2.0 2012-05-31 14:27:32 -0600 2015-06-03 17:19:19 -0600 ECMDB20101 M2MDB000949 5-Carboxy-2-pentenoyl-CoA 5-carboxy-2-pentenoyl-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. Trans-2,3-Didehydroadipoyl-CoA Trans-3,4-Dehydroadipyl-CoA C27H42N7O19P3S 893.644 893.146902423 (4E)-6-({2-[(3-{[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)-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulfanyl)-6-oxohex-4-enoic acid 5-carboxy-2-pentenoyl-coa 138149-18-5 [H]\C(CCC(=O)O)=C(\[H])C(=O)SCCN=C(O)CCN=C(O)C(O)([H])C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@](O)([H])[C@]1([H])OP(O)(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-UWIQVNQSSA-N Solid Cytosol logp -0.14 ALOGPS logs -2.25 ALOGPS solubility 4.97e+00 g/l ALOGPS logp -3.3 ChemAxon pka_strongest_acidic 0.82 ChemAxon pka_strongest_basic 4.85 ChemAxon iupac (4E)-6-({2-[(3-{[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)-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulfanyl)-6-oxohex-4-enoic acid ChemAxon average_mass 893.644 ChemAxon mono_mass 893.146902423 ChemAxon smiles [H]\C(CCC(=O)O)=C(\[H])C(=O)SCCN=C(O)CCN=C(O)C(O)([H])C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@](O)([H])[C@]1([H])OP(O)(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-UWIQVNQSSA-N ChemAxon polar_surface_area 407.91 ChemAxon refractivity 194.44 ChemAxon polarizability 80.01 ChemAxon rotatable_bond_count 24 ChemAxon acceptor_count 21 ChemAxon donor_count 10 ChemAxon physiological_charge -4 ChemAxon formal_charge 0 ChemAxon Phenylalanine metabolism The pathways of the metabolism of phenylalaline begins with the conversion of chorismate to prephenate through a P-protein (chorismate mutase:pheA). Prephenate then interacts with a hydrogen ion through the same previous enzyme resulting in a release of carbon dioxide, water and a phenolpyruvic acid. Three enzymes those enconde by tyrB, aspC and ilvE are involved in catalyzing the third step of these pathways, all three can contribute to the synthesis of phenylalanine: only tyrB and aspC contribute to biosynthesis of tyrosine. Phenolpyruvic acid can also be obtained from a reversivle reaction with ammonia, a reduced acceptor and a D-amino acid dehydrogenase, resulting in a water, an acceptor and a D-phenylalanine, which can be then transported into the periplasmic space by aromatic amino acid exporter. L-phenylalanine also interacts in two reversible reactions, one involved with oxygen through a catalase peroxidase resulting in a carbon dioxide and 2-phenylacetamide. The other reaction involved an interaction with oxygen through a phenylalanine aminotransferase resulting in a oxoglutaric acid and phenylpyruvic acid. L-phenylalanine can be imported into the cytoplasm through an aromatic amino acid:H+ symporter AroP. The compound can also be imported into the periplasmic space through a transporter: L-amino acid efflux transporter. PW000921 ec00360 Metabolic Caprolactam degradation ec00930 Microbial metabolism in diverse environments ec01120 Specdb::EiMs 5215 Specdb::NmrOneD 250008 Specdb::NmrOneD 250009 Specdb::NmrOneD 250010 Specdb::NmrOneD 250011 Specdb::NmrOneD 250012 Specdb::NmrOneD 250013 Specdb::NmrOneD 250014 Specdb::NmrOneD 250015 Specdb::NmrOneD 250016 Specdb::NmrOneD 250017 Specdb::NmrOneD 250018 Specdb::NmrOneD 250019 Specdb::NmrOneD 250020 Specdb::NmrOneD 250021 Specdb::NmrOneD 250022 Specdb::NmrOneD 250023 Specdb::NmrOneD 250024 Specdb::NmrOneD 250025 Specdb::NmrOneD 250026 Specdb::NmrOneD 250027 Specdb::MsMs 27935 Specdb::MsMs 27936 Specdb::MsMs 27937 Specdb::MsMs 34493 Specdb::MsMs 34494 Specdb::MsMs 34495 24798711 4445509 C14144 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 Beta-ketoadipyl-CoA thiolase P0C7L2 PAAJ_ECOLI paaJ http://ecmdb.ca/proteins/P0C7L2.xml Fatty acid oxidation complex subunit alpha P21177 FADB_ECOLI fadB http://ecmdb.ca/proteins/P21177.xml Probable enoyl-CoA hydratase paaF P76082 PAAF_ECOLI paaF http://ecmdb.ca/proteins/P76082.xml Fatty acid oxidation complex subunit alpha_ P77399 FADJ_ECOLI fadJ http://ecmdb.ca/proteins/P77399.xml Probable enoyl-CoA hydratase paaG P77467 PAAG_ECOLI paaG http://ecmdb.ca/proteins/P77467.xml Fatty acid oxidation complex subunit alpha P21177 FADB_ECOLI fadB http://ecmdb.ca/proteins/P21177.xml 3-Oxo-5,6-dehydrosuberyl-CoA + Coenzyme A <> 5-Carboxy-2-pentenoyl-CoA + Acetyl-CoA R09839 5-Carboxy-2-pentenoyl-CoA + Water <> (3S)-3-Hydroxyadipyl-CoA R06942 Water + 5-Carboxy-2-pentenoyl-CoA > (3S)-3-Hydroxyadipyl-CoA PW_R002510 3 3-Oxo-5,6-dehydrosuberyl-CoA + Coenzyme A <>5 5-Carboxy-2-pentenoyl-CoA + Acetyl-CoA 3 3-Oxo-5,6-dehydrosuberyl-CoA + Coenzyme A <>5 5-Carboxy-2-pentenoyl-CoA + Acetyl-CoA