2.0 2012-10-10 12:19:55 -0600 2015-06-03 17:26:04 -0600 ECMDB23163 M2MDB003553 2,3-dehydroadipyl-CoA 2,3-Dehydroadipyl-CoA is an intermediate in phenylacetate degradation. It is a substrate for the enzyme 2,3-dehydroadipyl-CoA hydratase which catalyzes the reversible conversion of enzymatically produced 2,3-dehydroadipyl-CoA into 3-hydroxyadipyl-CoA. (9R,20E)-1-(2R,3S,4R,5R)-5-(6-amino-9H-Purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydro-2-furanyl-3,5,9-trihydroxy-8,8-dimethyl-10,14,19-trioxo-2,4,6-trioxa-18-thia-11,15-diaza-3,5-diphosphatetracos -20-en-24-Oate 3,5-dioxide (non-preferred name) (9R,20E)-1-(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydro-2-furanyl-3,5,9-trihydroxy-8,8-dimethyl-10,14,19-trioxo-2,4,6-trioxa-18-thia-11,15-diaza-3,5-diphosphatetracos -20-en-24-oic acid 3,5-dioxide (non-preferred name) (E)-3,4-dehydroadipoyl-CoA (e)-6-2-3-(2R)-4-(2R,3S,4R,5R)-5-(6-Aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-ylmethoxy-hydroxyphosphoryloxy-hydroxyphosphoryloxy-2-hydroxy-3,3-dimethylbutanoylaminopropanoylaminoethylsulfanyl-6-oxohex-4-enoate (E)-6-2-3-(2R)-4-(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-ylmethoxy-hydroxyphosphoryloxy-hydroxyphosphoryloxy-2-hydroxy-3,3-dimethylbutanoylaminopropanoylaminoethylsulfanyl-6-oxohex-4-enoic acid (e)-6-2-3-(2R)-4-(2R,3S,4R,5R)-5-(6-Aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-ylmethoxy-hydroxyphosphoryloxy-hydroxyphosphoryloxy-2-hydroxy-3,3-dimethylbutanoylaminopropanoylaminoethylsulphanyl-6-oxohex-4-enoate (e)-6-2-3-(2R)-4-(2R,3S,4R,5R)-5-(6-Aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-ylmethoxy-hydroxyphosphoryloxy-hydroxyphosphoryloxy-2-hydroxy-3,3-dimethylbutanoylaminopropanoylaminoethylsulphanyl-6-oxohex-4-enoic acid 2,3-Dehydroadipyl-CoA 2,3-Didehydroadipyl-CoA 5-Carboxy-2-pentenoyl-CoA C27H42N7O19P3S 893.644 893.146902423 (4E)-6-[(2-{3-[(2R)-3-[({[({[(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)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-6-oxohex-4-enoic acid trans-2,3-didehydroadipoyl-coa O[C@H](C(C)(C)COP(=O)(O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(=O)NCCC(=O)NCCSC(=O)\C=C\CCC(O)=O InChI=1S/C27H42N7O19P3S/c1-27(2,22(40)25(41)30-8-7-16(35)29-9-10-57-18(38)6-4-3-5-17(36)37)12-50-56(47,48)53-55(45,46)49-11-15-21(52-54(42,43)44)20(39)26(51-15)34-14-33-19-23(28)31-13-32-24(19)34/h4,6,13-15,20-22,26,39-40H,3,5,7-12H2,1-2H3,(H,29,35)(H,30,41)(H,36,37)(H,45,46)(H,47,48)(H2,28,31,32)(H2,42,43,44)/b6-4+/t15-,20-,21-,22+,26-/m1/s1 ZFXICKRXPZTFPB-KCQRSJHASA-N logp -0.21 ALOGPS logs -2.45 ALOGPS solubility 3.16e+00 g/l ALOGPS logp -6 ChemAxon pka_strongest_acidic 0.83 ChemAxon pka_strongest_basic 5.01 ChemAxon iupac (4E)-6-[(2-{3-[(2R)-3-[({[({[(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)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-6-oxohex-4-enoic acid ChemAxon average_mass 893.644 ChemAxon mono_mass 893.146902423 ChemAxon smiles O[C@H](C(C)(C)COP(=O)(O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(=O)NCCC(=O)NCCSC(=O)\C=C\CCC(O)=O ChemAxon formula C27H42N7O19P3S ChemAxon inchi InChI=1S/C27H42N7O19P3S/c1-27(2,22(40)25(41)30-8-7-16(35)29-9-10-57-18(38)6-4-3-5-17(36)37)12-50-56(47,48)53-55(45,46)49-11-15-21(52-54(42,43)44)20(39)26(51-15)34-14-33-19-23(28)31-13-32-24(19)34/h4,6,13-15,20-22,26,39-40H,3,5,7-12H2,1-2H3,(H,29,35)(H,30,41)(H,36,37)(H,45,46)(H,47,48)(H2,28,31,32)(H2,42,43,44)/b6-4+/t15-,20-,21-,22+,26-/m1/s1 ChemAxon inchikey ZFXICKRXPZTFPB-KCQRSJHASA-N ChemAxon polar_surface_area 400.93 ChemAxon refractivity 193.4 ChemAxon polarizability 77.98 ChemAxon rotatable_bond_count 24 ChemAxon acceptor_count 19 ChemAxon donor_count 10 ChemAxon physiological_charge -5 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 5377 Specdb::NmrOneD 57872 Specdb::NmrOneD 57873 Specdb::NmrOneD 57874 Specdb::NmrOneD 57875 Specdb::NmrOneD 57876 Specdb::NmrOneD 57877 Specdb::NmrOneD 57878 Specdb::NmrOneD 57879 Specdb::NmrOneD 57880 Specdb::NmrOneD 57881 Specdb::NmrOneD 57882 Specdb::NmrOneD 57883 Specdb::NmrOneD 57884 Specdb::NmrOneD 57885 Specdb::NmrOneD 57886 Specdb::NmrOneD 57887 Specdb::NmrOneD 57888 Specdb::NmrOneD 57889 Specdb::NmrOneD 57890 Specdb::NmrOneD 57891 Specdb::MsMs 37091 Specdb::MsMs 37092 Specdb::MsMs 37093 Specdb::MsMs 39539 Specdb::MsMs 39540 Specdb::MsMs 39541 Specdb::MsMs 3225265 Specdb::MsMs 3225266 Specdb::MsMs 3225267 Specdb::MsMs 3225268 Specdb::MsMs 3225269 Specdb::MsMs 3225270 C14144 68471 Yurtsever D. (2007). Fatty acid methyl ester profiling of Enterococcus and Esherichia coli for microbial source tracking. M.sc. Thesis. Villanova University: U.S.A Beta-ketoadipyl-CoA thiolase P0C7L2 PAAJ_ECOLI paaJ http://ecmdb.ca/proteins/P0C7L2.xml 2,3-dehydroadipyl-CoA + Acetyl-CoA > CoA + 3-Oxo-5,6-dehydrosuberyl-CoA