2,5-Dichloro-carboxymethylenebut-2-en-4-olide (ECMDB20061) (M2MDB000910)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes (1)XML
Proteins (319)
Record Information
Version2.0
Creation Date2012-05-31 14:25:25 -0600
Update Date2015-09-17 16:24:17 -0600
Secondary Accession Numbers
  • ECMDB20061
Identification
Name:2,5-Dichloro-carboxymethylenebut-2-en-4-olide
Description2,5-dichloro-carboxymethylenebut-2-en-4-olide belongs to the class of Aryl Chlorides. These are organic compounds containing the acyl chloride functional group. (inferred from compound structure)
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms:
  • (2E)-2-chloro-2-(4-chloro-5-Oxofuran-2-ylidene)acetate
  • (2E)-2-chloro-2-(4-chloro-5-oxofuran-2-ylidene)acetic acid
  • (2E)-chloro(4-chloro-5-oxo-2(5H)-Furanylidene)acetate
  • (2E)-Chloro(4-chloro-5-oxo-2(5H)-furanylidene)acetic acid
Chemical Formula:C6H2Cl2O4
Weight:Average: 208.984
Monoisotopic: 207.933013966
InChI Key:XJQKWSUIZRECMR-UHFFFAOYSA-N
InChI:InChI=1S/C6H2Cl2O4/c7-2-1-3(12-6(2)11)4(8)5(9)10/h1H,(H,9,10)
CAS number:Not Available
IUPAC Name:2-chloro-2-[(2E)-4-chloro-5-oxo-2,5-dihydrofuran-2-ylidene]acetic acid
Traditional IUPAC Name:C6H2cl2O4
SMILES:OC(=O)C(Cl)=C1OC(=O)C(Cl)=C1
Chemical Taxonomy
Description belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDihydrofurans
Sub ClassFuranones
Direct ParentButenolides
Alternative Parents
Substituents
  • 2-furanone
  • Dicarboxylic acid or derivatives
  • Alpha-halocarboxylic acid
  • Alpha-halocarboxylic acid or derivatives
  • Enol ester
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Carboxylic acid ester
  • Lactone
  • Carboxylic acid derivative
  • Oxacycle
  • Carboxylic acid
  • Chloroalkene
  • Haloalkene
  • Vinyl halide
  • Vinyl chloride
  • Organic oxide
  • Hydrocarbon derivative
  • Carbonyl group
  • Organohalogen compound
  • Organochloride
  • Organooxygen compound
  • Organic oxygen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
State:Not Available
Charge:-1
Melting point:Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility0.78 g/LALOGPS
logP1.65ALOGPS
logP0.96ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)2.02ChemAxon
pKa (Strongest Basic)-7.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity42.91 m³·mol⁻¹ChemAxon
Polarizability16.12 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations:Cytoplasm
Reactions:
2,5-Dichloro-carboxymethylenebut-2-en-4-olide + Water <> 2,5-Dichloro-4-oxohex-2-enedioate
SMPDB Pathways:Not Available
KEGG Pathways:
  • Microbial metabolism in diverse environments ec01120
  • gamma-Hexachlorocyclohexane degradation ec00361
EcoCyc Pathways:Not Available
Concentrations
Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-06r6-0930000000-67e3e6855fbf3dea3ef9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0bu3-0940000000-c4c15c23debac7bb6886View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03xr-2900000000-59fe1e19ed08c36fabe3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-08fr-0960000000-f272c65ce62ac52409b9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-08fr-0960000000-c0c2b345e1afce72e025View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-02t9-1900000000-f482ccbbd0ed7b4a88acView in MoNA
References
References:
  • 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. Pubmed: 22080510
Synthesis Reference:Not Available
Material Safety Data Sheet (MSDS)Not Available
External Links:
ResourceLink
CHEBI ID31075
HMDB IDNot Available
Pubchem Compound ID11954007
Kegg IDC12834
ChemSpider ID10128302
Wikipedia IDNot Available
BioCyc IDNot Available

Enzymes

Protein Details
1. Putative carboxymethylenebutenolidase
General function:
Involved in hydrolase activity
Specific function:
4-carboxymethylenebut-2-en-4-olide + H(2)O = 4-oxohex-2-enedioate
Gene Name:
ysgA
Uniprot ID:
P56262
Molecular weight:
29425
Reactions
4-carboxymethylenebut-2-en-4-olide + H(2)O = 4-oxohex-2-enedioate.