Furaneol (YMDB01694)

Identification
YMDB IDYMDB01694
NameFuraneol
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
Description(±)-Furaneol, also known as furaneol or HDMF, belongs to the class of organic compounds known as furanones. Furanones are compounds containing a furan ring bearing a ketone group. Based on a literature review a significant number of articles have been published on (±)-Furaneol.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
  • 2,3-Dihydro-4-hydroxy-2,5-dimethyl-3-furanone
  • 2,5-dimethyl-4-hydroxy-(2H)-furan-3-one (furaneol)
  • 2,5-dimethyl-4-hydroxy-2,3-dihydrofuran-3-one (furaneol)
  • 2,5-dimethyl-4-hydroxy-2H-furan-3-one
  • 2,5-dimethyl-4-hydroxy-3(2H)-furanone (DMHF)
  • 2,5-dimethyl-4-hydroxy-3(2H)-furanone (Furaneol)
  • 3(2H)-Furanone, 2,5-dimethyl-4-hydroxy-
  • 3(2H)-Furanone, 4-hydroxy-2,5-dimethyl-
  • 4-Hydroxy-2,5-dimethyl-3-furanone
  • 4-hydroxy-2,5-dimethyl-3(2H)-furanone (Furaneol)
  • 4-hydroxy-2,5-dimethyl-3(2H)-furanone (HDMF)
  • 4-Hydroxy-2,5-dimethyl-3(2H)furanone
  • 4-hydroxy-2,5-dimethylfuran-2(3H)-one
  • 4-hydroxy-2,5-dimethylfuran-3( 2H)-one (Furaneol)
  • Alletone
  • hydroxy-2,5-dimethyl-3(2H)-4-furanone (Furaneol)
  • Pineapple ketone
  • 2,5-Dimethyl-3-hydroxy-4-oxo-4,5-dihydrofuran
  • 2,5-Dimethyl-4-hydroxy-2,3-dihydrofuran-3-one
  • 2,5-Dimethyl-4-hydroxy-3(2H)-furanone
  • 4-Hydroxy-2,5-dimethyl-3(2H)-furanone
  • 4-Hydroxy-2,5-dimethyl-furan-3(2H)-one
  • Dimethylhydroxy furanone
  • Furaneol
  • HDMF
  • Furaneol, (R)-isomer
  • 4-HDMF
  • Furaneol, (S)-isomer
CAS number3658-77-3
WeightAverage: 128.1259
Monoisotopic: 128.047344122
InChI KeyINAXVXBDKKUCGI-UHFFFAOYSA-N
InChIInChI=1S/C6H8O3/c1-3-5(7)6(8)4(2)9-3/h3,8H,1-2H3
IUPAC Name4-hydroxy-2,5-dimethyl-2,3-dihydrofuran-3-one
Traditional IUPAC Namefuraneol
Chemical FormulaC6H8O3
SMILESCC1OC(C)=C(O)C1=O
Chemical Taxonomy
Description belongs to the class of organic compounds known as furanones. Furanones are compounds containing a furan ring bearing a ketone group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDihydrofurans
Sub ClassFuranones
Direct ParentFuranones
Alternative Parents
Substituents
  • 3-furanone
  • Vinylogous ester
  • Cyclic ketone
  • Ketone
  • Oxacycle
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Charge0
Melting point78-83 °C
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility446 g/LALOGPS
logP-0.33ALOGPS
logP0.21ChemAxon
logS0.54ALOGPS
pKa (Strongest Acidic)7.09ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity33.29 m³·mol⁻¹ChemAxon
Polarizability12.48 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular LocationsNot Available
Organoleptic Properties
Flavour/OdourSource
AlmondFDB020380
CandyFDB020380
CaramelFDB020380
CottonFDB020380
GrapeFDB020380
StrawberryFDB020380
SugarFDB020380
SweetFDB020380
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-9100000000-8c4cb8aa573b16fcfb70JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0adu-9600000000-2c6fe7e0e944a33c5cc9JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-1900000000-2a171214e5cd4706888fJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-3900000000-31e666e61cc7b8411876JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-054p-9000000000-af02647aeeb779640073JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-357e93488390a2976c9dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-1900000000-602820cb95c6f5aecaaeJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9100000000-4e8ccb8034b60b5362d0JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-2900000000-f04fe270624eef9c155bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-006x-9000000000-996faea12712159d1b18JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9000000000-0c6cf150442af99bad61JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-7900000000-afb6007af0c955aff56bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0avl-9000000000-61679df963f1143460b0JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05mp-9000000000-67eb08c0013c727e892eJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
References
References:Not Available
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID76247
HMDB IDHMDB0040594
Pubchem Compound ID19309
Kegg IDNot Available
ChemSpider ID18218
FOODB IDFDB020380
Wikipedia IDFuraneol
BioCyc IDNot Available