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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:46:00 UTC
Update Date2019-07-23 06:09:41 UTC
HMDB IDHMDB0031859
Secondary Accession Numbers
  • HMDB31859
Metabolite Identification
Common NameNorfuraneol
DescriptionNorfuraneol, also known as 4Hm-furanone, belongs to the class of organic compounds known as furanones. Furanones are compounds containing a furan ring bearing a ketone group. Norfuraneol is an extremely weak basic (essentially neutral) compound (based on its pKa). Norfuraneol is a sweet, bready, and candy tasting compound. Outside of the human body, Norfuraneol has been detected, but not quantified in, a few different foods, such as blackberries, evergreen blackberries, and fruits. This could make norfuraneol a potential biomarker for the consumption of these foods.
Structure
Data?1563862181
Synonyms
ValueSource
4-Hydroxy-5-methyl-2,3-dihydrofuran-3-oneHMDB
4-Hydroxy-5-methyl-3(2H)-furanoneHMDB
4-Hydroxy-5-methyl-3-furanoneHMDB
4-Hydroxy-5-methylfuran-3(2H)-oneHMDB
5-Methyl-4-hydroxy-3(2H)-furanoneHMDB
4Hm-FuranoneHMDB
NorfuraneolMeSH
Chemical FormulaC5H6O3
Average Molecular Weight114.0993
Monoisotopic Molecular Weight114.031694058
IUPAC Name4-hydroxy-5-methyl-2,3-dihydrofuran-3-one
Traditional Name4-hydroxy-5-methyl-2H-furan-3-one
CAS Registry Number19322-27-1
SMILES
CC1=C(O)C(=O)CO1
InChI Identifier
InChI=1S/C5H6O3/c1-3-5(7)4(6)2-8-3/h7H,2H2,1H3
InChI KeyDLVYTANECMRFGX-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
  • Cyclic ketone
  • Ketone
  • Oxacycle
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point126.6 - 127.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility616 g/LALOGPS
logP-0.83ALOGPS
logP-0.36ChemAxon
logS0.73ALOGPS
pKa (Strongest Acidic)6.88ChemAxon
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity28.8 m³·mol⁻¹ChemAxon
Polarizability10.5 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-056r-9000000000-c057722961052e7db7cbSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00fu-9500000000-44f15f27c3c3c1813bd6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-2900000000-bc4ceda0d7268fec7380Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014j-9700000000-3cc94b2bfed7a5fbb135Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-054p-9000000000-4fda2f9ca6d91ed81b4bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-1900000000-0a8bbbe75f7fe8274a46Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-4900000000-b1f26dce36a045259cdbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-4c53903862f4136368a1Spectrum
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 IDFDB008543
KNApSAcK IDNot Available
Chemspider ID3757733
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound4564493
PDB IDNot Available
ChEBI ID74456
Food Biomarker OntologyNot Available
VMH IDNot Available
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.. .