2.0 2012-05-31 13:45:26 -0600 2015-06-03 15:53:44 -0600 ECMDB01113 M2MDB000258 Isovaleryl-CoA Isovaleryl-CoA is a member of the chemical class known as Acyl CoAs. These are organic compounds contaning a coenzyme A substructure linked to another moeity through an ester bond. Isovaleryl-coenzyme A is an intermediate in branched-chain amino acids metabolism. (WikiPedia) 3-Methylbutanoyl-CoA 3-Methylbutanoyl-Coenzyme A 3-Methylbutyryl-CoA 3-Methylbutyryl-Coenzyme A Iso-valeryl-CoA Isovaleryl CoA Isovaleryl coenzyme A Isovaleryl-coa Isovaleryl-Coenzyme A S-(3-Methylbutanoate S-(3-Methylbutanoate) coenzyme A S-(3-Methylbutanoic acid S-(3-Methylbutanoic acid) coenzyme A S-isovalerate CoA S-isovalerate Coenzyme A S-Isovaleric acid CoA S-Isovaleric acid coenzyme A C26H44N7O17P3S 851.651 851.172723243 (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)-2-hydroxy-3,3-dimethyl-N-[2-({2-[(3-methylbutanoyl)sulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]butanimidic 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]-2-hydroxy-3,3-dimethyl-N-[2-({2-[(3-methylbutanoyl)sulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]butanimidic acid 6244-91-3 [H][C@](O)(C(O)=NCCC(O)=NCCSC(=O)CC(C)C)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/C26H44N7O17P3S/c1-14(2)9-17(35)54-8-7-28-16(34)5-6-29-24(38)21(37)26(3,4)11-47-53(44,45)50-52(42,43)46-10-15-20(49-51(39,40)41)19(36)25(48-15)33-13-32-18-22(27)30-12-31-23(18)33/h12-15,19-21,25,36-37H,5-11H2,1-4H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/t15-,19-,20-,21+,25-/m1/s1 UYVZIWWBJMYRCD-ZMHDXICWSA-N Cytoplasm Periplasm logp -0.27 ALOGPS logs -2.36 ALOGPS solubility 3.70e+00 g/l ALOGPS logp -4.2 ChemAxon pka_strongest_acidic 0.82 ChemAxon pka_strongest_basic 6.48 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)-2-hydroxy-3,3-dimethyl-N-[2-({2-[(3-methylbutanoyl)sulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]butanimidic acid ChemAxon average_mass 851.651 ChemAxon mono_mass 851.172723243 ChemAxon smiles [H][C@](O)(C(O)=NCCC(O)=NCCSC(=O)CC(C)C)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 C26H44N7O17P3S ChemAxon inchi InChI=1S/C26H44N7O17P3S/c1-14(2)9-17(35)54-8-7-28-16(34)5-6-29-24(38)21(37)26(3,4)11-47-53(44,45)50-52(42,43)46-10-15-20(49-51(39,40)41)19(36)25(48-15)33-13-32-18-22(27)30-12-31-23(18)33/h12-15,19-21,25,36-37H,5-11H2,1-4H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/t15-,19-,20-,21+,25-/m1/s1 ChemAxon inchikey UYVZIWWBJMYRCD-ZMHDXICWSA-N ChemAxon polar_surface_area 370.61 ChemAxon refractivity 187.03 ChemAxon polarizability 77.01 ChemAxon rotatable_bond_count 22 ChemAxon acceptor_count 19 ChemAxon donor_count 9 ChemAxon physiological_charge -4 ChemAxon formal_charge 0 ChemAxon Valine, leucine and isoleucine degradation ec00280 Specdb::NmrOneD 146430 Specdb::NmrOneD 146431 Specdb::NmrOneD 146432 Specdb::NmrOneD 146433 Specdb::NmrOneD 146434 Specdb::NmrOneD 146435 Specdb::NmrOneD 146436 Specdb::NmrOneD 146437 Specdb::NmrOneD 146438 Specdb::NmrOneD 146439 Specdb::NmrOneD 146440 Specdb::NmrOneD 146441 Specdb::NmrOneD 146442 Specdb::NmrOneD 146443 Specdb::NmrOneD 146444 Specdb::NmrOneD 146445 Specdb::NmrOneD 146446 Specdb::NmrOneD 146447 Specdb::NmrOneD 146448 Specdb::NmrOneD 146449 Specdb::MsMs 24560 Specdb::MsMs 24561 Specdb::MsMs 24562 Specdb::MsMs 31118 Specdb::MsMs 31119 Specdb::MsMs 31120 Specdb::MsMs 2419596 Specdb::MsMs 2419597 Specdb::MsMs 2419598 Specdb::MsMs 2543048 Specdb::MsMs 2543049 Specdb::MsMs 2543050 HMDB01113 145017 C02939 15487 ISOVALERYL-COA Isovaleryl-coenzyme A 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 Isovaleryl-CoA + ETF-Oxidized 3-Methylcrotonyl-CoA + ETF-Reduced RXN0-2301