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Showing Compound Norfuraneol (FDB008543)

Record Information
Version1.0
Creation date2010-04-08 22:08:08 UTC
Update date2019-11-26 03:02:46 UTC
Primary IDFDB008543
Secondary Accession NumbersNot Available
Chemical Information
FooDB 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 a sweet, bready, and candy tasting compound. Norfuraneol has been detected, but not quantified in, several different foods, such as beer, blackberries (Rubus), evergreen blackberries (Rubus laciniatus), and fruits. This could make norfuraneol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Norfuraneol.
CAS Number19322-27-1
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
4-Hydroxy-5-methyl-3(2H)-furanoneMeSH
4-Hydroxy-5-methylfuran-3(2H)-oneMeSH
4Hm-FuranoneMeSH
5-Methyl-4-hydroxy-3(2H)-furanoneMeSH
4-Hydroxy-5-methyl-2,3-dihydrofuran-3-oneHMDB
4-Hydroxy-5-methyl-3-furanoneHMDB
NorfuraneolMeSH
3(2H)-Furanone, 4-hydroxy-5-methyl-biospider
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
Chemical FormulaC5H6O3
IUPAC name4-hydroxy-5-methyl-2,3-dihydrofuran-3-one
InChI IdentifierInChI=1S/C5H6O3/c1-3-5(7)4(6)2-8-3/h7H,2H2,1H3
InChI KeyDLVYTANECMRFGX-UHFFFAOYSA-N
Isomeric SMILESCC1=C(O)C(=O)CO1
Average Molecular Weight114.0993
Monoisotopic Molecular Weight114.031694058
Classification
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:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 52.63%; H 5.30%; O 42.07%DFC
Melting PointMp 126.6-127.5° (dec.)DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSNorfuraneol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-056r-9000000000-c057722961052e7db7cbSpectrum
Predicted GC-MSNorfuraneol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00fu-9500000000-44f15f27c3c3c1813bd6Spectrum
Predicted GC-MSNorfuraneol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-2900000000-bc4ceda0d7268fec73802016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014j-9700000000-3cc94b2bfed7a5fbb1352016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-054p-9000000000-4fda2f9ca6d91ed81b4b2016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-1900000000-0a8bbbe75f7fe8274a462016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-4900000000-b1f26dce36a045259cdb2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-4c53903862f4136368a12016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-066u-9300000000-fb42cca00dbe8013dab42021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-923a600b3a1f5143ac692021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-856565bd4acb22def6d22021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-022c-9200000000-b403c75353e48c7f21c82021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9000000000-193d36314c6367d667502021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9000000000-29f17cdfee419ec3fa272021-09-22View Spectrum
NMRNot Available
ChemSpider ID3757733
ChEMBL IDCHEMBL3182150
KEGG Compound IDNot Available
Pubchem Compound ID4564493
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB31859
CRC / DFC (Dictionary of Food Compounds) IDDNB59-U:DNB59-U
EAFUS ID1762
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID19322-27-1
GoodScent IDrw1037181
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
caramel
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cotton
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
candy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sugar
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
bready
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference