2.0 2012-05-31 14:51:34 -0600 2015-06-04 18:01:01 -0600 ECMDB20578 M2MDB001380 L-Carnitinyl-CoA L-carnitinyl-CoA is a member of the chemical class known as Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. L-carnityl-CoA is involved in carnitine metabolism D-Carnitinyl-coa L-Carnityl-coa C28H50N8O18P3S 911.726 911.217662062 [4-({2-[(3-{[4-({[({[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)-2-hydroxy-4-oxobutyl]trimethylazanium {4-[(2-{[3-({4-[({[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]-2-hydroxy-4-oxobutyl}trimethylazanium CC(C)(COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12)C(O)C(O)=NCCC(O)=NCCSC(=O)CC(O)C[N+](C)(C)C InChI=1S/C28H49N8O18P3S/c1-28(2,23(41)26(42)31-7-6-18(38)30-8-9-58-19(39)10-16(37)11-36(3,4)5)13-51-57(48,49)54-56(46,47)50-12-17-22(53-55(43,44)45)21(40)27(52-17)35-15-34-20-24(29)32-14-33-25(20)35/h14-17,21-23,27,37,40-41H,6-13H2,1-5H3,(H7-,29,30,31,32,33,38,42,43,44,45,46,47,48,49)/p+1 BBRISSLDTUHWKG-UHFFFAOYSA-O Cytosol logp -1.61 ALOGPS logs -2.22 ALOGPS solubility 5.72e+00 g/l ALOGPS logp -8.8 ChemAxon pka_strongest_acidic 0.83 ChemAxon pka_strongest_basic 4.79 ChemAxon iupac [4-({2-[(3-{[4-({[({[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)-2-hydroxy-4-oxobutyl]trimethylazanium ChemAxon average_mass 911.726 ChemAxon mono_mass 911.217662062 ChemAxon smiles CC(C)(COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12)C(O)C(O)=NCCC(O)=NCCSC(=O)CC(O)C[N+](C)(C)C ChemAxon formula C28H50N8O18P3S ChemAxon inchi InChI=1S/C28H49N8O18P3S/c1-28(2,23(41)26(42)31-7-6-18(38)30-8-9-58-19(39)10-16(37)11-36(3,4)5)13-51-57(48,49)54-56(46,47)50-12-17-22(53-55(43,44)45)21(40)27(52-17)35-15-34-20-24(29)32-14-33-25(20)35/h14-17,21-23,27,37,40-41H,6-13H2,1-5H3,(H7-,29,30,31,32,33,38,42,43,44,45,46,47,48,49)/p+1 ChemAxon inchikey BBRISSLDTUHWKG-UHFFFAOYSA-O ChemAxon polar_surface_area 390.84 ChemAxon refractivity 213.26 ChemAxon polarizability 84.68 ChemAxon rotatable_bond_count 24 ChemAxon acceptor_count 20 ChemAxon donor_count 10 ChemAxon physiological_charge -2 ChemAxon formal_charge 1 ChemAxon carnitine degradation I CARNMET-PWY Specdb::NmrOneD 321371 Specdb::NmrOneD 321372 Specdb::NmrOneD 321373 Specdb::NmrOneD 321374 Specdb::NmrOneD 321375 Specdb::NmrOneD 321376 Specdb::NmrOneD 321377 Specdb::NmrOneD 321378 Specdb::NmrOneD 321379 Specdb::NmrOneD 321380 Specdb::NmrOneD 321381 Specdb::NmrOneD 321382 Specdb::NmrOneD 321383 Specdb::NmrOneD 321384 Specdb::NmrOneD 321385 Specdb::NmrOneD 321386 Specdb::NmrOneD 321387 Specdb::NmrOneD 321388 Specdb::NmrOneD 321389 Specdb::NmrOneD 321390 Specdb::MsMs 1219726 Specdb::MsMs 1219727 Specdb::MsMs 1219728 605 585 C20750 L-CARNITINYL-COA 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 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 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 Probable crotonobetaine/carnitine-CoA ligase P31552 CAIC_ECOLI caiC http://ecmdb.ca/proteins/P31552.xml L-Carnitinyl-CoA <> Crotonobetainyl-CoA + Water CARNDETRU-RXN L-Carnitinyl-CoA <> D-Carnitinyl-CoA Adenosine triphosphate + Coenzyme A + Carnitine > ADP + L-Carnitinyl-CoA + Phosphate Carnitine + Crotonobetainyl-CoA <> L-Carnitinyl-CoA + Crotonobetaine gamma-Butyrobetainyl-CoA + Carnitine <> L-Carnitinyl-CoA + gamma-Butyrobetaine RXN0-3601 L-Carnitinyl-CoA > Crotonobetainyl-CoA + Water CARNDETRU-RXN Coenzyme A + Carnitine + Adenosine triphosphate > L-Carnitinyl-CoA + Adenosine monophosphate + Pyrophosphate LCARNCOALIG-RXN Carnitine + gamma-Butyrobetainyl-CoA > L-Carnitinyl-CoA + gamma-Butyrobetaine RXN0-3601 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