2.0 2012-05-31 13:59:00 -0600 2015-06-03 15:54:23 -0600 ECMDB03419 M2MDB000499 Formyl-CoA Formyl-CoA is is an intermediate of glyoxylate and dicarboxylate metabolism. It is converted from oxalyl-CoA by oxalyl-CoA decarboxylase (EC:4.1.1.8) and converts to formate. (KEGG) Formyl coenzyme A C22H36N7O17P3S 795.544 795.110122987 (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)-N-(2-{[2-(formylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidic acid (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]-N-(2-{[2-(formylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidic acid 13131-49-2 [H][C@](O)(C(O)=NCCC(O)=NCCSC=O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O InChI=1S/C22H36N7O17P3S/c1-22(2,17(33)20(34)25-4-3-13(31)24-5-6-50-11-30)8-43-49(40,41)46-48(38,39)42-7-12-16(45-47(35,36)37)15(32)21(44-12)29-10-28-14-18(23)26-9-27-19(14)29/h9-12,15-17,21,32-33H,3-8H2,1-2H3,(H,24,31)(H,25,34)(H,38,39)(H,40,41)(H2,23,26,27)(H2,35,36,37)/t12-,15-,16-,17+,21-/m1/s1 SXMOKYXNAPLNCW-GORZOVPNSA-N Solid Cytosol logp -0.44 ALOGPS logs -2.13 ALOGPS solubility 5.92e+00 g/l ALOGPS logp -5.4 ChemAxon pka_strongest_acidic 0.83 ChemAxon pka_strongest_basic 4.79 ChemAxon iupac (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)-N-(2-{[2-(formylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidic acid ChemAxon average_mass 795.544 ChemAxon mono_mass 795.110122987 ChemAxon smiles [H][C@](O)(C(O)=NCCC(O)=NCCSC=O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O ChemAxon formula C22H36N7O17P3S ChemAxon inchi InChI=1S/C22H36N7O17P3S/c1-22(2,17(33)20(34)25-4-3-13(31)24-5-6-50-11-30)8-43-49(40,41)46-48(38,39)42-7-12-16(45-47(35,36)37)15(32)21(44-12)29-10-28-14-18(23)26-9-27-19(14)29/h9-12,15-17,21,32-33H,3-8H2,1-2H3,(H,24,31)(H,25,34)(H,38,39)(H,40,41)(H2,23,26,27)(H2,35,36,37)/t12-,15-,16-,17+,21-/m1/s1 ChemAxon inchikey SXMOKYXNAPLNCW-GORZOVPNSA-N ChemAxon polar_surface_area 370.61 ChemAxon refractivity 168.76 ChemAxon polarizability 69.05 ChemAxon rotatable_bond_count 20 ChemAxon acceptor_count 19 ChemAxon donor_count 9 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Glyoxylate and dicarboxylate metabolism ec00630 Metabolic pathways eco01100 Specdb::CMs 1085058 Specdb::EiMs 2848 Specdb::NmrOneD 340068 Specdb::NmrOneD 340069 Specdb::NmrOneD 340070 Specdb::NmrOneD 340071 Specdb::NmrOneD 340072 Specdb::NmrOneD 340073 Specdb::NmrOneD 340074 Specdb::NmrOneD 340075 Specdb::NmrOneD 340076 Specdb::NmrOneD 340077 Specdb::NmrOneD 340078 Specdb::NmrOneD 340079 Specdb::NmrOneD 340080 Specdb::NmrOneD 340081 Specdb::NmrOneD 340082 Specdb::NmrOneD 340083 Specdb::NmrOneD 340084 Specdb::NmrOneD 340085 Specdb::NmrOneD 340086 Specdb::NmrOneD 340087 Specdb::MsMs 27863 Specdb::MsMs 27864 Specdb::MsMs 27865 Specdb::MsMs 34421 Specdb::MsMs 34422 Specdb::MsMs 34423 HMDB03419 439313 388444 C00798 15522 FORMYL-COA FYN Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. 21097882 Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. 22080510 van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. 17765195 Winder, C. L., Dunn, W. B., Schuler, S., Broadhurst, D., Jarvis, R., Stephens, G. M., Goodacre, R. (2008). "Global metabolic profiling of Escherichia coli cultures: an evaluation of methods for quenching and extraction of intracellular metabolites." Anal Chem 80:2939-2948. 18331064 onsson, Stefan; Ricagno, Stefano; Lindqvist, Ylva; Richards, Nigel G. J. Kinetic and mechanistic characterization of the formyl-CoA transferase from Oxalobacter formigenes. Journal of Biological Chemistry (2004), 279(34), 36003-36012. Probable oxalyl-CoA decarboxylase P0AFI0 OXC_ECOLI oxc http://ecmdb.ca/proteins/P0AFI0.xml Formyl-coenzyme A transferase P69902 FCTA_ECOLI frc http://ecmdb.ca/proteins/P69902.xml Hydrogen ion + Oxalyl-CoA <> Carbon dioxide + Formyl-CoA R01908 OXALYL-COA-DECARBOXYLASE-RXN Formyl-CoA + Oxalic acid <> Formic acid + Oxalyl-CoA RXN0-1382 Oxalyl-CoA <> Formyl-CoA + Carbon dioxide R01908 Hydrogen ion + Oxalyl-CoA Carbon dioxide + Formyl-CoA R01908 OXALYL-COA-DECARBOXYLASE-RXN Formyl-CoA + Oxalic acid Formic acid + Oxalyl-CoA RXN0-1382 Formyl-CoA + Oxalic acid > Formic acid + Oxalyl-CoA Oxalyl-CoA > Formyl-CoA + Carbon dioxide