2.02012-05-31 13:59:00 -06002015-06-03 15:54:23 -0600ECMDB03419M2MDB000499Formyl-CoAFormyl-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 AC22H36N7O17P3S795.544795.110122987(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 acid13131-49-2[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)=OInChI=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/s1SXMOKYXNAPLNCW-GORZOVPNSA-NSolidCytosollogp-0.44logs-2.13solubility5.92e+00 g/llogp-5.4pka_strongest_acidic0.83pka_strongest_basic4.79iupac(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 acidaverage_mass795.544mono_mass795.110122987smiles[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)=OformulaC22H36N7O17P3SinchiInChI=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/s1inchikeySXMOKYXNAPLNCW-GORZOVPNSA-Npolar_surface_area370.61refractivity168.76polarizability69.05rotatable_bond_count20acceptor_count19donor_count9physiological_charge-3formal_charge0Glyoxylate and dicarboxylate metabolismec00630Metabolic pathwayseco01100Specdb::CMs1085058Specdb::EiMs2848Specdb::NmrOneD340068Specdb::NmrOneD340069Specdb::NmrOneD340070Specdb::NmrOneD340071Specdb::NmrOneD340072Specdb::NmrOneD340073Specdb::NmrOneD340074Specdb::NmrOneD340075Specdb::NmrOneD340076Specdb::NmrOneD340077Specdb::NmrOneD340078Specdb::NmrOneD340079Specdb::NmrOneD340080Specdb::NmrOneD340081Specdb::NmrOneD340082Specdb::NmrOneD340083Specdb::NmrOneD340084Specdb::NmrOneD340085Specdb::NmrOneD340086Specdb::NmrOneD340087Specdb::MsMs27863Specdb::MsMs27864Specdb::MsMs27865Specdb::MsMs34421Specdb::MsMs34422Specdb::MsMs34423HMDB03419439313388444C0079815522FORMYL-COAFYNKeseler, 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-D590.21097882Kanehisa, 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-D114.22080510van 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 370:17-25.17765195Winder, 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 80:2939-2948.18331064onsson, 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 decarboxylaseP0AFI0OXC_ECOLIoxchttp://ecmdb.ca/proteins/P0AFI0.xmlFormyl-coenzyme A transferaseP69902FCTA_ECOLIfrchttp://ecmdb.ca/proteins/P69902.xmlHydrogen ion + Oxalyl-CoA <> Carbon dioxide + Formyl-CoAR01908OXALYL-COA-DECARBOXYLASE-RXNFormyl-CoA + Oxalic acid <> Formic acid + Oxalyl-CoARXN0-1382Oxalyl-CoA <> Formyl-CoA + Carbon dioxideR01908Hydrogen ion + Oxalyl-CoA Carbon dioxide + Formyl-CoAR01908OXALYL-COA-DECARBOXYLASE-RXNFormyl-CoA + Oxalic acid Formic acid + Oxalyl-CoARXN0-1382Formyl-CoA + Oxalic acid > Formic acid + Oxalyl-CoAOxalyl-CoA > Formyl-CoA + Carbon dioxide