2.0 2015-06-06 02:19:06 -0600 2015-08-05 16:22:05 -0600 ECMDB23848 M2MDB005303 (E)-4-(Trimethylammonio)but-2-enoyl-CoA An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (E)-4-(trimethylammonio)but-2-enoic acid (e)-4-(trimethylammonio)But-2-enoyl-coenzyme A Crotonobetainyl-CoA Crotonobetainyl-coenzyme A C28H48N8O17P3S 893.71 893.207097376 [(2E)-4-({2-[(3-{[(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulfanyl)-4-oxobut-2-en-1-yl]trimethylazanium [(2E)-4-({2-[(3-{[(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulfanyl)-4-oxobut-2-en-1-yl]trimethylazanium [H]\C(C[N+](C)(C)C)=C(\[H])C(=O)SCCN=C(O)CCN=C(O)[C@@](O)([H])C(C)(C)COP(=O)(O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@](O)([H])[C@]1([H])OP(=O)(O)O InChI=1S/C28H47N8O17P3S/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/h6-7,15-17,21-23,27,39-40H,8-14H2,1-5H3,(H7-,29,30,31,32,33,37,41,42,43,44,45,46,47,48)/p+1/b7-6+/t17-,21-,22-,23+,27-/m1/s1 WAUPBDVHJXXZGW-HXPULJKESA-O logp -1.19 ALOGPS logs -2.29 ALOGPS solubility 4.74e+00 g/l ALOGPS logp -7.5 ChemAxon pka_strongest_acidic 0.83 ChemAxon pka_strongest_basic 4.79 ChemAxon iupac [(2E)-4-({2-[(3-{[(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulfanyl)-4-oxobut-2-en-1-yl]trimethylazanium ChemAxon average_mass 893.71 ChemAxon mono_mass 893.207097376 ChemAxon smiles [H]\C(C[N+](C)(C)C)=C(\[H])C(=O)SCCN=C(O)CCN=C(O)[C@@](O)([H])C(C)(C)COP(=O)(O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@](O)([H])[C@]1([H])OP(=O)(O)O ChemAxon formula C28H48N8O17P3S ChemAxon inchi InChI=1S/C28H47N8O17P3S/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/h6-7,15-17,21-23,27,39-40H,8-14H2,1-5H3,(H7-,29,30,31,32,33,37,41,42,43,44,45,46,47,48)/p+1/b7-6+/t17-,21-,22-,23+,27-/m1/s1 ChemAxon inchikey WAUPBDVHJXXZGW-HXPULJKESA-O ChemAxon polar_surface_area 370.61 ChemAxon refractivity 212.99 ChemAxon polarizability 82.51 ChemAxon rotatable_bond_count 23 ChemAxon acceptor_count 19 ChemAxon donor_count 9 ChemAxon physiological_charge -1 ChemAxon formal_charge 1 ChemAxon Specdb::NmrOneD 269098 Specdb::NmrOneD 269099 Specdb::NmrOneD 269100 Specdb::NmrOneD 269101 Specdb::NmrOneD 269102 Specdb::NmrOneD 269103 Specdb::NmrOneD 269104 Specdb::NmrOneD 269105 Specdb::NmrOneD 269106 Specdb::NmrOneD 269107 Specdb::NmrOneD 269108 Specdb::NmrOneD 269109 Specdb::NmrOneD 269110 Specdb::NmrOneD 269111 Specdb::NmrOneD 269112 Specdb::NmrOneD 269113 Specdb::NmrOneD 269114 Specdb::NmrOneD 269115 Specdb::NmrOneD 269116 Specdb::NmrOneD 269117 Specdb::MsMs 1255066 Specdb::MsMs 1255067 Specdb::MsMs 1255068 C20748 Carnitinyl-CoA dehydratase P31551 CAID_ECOLI caiD http://ecmdb.ca/proteins/P31551.xml Crotonobetainyl-CoA:carnitine CoA-transferase P31572 CAIB_ECOLI caiB http://ecmdb.ca/proteins/P31572.xml L-Carnitinyl-CoA <> (E)-4-(Trimethylammonio)but-2-enoyl-CoA + Water R10675 (E)-4-(Trimethylammonio)but-2-enoyl-CoA + L-Carnitine + 4-Trimethylammoniobutanoyl-CoA <> Crotonobetaine + L-Carnitinyl-CoA + gamma-Butyrobetaine R10643