(2R,4S)-2-methyl-2,3,3,4-tetrahydroxytetrahydrofuran (PAMDB120308)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB120308
Identification
Name: (2R,4S)-2-methyl-2,3,3,4-tetrahydroxytetrahydrofuran
Description:A tetrahydroxytetrahydrofuran in which the hydroxy groups are located at positions 2, 3, 4, and 4 and which is substituted by a methyl group at position 2 (the 2R,4S diastereoisomer).
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • (2R,4S)-2-METHYL-2,3,3,4-TETRAHYDROXYTETRAHYDROFURAN
  • (2R,4S)-2-methyldihydrofuran-2,3,3,4(2H)-tetrol
  • (2R,4S)-2-methyloxolane-2,3,3,4-tetrol
  • (2R,4S)-2-methyltetrahydrofuran-2,3,3,4-tetrol
  • (R)-THMF
  • AI-2
  • auto inducer 2
Chemical Formula: C5H10O5
Average Molecular Weight: 150.131
Monoisotopic Molecular Weight: 150.05283
InChI Key: BVIYGXUQVXBHQS-IUYQGCFVSA-N
InChI:InChI=1S/C5H10O5/c1-4(7)5(8,9)3(6)2-10-4/h3,6-9H,2H2,1H3/t3-,4+/m0/s1
CAS number: Not Available
IUPAC Name:(2R,4S)-2-methyltetrahydrofuran-2,3,3,4-tetrol
Traditional IUPAC Name: Not Available
SMILES:CC1(O)(OCC(O)C(O)(O)1)
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms.
Kingdom Organic compounds
Super ClassOrganic oxygen compounds
Class Organooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct Parent Pentoses
Alternative Parents
Substituents
  • Pentose monosaccharide
  • Oxolane
  • Secondary alcohol
  • Hemiacetal
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Carbonyl hydrate
  • Hydrocarbon derivative
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular Framework Aliphatic heteromonocyclic compounds
External Descriptors
  • a small molecule (CPD-10776)
Physical Properties
State: Not Available
Charge:0
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties
PropertyValueSource
Molecular Weight150.13 g/molPubChem
XLogP3-AA-2.5 PubChem
Hydrogen Bond Donor Count4 PubChem
Hydrogen Bond Acceptor Count5 PubChem
Rotatable Bond Count0 PubChem
Exact Mass150.053 g/molPubChem
Monoisotopic Mass150.053 g/molPubChem
Topological Polar Surface Area90.2 A^2PubChem
Heavy Atom Count10 PubChem
Formal Charge0 PubChem
Complexity145 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:
(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
    CHEBI44800
    CHEMSPIDER395434
    PUBCHEM448719