2.0 2012-05-31 14:41:00 -0600 2015-06-03 17:19:52 -0600 ECMDB20360 M2MDB001188 3,5-Tetradecadienoyl-CoA 3,5-tetradecadienoyl-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. (inferred from compound structure) C35H58N7O17P3S 973.858 973.282273691 (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-(tetradeca-3,5-dienoylsulfanyl)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-(tetradeca-3,5-dienoylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)butanimidic acid [H][C@](O)(C(O)=NCCC(O)=NCCSC(=O)CC=CC=CCCCCCCCC)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/C35H58N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h11-14,22-24,28-30,34,45-46H,4-10,15-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/t24-,28-,29-,30+,34-/m1/s1 QADUDNMSWUFMGZ-QSGBVPJFSA-N Cytoplasm Periplasm logp 2.28 ALOGPS logs -2.41 ALOGPS solubility 3.80e+00 g/l ALOGPS logp -0.47 ChemAxon pka_strongest_acidic 0.83 ChemAxon pka_strongest_basic 4.79 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-(tetradeca-3,5-dienoylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)butanimidic acid ChemAxon average_mass 973.858 ChemAxon mono_mass 973.282273691 ChemAxon smiles [H][C@](O)(C(O)=NCCC(O)=NCCSC(=O)CC=CC=CCCCCCCCC)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 C35H58N7O17P3S ChemAxon inchi InChI=1S/C35H58N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h11-14,22-24,28-30,34,45-46H,4-10,15-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/t24-,28-,29-,30+,34-/m1/s1 ChemAxon inchikey QADUDNMSWUFMGZ-QSGBVPJFSA-N ChemAxon polar_surface_area 370.61 ChemAxon refractivity 230.72 ChemAxon polarizability 94.18 ChemAxon rotatable_bond_count 30 ChemAxon acceptor_count 19 ChemAxon donor_count 9 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Oleic acid Oxidation The process of oleic acid B-oxidation starts with a 2-trans,5-cis-tetradecadienoyl-CoA that can be either be processed by an enoyl-CoA hydratase by interacting with a water molecules resulting in a 3-hydroxy-5-cis-tetradecenoyl-CoA, which can be oxidized in the fatty acid beta-oxidation. On the other hand 2-trans,5-cis-tetradecadienoyl-CoA can become a 3-trans,5-cis-tetradecadienoyl-CoA through a isomerase. This results interact with a water molecule through a acyl-CoA thioesterase resulting in a hydrogen ion, a coenzyme A and a 3,5-tetradecadienoate PW002025 Metabolic oleate β-oxidation PWY0-1337 Specdb::EiMs 3792 Specdb::NmrOneD 265848 Specdb::NmrOneD 265849 Specdb::NmrOneD 265850 Specdb::NmrOneD 265851 Specdb::NmrOneD 265852 Specdb::NmrOneD 265853 Specdb::NmrOneD 265854 Specdb::NmrOneD 265855 Specdb::NmrOneD 265856 Specdb::NmrOneD 265857 Specdb::NmrOneD 265858 Specdb::NmrOneD 265859 Specdb::NmrOneD 265860 Specdb::NmrOneD 265861 Specdb::NmrOneD 265862 Specdb::NmrOneD 265863 Specdb::NmrOneD 265864 Specdb::NmrOneD 265865 Specdb::NmrOneD 265866 Specdb::NmrOneD 265867 Specdb::MsMs 24719 Specdb::MsMs 24720 Specdb::MsMs 24721 Specdb::MsMs 31277 Specdb::MsMs 31278 Specdb::MsMs 31279 25202231 CPD0-1158 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 2-trans,5-cis-tetradecadienoyl-CoA <> 3,5-Tetradecadienoyl-CoA RXN0-5391 3,5-Tetradecadienoyl-CoA + Water > Hydrogen ion + 3,5-tetradecadienoate + Coenzyme A RXN0-5390 2-trans,5-cis-tetradecadienoyl-CoA <> 3,5-Tetradecadienoyl-CoA PW_R005902