2.0 2012-05-31 14:35:54 -0600 2015-06-03 17:19:39 -0600 ECMDB20261 M2MDB001104 cis-dihydrodiol derivative of phenylacetyl-CoA Cis-dihydrodiol derivative of phenylacetyl-coa belongs to the class of Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. (inferred from compound structure) <i>cis</i>-dihydrodiol derivative of phenylacetyl-CoA C29H44N7O19P3S 919.681 919.162552487 4-({[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-N-(2-{[2-({2-[(1R,6S)-1,6-dihydroxycyclohexa-2,4-dien-1-yl]acetyl}sulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidic acid 4-[({[5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-N-(2-{[2-({2-[(1R,6S)-1,6-dihydroxycyclohexa-2,4-dien-1-yl]acetyl}sulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidic acid [H]C(O)(C(O)=NCCC(O)=NCCSC(=O)C[C@@]1(O)C=CC=C[C@]1([H])O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1([H])OC([H])(N2C=NC3=C(N)N=CN=C23)C([H])(O)C1([H])OP(O)(O)=O InChI=1S/C29H44N7O19P3S/c1-28(2,23(41)26(42)32-8-6-18(38)31-9-10-59-19(39)11-29(43)7-4-3-5-17(29)37)13-52-58(49,50)55-57(47,48)51-12-16-22(54-56(44,45)46)21(40)27(53-16)36-15-35-20-24(30)33-14-34-25(20)36/h3-5,7,14-17,21-23,27,37,40-41,43H,6,8-13H2,1-2H3,(H,31,38)(H,32,42)(H,47,48)(H,49,50)(H2,30,33,34)(H2,44,45,46)/t16?,17-,21?,22?,23?,27?,29-/m0/s1 FGLOXTAZEAOLJK-OXTXSPCOSA-N Cytoplasm Periplasm logp -0.27 ALOGPS logs -2.21 ALOGPS solubility 5.62e+00 g/l ALOGPS logp -5.7 ChemAxon pka_strongest_acidic 0.83 ChemAxon pka_strongest_basic 4.79 ChemAxon iupac 4-({[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-N-(2-{[2-({2-[(1R,6S)-1,6-dihydroxycyclohexa-2,4-dien-1-yl]acetyl}sulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidic acid ChemAxon average_mass 919.681 ChemAxon mono_mass 919.162552487 ChemAxon smiles [H]C(O)(C(O)=NCCC(O)=NCCSC(=O)C[C@@]1(O)C=CC=C[C@]1([H])O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1([H])OC([H])(N2C=NC3=C(N)N=CN=C23)C([H])(O)C1([H])OP(O)(O)=O ChemAxon formula C29H44N7O19P3S ChemAxon inchi InChI=1S/C29H44N7O19P3S/c1-28(2,23(41)26(42)32-8-6-18(38)31-9-10-59-19(39)11-29(43)7-4-3-5-17(29)37)13-52-58(49,50)55-57(47,48)51-12-16-22(54-56(44,45)46)21(40)27(53-16)36-15-35-20-24(30)33-14-34-25(20)36/h3-5,7,14-17,21-23,27,37,40-41,43H,6,8-13H2,1-2H3,(H,31,38)(H,32,42)(H,47,48)(H,49,50)(H2,30,33,34)(H2,44,45,46)/t16?,17-,21?,22?,23?,27?,29-/m0/s1 ChemAxon inchikey FGLOXTAZEAOLJK-OXTXSPCOSA-N ChemAxon polar_surface_area 411.07 ChemAxon refractivity 203.84 ChemAxon polarizability 81.92 ChemAxon rotatable_bond_count 22 ChemAxon acceptor_count 21 ChemAxon donor_count 11 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 326202 Specdb::NmrOneD 326203 Specdb::NmrOneD 326204 Specdb::NmrOneD 326205 Specdb::NmrOneD 326206 Specdb::NmrOneD 326207 Specdb::NmrOneD 326208 Specdb::NmrOneD 326209 Specdb::NmrOneD 326210 Specdb::NmrOneD 326211 Specdb::NmrOneD 326212 Specdb::NmrOneD 326213 Specdb::NmrOneD 326214 Specdb::NmrOneD 326215 Specdb::NmrOneD 326216 Specdb::NmrOneD 326217 Specdb::NmrOneD 326218 Specdb::NmrOneD 326219 Specdb::NmrOneD 326220 Specdb::NmrOneD 326221 Specdb::MsMs 26261 Specdb::MsMs 26262 Specdb::MsMs 26263 Specdb::MsMs 32819 Specdb::MsMs 32820 Specdb::MsMs 32821 25201059 CIS-DIHYDRODIOL-DERIV-PHEAC 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