoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid ChemAxon average_mass 895.73 ChemAxon mono_mass 895.22220077 ChemAxon smiles CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCC[N+](C)(C)C ChemAxon formula C28H50N8O17P3S ChemAxon inchi InChI=1S/C28H49N8O17P3S/c1-28(2,23(40)26(41)31-9-8-18(37)30-10-12-57-19(38)7-6-11-36(3,4)5)14-50-56(47,48)53-55(45,46)49-13-17-22(52-54(42,43)44)21(39)27(51-17)35-16-34-20-24(29)32-15-33-25(20)35/h15-17,21-23,27,39-40H,6-14H2,1-5H3,(H7-,29,30,31,32,33,37,41,42,43,44,45,46,47,48)/p+1/t17-,21-,22-,23+,27-/m1/s1 ChemAxon inchikey QAMRRBGWSPTAEJ-SVHODSNWSA-O ChemAxon polar_surface_area 363.63 ChemAxon refractivity 211 ChemAxon polarizability 81.56 ChemAxon rotatable_bond_count 24 ChemAxon acceptor_count 17 ChemAxon donor_count 9 ChemAxon physiological_charge -3 ChemAxon formal_charge 1 ChemAxon Specdb::MsMs 1295752 Specdb::MsMs 1295753 Specdb::MsMs 1295754 C20749 Crotonobetainyl-CoA:carnitine CoA-transferase P31572 CAIB_ECOLI caiB http://ecmdb.ca/proteins/P31572.xml (E)-4-(Trimethylammonio)but-2-enoyl-CoA + L-Carnitine + 4-Trimethylammoniobutanoyl-CoA <> Crotonobetaine + L-Carnitinyl-CoA + gamma-Butyrobetaine R10643