2.02012-05-31 14:24:34 -06002015-07-07 12:14:59 -0600ECMDB20045M2MDB0008942-Maleylacetate2-maleylacetate belongs to the class of Medium-chain Keto Acids and Derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain. (inferred from compound structure)<br/><br/>2-Maleylacetate is involved in the degradation pathway of aromatic compounds. Reduction of the double bond in maleylacetate is catalyzed by the enzyme maleylacetate reductase, which was also purified from E. coli (PMID 8900023)(2Z)-4-oxohex-2-enedioate(2Z)-4-oxohex-2-enedioic acid(Z)-4-oxo-2-hexenedioate(Z)-4-oxo-2-hexenedioic acid2-Maleylacetic acid4-Oxo-(Z)-2-Hexenedioate4-Oxo-(Z)-2-Hexenedioic acid4-Oxohex-2-enedioate4-Oxohex-2-enedioic acidMaleoylacetateMaleoylacetic acidMaleylacetateMaleylacetic acidC6H6O5158.1088158.021523302(2Z)-4-oxohex-2-enedioic acidmaleylacetic acid24740-88-3OC(=O)CC(=O)\C=C/C(O)=OInChI=1S/C6H6O5/c7-4(3-6(10)11)1-2-5(8)9/h1-2H,3H2,(H,8,9)(H,10,11)/b2-1-SOXXPQLIZIPMIZ-UPHRSURJSA-NOuter membraneInner membranelogp-0.06logs-1.34solubility7.25e+00 g/llogp0.18pka_strongest_acidic2.71pka_strongest_basic-7.2iupac(2Z)-4-oxohex-2-enedioic acidaverage_mass158.1088mono_mass158.021523302smilesOC(=O)CC(=O)\C=C/C(O)=OformulaC6H6O5inchiInChI=1S/C6H6O5/c7-4(3-6(10)11)1-2-5(8)9/h1-2H,3H2,(H,8,9)(H,10,11)/b2-1-inchikeySOXXPQLIZIPMIZ-UPHRSURJSA-Npolar_surface_area91.67refractivity34.5polarizability13.16rotatable_bond_count4acceptor_count5donor_count2physiological_charge-2formal_charge0gamma-Hexachlorocyclohexane degradationec00361Benzoate degradation via hydroxylationec003621,4-Dichlorobenzene degradationec00627Fluorobenzoate degradationone step conversion of fluoromuconolactone (5-fluoromuconolactone and 4-fluoromuconolactone ) into maleylactate in order to be degraded following the benzoate degradation
This pathway is under revisionPW000766ec00364MetabolicMicrobial metabolism in diverse environmentsec01120Toluene degradationec00623Metabolic pathwayseco01100Collection of Reactions without pathwaysPW001891MetabolicSpecdb::CMs2981Specdb::CMs48147Specdb::CMs174083Specdb::NmrOneD57492Specdb::NmrOneD57493Specdb::NmrOneD57494Specdb::NmrOneD57495Specdb::NmrOneD57496Specdb::NmrOneD57497Specdb::NmrOneD57498Specdb::NmrOneD57499Specdb::NmrOneD57500Specdb::NmrOneD57501Specdb::NmrOneD57502Specdb::NmrOneD57503Specdb::NmrOneD57504Specdb::NmrOneD57505Specdb::NmrOneD57506Specdb::NmrOneD57507Specdb::NmrOneD57508Specdb::NmrOneD57509Specdb::NmrOneD57510Specdb::NmrOneD57511Specdb::MsMs31919Specdb::MsMs31920Specdb::MsMs31921Specdb::MsMs3225091Specdb::MsMs3225092Specdb::MsMs3225093Specdb::MsMs25361Specdb::MsMs25362Specdb::MsMs25363Specdb::MsMs3225088Specdb::MsMs3225089Specdb::MsMs32250905280500C022221184CPD-294Kanehisa, 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-D114.22080510Putative carboxymethylenebutenolidaseP56262DLHH_ECOLIysgAhttp://ecmdb.ca/proteins/P56262.xmlacetyl esterase (EC:3.1.1.-)P23872aeshttp://ecmdb.ca/proteins/P23872.xmlCis-4-Carboxymethylenebut-2-en-4-olide + Water <> 2-MaleylacetateR038934-Sulfolactone + Water <> HSO3- + 2-Maleylacetate + Hydrogen ionR05420Trans-4-Carboxymethylenebut-2-en-4-olide + Water <> 2-MaleylacetateR068385-Fluoromuconolactone + Water <> 2-Maleylacetate + Hydrofluoric acidR081204-Fluoromuconolactone + Water <> 2-Maleylacetate + Hydrofluoric acidR08121Hydrofluoric acid + Water > 2-Maleylacetate + hydrofluoric acidPW_R0058915-Fluoromuconolactone + Water > 2-Maleylacetate + hydrofluoric acidPW_R005892