2.0 2012-05-31 14:27:42 -0600 2015-06-03 17:19:19 -0600 ECMDB20104 M2MDB000952 5-Methyl-3-oxo-4-hexenoyl-CoA 5-methyl-3-oxo-4-hexenoyl-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) C28H44N7O18P3S 891.671 891.167637865 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-[(5-methyl-3-oxohex-4-enoyl)sulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]butanimidic acid 5-methyl-3-oxo-4-hexenoyl-coa [H]C(O)(C(O)=NCCC(O)=NCCSC(=O)CC(=O)C=C(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/C28H44N7O18P3S/c1-15(2)9-16(36)10-19(38)57-8-7-30-18(37)5-6-31-26(41)23(40)28(3,4)12-50-56(47,48)53-55(45,46)49-11-17-22(52-54(42,43)44)21(39)27(51-17)35-14-34-20-24(29)32-13-33-25(20)35/h9,13-14,17,21-23,27,39-40H,5-8,10-12H2,1-4H3,(H,30,37)(H,31,41)(H,45,46)(H,47,48)(H2,29,32,33)(H2,42,43,44)/t17-,21-,22-,23?,27-/m1/s1 ZFKZVSUJTDSJEY-AXEMQUGESA-N Cytoplasm Periplasm logp 0.03 ALOGPS logs -2.19 ALOGPS solubility 5.71e+00 g/l ALOGPS logp -3.7 ChemAxon pka_strongest_acidic 0.83 ChemAxon pka_strongest_basic 4.79 ChemAxon iupac 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-[(5-methyl-3-oxohex-4-enoyl)sulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]butanimidic acid ChemAxon average_mass 891.671 ChemAxon mono_mass 891.167637865 ChemAxon smiles [H]C(O)(C(O)=NCCC(O)=NCCSC(=O)CC(=O)C=C(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 C28H44N7O18P3S ChemAxon inchi InChI=1S/C28H44N7O18P3S/c1-15(2)9-16(36)10-19(38)57-8-7-30-18(37)5-6-31-26(41)23(40)28(3,4)12-50-56(47,48)53-55(45,46)49-11-17-22(52-54(42,43)44)21(39)27(51-17)35-14-34-20-24(29)32-13-33-25(20)35/h9,13-14,17,21-23,27,39-40H,5-8,10-12H2,1-4H3,(H,30,37)(H,31,41)(H,45,46)(H,47,48)(H2,29,32,33)(H2,42,43,44)/t17-,21-,22-,23?,27-/m1/s1 ChemAxon inchikey ZFKZVSUJTDSJEY-AXEMQUGESA-N ChemAxon polar_surface_area 387.68 ChemAxon refractivity 197.75 ChemAxon polarizability 80.3 ChemAxon rotatable_bond_count 23 ChemAxon acceptor_count 20 ChemAxon donor_count 9 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Geraniol degradation ec00281 Specdb::NmrOneD 289535 Specdb::NmrOneD 289536 Specdb::NmrOneD 289537 Specdb::NmrOneD 289538 Specdb::NmrOneD 289539 Specdb::NmrOneD 289540 Specdb::NmrOneD 289541 Specdb::NmrOneD 289542 Specdb::NmrOneD 289543 Specdb::NmrOneD 289544 Specdb::NmrOneD 289545 Specdb::NmrOneD 289546 Specdb::NmrOneD 289547 Specdb::NmrOneD 289548 Specdb::NmrOneD 289549 Specdb::NmrOneD 289550 Specdb::NmrOneD 289551 Specdb::NmrOneD 289552 Specdb::NmrOneD 289553 Specdb::NmrOneD 289554 Specdb::MsMs 24416 Specdb::MsMs 24417 Specdb::MsMs 24418 Specdb::MsMs 30974 Specdb::MsMs 30975 Specdb::MsMs 30976 23724761 C16471 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 3-ketoacyl-CoA thiolase P21151 FADA_ECOLI fadA http://ecmdb.ca/proteins/P21151.xml Fatty acid oxidation complex subunit alpha P21177 FADB_ECOLI fadB http://ecmdb.ca/proteins/P21177.xml 3-ketoacyl-CoA thiolase_ P76503 FADI_ECOLI fadI http://ecmdb.ca/proteins/P76503.xml Fatty acid oxidation complex subunit alpha_ P77399 FADJ_ECOLI fadJ http://ecmdb.ca/proteins/P77399.xml Fatty acid oxidation complex subunit alpha P21177 FADB_ECOLI fadB http://ecmdb.ca/proteins/P21177.xml 3-Hydroxy-5-methylhex-4-enoyl-CoA + NAD <> 5-Methyl-3-oxo-4-hexenoyl-CoA + NADH + Hydrogen ion R08094 5-Methyl-3-oxo-4-hexenoyl-CoA + Coenzyme A <> 3-Methylcrotonyl-CoA + Acetyl-CoA R08095