(2R,4S)-2-methyl-2,4-dihydroxydihydrofuran-3-one (PAMDB120058)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB120058
Identification
Name: (2R,4S)-2-methyl-2,4-dihydroxydihydrofuran-3-one
Description:A tetrahydrofuranone that is tetrahydrofuran-3-one substituted at positions 2 and 4 by hydroxy groups and at position 2 by a methyl group.
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • (2R,4S)-2-methyl-2,4-dihydroxydihydrofuran-3-one
  • (R)-DHMF
Chemical Formula: C5H8O4
Average Molecular Weight: 132.116
Monoisotopic Molecular Weight: 132.04225
InChI Key: CCVJVKWZZMMBHB-WVZVXSGGSA-N
InChI:InChI=1S/C5H8O4/c1-5(8)4(7)3(6)2-9-5/h3,6,8H,2H2,1H3/t3-,5+/m0/s1
CAS number: Not Available
IUPAC Name:(2R,4S)-2,4-dihydroxy-2-methyldihydrofuran-3(2H)-one
Traditional IUPAC Name: Not Available
SMILES:CC1(O)(OCC(O)C(=O)1)
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as furanones. These are compounds containing a furan ring bearing a ketone group.
Kingdom Organic compounds
Super ClassOrganoheterocyclic compounds
Class Dihydrofurans
Sub ClassFuranones
Direct Parent Furanones
Alternative Parents
Substituents
  • 3-furanone
  • Acyloin
  • Oxolane
  • Cyclic ketone
  • Secondary alcohol
  • Ketone
  • Hemiacetal
  • Oxacycle
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular Framework Aliphatic heteromonocyclic compounds
External Descriptors
  • a small molecule (CPD-10775)
Physical Properties
State: Not Available
Charge:0
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties
PropertyValueSource
Molecular Weight132.115 g/molPubChem
XLogP3-AA-1.3 PubChem
Hydrogen Bond Donor Count2 PubChem
Hydrogen Bond Acceptor Count4 PubChem
Rotatable Bond Count0 PubChem
Exact Mass132.042 g/molPubChem
Monoisotopic Mass132.042 g/molPubChem
Topological Polar Surface Area66.8 A^2PubChem
Heavy Atom Count9 PubChem
Formal Charge0 PubChem
Complexity144 PubChem
Isotope Atom Count0 PubChem
Defined Atom Stereocenter Count2 PubChem
Undefined Atom Stereocenter Count0 PubChem
Defined Bond Stereocenter Count0 PubChem
Undefined Bond Stereocenter Count0 PubChem
Covalently-Bonded Unit Count1 PubChem
Biological Properties
Cellular Locations: Not Available
Reactions:
(S)-4,5-dihydroxypentan-2,3-dione → (2R,4S)-2-methyl-2,4-dihydroxydihydrofuran-3-one
(2R,4S)-2-methyl-2,4-dihydroxydihydrofuran-3-one + Water → (2R,4S)-2-methyl-2,3,3,4-tetrahydroxytetrahydrofuran
Pathways:
    Spectra
    Spectra: Not Available
    References
    References:
    • Miller ST, Xavier KB, Campagna SR, Taga ME, Semmelhack MF, Bassler BL, Hughson FM (2004)Salmonella typhimurium recognizes a chemically distinct form of the bacterial quorum-sensing signal AI-2. Molecular cell 15, Pubmed: 15350213
    Synthesis Reference: Not Available
    Material Safety Data Sheet (MSDS) Not Available
    External Links:
    ResourceLink
    CHEBI71316
    PUBCHEM44123557