(R)-(2-chloro-5-oxo-2,5-dihydro-2-furyl)acetate (PAMDB100030)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB100030
Identification
Name: (R)-(2-chloro-5-oxo-2,5-dihydro-2-furyl)acetate
Description:A (2-chloro-5-oxo-2,5-dihydro-2-furyl)acetate obtained by deprotonation of the carboxy group of (R)-(2-chloro-5-oxo-2,5-dihydro-2-furyl)acetic acid; major species at pH 7.3.
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • (+)-4-chloromuconolactone(1−)
  • (2R)-2-chloro-2,5-dihydro-5-oxofuran-2-acetate
  • (R)-2-chloro-2,5-dihydro-5-oxofuran-2-acetate
Chemical Formula: C6H4ClO4
Average Molecular Weight: 175.547
Monoisotopic Molecular Weight: 174.98
InChI Key: WGZZDRVKIXVYEI-ZCFIWIBFSA-M
InChI:InChI=1S/C6H5ClO4/c7-6(3-4(8)9)2-1-5(10)11-6/h1-2H,3H2,(H,8,9)/p-1/t6-/m1/s1
CAS number: Not Available
IUPAC Name:[(2R)-2-chloro-5-oxo-2,5-dihydrofuran-2-yl]acetate
Traditional IUPAC Name: Not Available
SMILES:[O-]C(=O)C[C@]1(Cl)OC(=O)C=C1
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.
Kingdom Organic compounds
Super ClassOrganoheterocyclic compounds
Class Dihydrofurans
Sub ClassFuranones
Direct Parent Butenolides
Alternative Parents
Substituents
  • 2-furanone
  • Dicarboxylic acid or derivatives
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Carboxylic acid ester
  • Lactone
  • Carboxylic acid derivative
  • Carboxylic acid
  • Oxacycle
  • Organohalogen compound
  • Alkyl halide
  • Hydrocarbon derivative
  • Alkyl chloride
  • Organic oxide
  • Carbonyl group
  • Organic oxygen compound
  • Organochloride
  • Organooxygen compound
  • Organic anion
  • Aliphatic heteromonocyclic compound
Molecular Framework Aliphatic heteromonocyclic compounds
External Descriptors
  • (2-chloro-5-oxo-2,5-dihydro-2-furyl)acetate (CHEBI:85538)
Physical Properties
State: Not Available
Charge:-1
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties
PropertyValueSource
Mass175.5446ChemAxon
logP-0.8255ChemAxon
H-bond acceptors4ChemAxon
H-bond donors0ChemAxon
Rotatable bonds2ChemAxon
PSA66.4300ChemAxon
RO5 violations0ChemAxon
RO3 violations2ChemAxon
Refractivity34.3165ChemAxon
Atoms15ChemAxon
Rings1ChemAxon
Heavy atoms11ChemAxon
Hydrogen atoms4ChemAxon
Heteroatoms5ChemAxon
N/O atoms4ChemAxon
Inorganic atoms0ChemAxon
Halogen atoms1ChemAxon
Chiral centers1ChemAxon
R/S chiral centers1ChemAxon
Unknown chiral centers0ChemAxon
Undefined chiral centers0ChemAxon
Stereo double bonds0ChemAxon
Cis/trans stereo double bonds0ChemAxon
Unknown stereo double bonds0ChemAxon
Undefined stereo double bonds 0ChemAxon
Biological Properties
Cellular Locations: Not Available
Reactions:
Pathways:
    Spectra
    Spectra: Not Available
    References
    References:
    • Kajander T, Lehtiö L, Schlömann M, Goldman A. The structure of Pseudomonas P51 Cl-muconate lactonizing enzyme: co-evolution of structure and dynamics with the dehalogenation function. Protein Sci. 2003 Sep;12(9):1855-64. Erratum in: Protein Sci. 2003 Oct;12(10):2383. Pubmed: 12930985
    Synthesis Reference: Not Available
    Material Safety Data Sheet (MSDS) Not Available
    External Links:
    ResourceLink
    ChEBI58109