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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:53:00 UTC
Update Date2019-07-23 06:12:12 UTC
HMDB IDHMDB0032966
Secondary Accession Numbers
  • HMDB32966
Metabolite Identification
Common NameFuraneol acetate
DescriptionFuraneol acetate, also known as fema 3797, belongs to the class of organic compounds known as furanones. Furanones are compounds containing a furan ring bearing a ketone group. Furaneol acetate is an extremely weak basic (essentially neutral) compound (based on its pKa). Furaneol acetate is a sweet, baked, and bread tasting compound. It is used in meaty and caramel-type flavours.
Structure
Data?1563862332
Synonyms
ValueSource
Furaneol acetic acidGenerator
3(2H)-Furanone, 4-hydroxy-2,5-dimethyl-, acetateHMDB
4-(Acetyloxy)-2,5-dimethyl-3(2H)-furanoneHMDB
4-Acetoxy-2,5-dimethyl-3(2H)-furanoneHMDB
4-Acetoxy-2,5-dimethyl-3(2H)furanoneHMDB
4-Hydroxy-2,5-dimethyl-3(2H)-furanone acetateHMDB
FEMA 3797HMDB
2,5-Dimethyl-4-oxo-4,5-dihydrofuran-3-yl acetic acidGenerator
Chemical FormulaC8H10O4
Average Molecular Weight170.1626
Monoisotopic Molecular Weight170.057908808
IUPAC Name2,5-dimethyl-4-oxo-4,5-dihydrofuran-3-yl acetate
Traditional Name2,5-dimethyl-4-oxo-5H-furan-3-yl acetate
CAS Registry Number4166-20-5
SMILES
CC1OC(C)=C(OC(C)=O)C1=O
InChI Identifier
InChI=1S/C8H10O4/c1-4-7(10)8(5(2)11-4)12-6(3)9/h4H,1-3H3
InChI KeyVPKIUOQJQJVLRW-UHFFFAOYSA-N
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
  • Enol ester
  • Cyclic ketone
  • Ketone
  • Carboxylic acid ester
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Role

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility30.8 g/LALOGPS
logP0.53ALOGPS
logP0.12ChemAxon
logS-0.74ALOGPS
pKa (Strongest Acidic)7.18ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area52.6 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity42.44 m³·mol⁻¹ChemAxon
Polarizability16.71 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9300000000-95f65bee28726395c727Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-9ab0862a4a627d059d20Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00b9-2900000000-6b3f68bc43ea933a71f3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-02td-9200000000-b6ea668343fcade4a7b0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-016r-2900000000-3e2d99e20632c4cdb325Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a6r-5900000000-2dcc9e1ea46a97ea9102Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9200000000-6d4c69db79f77b483cfeSpectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB010953
KNApSAcK IDNot Available
Chemspider ID55270
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound61334
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .