2.0 2012-05-31 14:29:08 -0600 2015-06-03 17:19:22 -0600 ECMDB20131 M2MDB000979 Cis-4-Carboxymethylenebut-2-en-4-olide Cis-4-carboxymethylenebut-2-en-4-olide is a member of the chemical class known as Furans. These are compounds containing a furan ring, which is a five-member aromatic ring with one oxygen atom, four carbon atoms. (2Z)-(5-oxofuran-2(5H)-ylidene)acetate (2Z)-(5-oxofuran-2(5H)-ylidene)acetic acid (Z)-5-Oxodelta(2(5H),a)-furanacetate (Z)-5-Oxodelta(2(5H),a)-furanacetic acid (Z)-5-Oxodelta(2(5H),alpha)-furanacetate (Z)-5-Oxodelta(2(5H),alpha)-furanacetic acid (Z)-5-Oxodelta(2(5H),α)-furanacetate (Z)-5-Oxodelta(2(5H),α)-furanacetic acid 4-Carboxymethylenebut-2-en-4-olide 5-oxo-(Z)-delta(2(5H),a)-Furanacetate 5-oxo-(Z)-delta(2(5H),a)-Furanacetic acid 5-Oxo-(Z)-delta(2(5H),alpha)-Furanacetate 5-Oxo-(Z)-delta(2(5H),alpha)-Furanacetic acid 5-oxo-(Z)-δ(2(5H),a)-Furanacetate 5-oxo-(Z)-δ(2(5H),a)-Furanacetic acid 5-oxo-(Z)-δ(2(5H),α)-Furanacetate 5-oxo-(Z)-δ(2(5H),α)-Furanacetic acid <i>cis</i>-4-carboxymethylenebut-2-en-4-olide Dienelactone Trans-4-Carboxymethylenebut-2-en-4-olide C6H4O4 140.0936 140.010958616 2-[(2E)-5-oxo-2,5-dihydrofuran-2-ylidene]acetic acid [(2E)-5-oxofuran-2-ylidene]acetic acid 73237-79-3 OC(=O)\C=C1\OC(=O)C=C1 InChI=1S/C6H4O4/c7-5(8)3-4-1-2-6(9)10-4/h1-3H,(H,7,8)/b4-3+ AYFXPGXAZMFWNH-ONEGZZNKSA-N Outer membrane Inner membrane logp 0.72 ALOGPS logs -0.78 ALOGPS solubility 2.31e+01 g/l ALOGPS logp 0.18 ChemAxon pka_strongest_acidic 3.06 ChemAxon pka_strongest_basic -6.9 ChemAxon iupac 2-[(2E)-5-oxo-2,5-dihydrofuran-2-ylidene]acetic acid ChemAxon average_mass 140.0936 ChemAxon mono_mass 140.010958616 ChemAxon smiles OC(=O)\C=C1\OC(=O)C=C1 ChemAxon formula C6H4O4 ChemAxon inchi InChI=1S/C6H4O4/c7-5(8)3-4-1-2-6(9)10-4/h1-3H,(H,7,8)/b4-3+ ChemAxon inchikey AYFXPGXAZMFWNH-ONEGZZNKSA-N ChemAxon polar_surface_area 63.6 ChemAxon refractivity 33.33 ChemAxon polarizability 11.91 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon gamma-Hexachlorocyclohexane degradation ec00361 1,4-Dichlorobenzene degradation ec00627 Fluorobenzoate degradation one step conversion of fluoromuconolactone (5-fluoromuconolactone and 4-fluoromuconolactone ) into maleylactate in order to be degraded following the benzoate degradation This pathway is under revision PW000766 ec00364 Metabolic Microbial metabolism in diverse environments ec01120 Toluene degradation ec00623 Metabolic pathways eco01100 Specdb::CMs 3058 Specdb::CMs 48225 Specdb::CMs 150904 Specdb::NmrOneD 58772 Specdb::NmrOneD 58773 Specdb::NmrOneD 58774 Specdb::NmrOneD 58775 Specdb::NmrOneD 58776 Specdb::NmrOneD 58777 Specdb::NmrOneD 58778 Specdb::NmrOneD 58779 Specdb::NmrOneD 58780 Specdb::NmrOneD 58781 Specdb::NmrOneD 58782 Specdb::NmrOneD 58783 Specdb::NmrOneD 58784 Specdb::NmrOneD 58785 Specdb::NmrOneD 58786 Specdb::NmrOneD 58787 Specdb::NmrOneD 58788 Specdb::NmrOneD 58789 Specdb::NmrOneD 58790 Specdb::NmrOneD 58791 Specdb::MsMs 24089 Specdb::MsMs 24090 Specdb::MsMs 24091 Specdb::MsMs 30887 Specdb::MsMs 30888 Specdb::MsMs 30889 Specdb::MsMs 3225502 Specdb::MsMs 3225503 Specdb::MsMs 3225504 Specdb::MsMs 3225505 Specdb::MsMs 3225506 Specdb::MsMs 3225507 5280677 4444269 C04431 18371 4-CARBOXYMETHYLENEBUT-2-EN-4-OLIDE 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 Putative carboxymethylenebutenolidase P56262 DLHH_ECOLI ysgA http://ecmdb.ca/proteins/P56262.xml Cis-4-Carboxymethylenebut-2-en-4-olide + Water <> 2-Maleylacetate R03893 Cis-4-Carboxymethylenebut-2-en-4-olide + Water > 4-Oxohex-2-enedioate