Record Information
Version1.0
Creation date2010-04-08 22:09:44 UTC
Update date2018-05-28 22:52:08 UTC
Primary IDFDB011616
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name5-Ethylsotolone
Description5-Ethyl-3-hydroxy-4-methyl-2(5H)-furanone, also known as abhexon, belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. 5-Ethyl-3-hydroxy-4-methyl-2(5H)-furanone is an extremely weak basic (essentially neutral) compound (based on its pKa). 5-Ethyl-3-hydroxy-4-methyl-2(5H)-furanone has been detected, but not quantified in, blackberries and evergreen blackberries. This could make 5-ethyl-3-hydroxy-4-methyl-2(5H)-furanone a potential biomarker for the consumption of these foods.
CAS Number698-10-2
Structure
Thumb
Synonyms
SynonymSource
5-Ethyl-3-hydroxy-4-methylfuran-2(5H)-oneHMDB
AbhexonHMDB
2-Ethyl-3-methyl-4-hydroxydihydro-(2,5)-furan-5-onebiospider
2-Hexenoic acid, 2,4-dihydroxy-3-methyl-, gamma-lactonebiospider
2-Hydroxy-3-methyl-gamma-2-hexenolactonebiospider
2,4-Dihydroxy-3-methyl-2-hexenoic acid g-lactonedb_source
2,4-Dihydroxy-3-methyl-2-hexenoic acid gamma-lactonebiospider
2(5H)-Furanone, 5-ethyl-3-hydroxy-4-methyl-biospider
2(5H)-Furanone, 5-ethyl-3-hyroxy-4-methyl-biospider
3-hydroxy-5-ethyl-4-methyl-2-(5H)-furanonebiospider
4-Methyl-5-ethyl-3-hydroxyfuranonebiospider
5-Ethyl-4-methyl-3-hydroxy-2(5H)furanone (Abhexone)biospider
5-Ethyl-4-methylisotetronic aciddb_source
5-Ethylsotolonedb_source
Abhexonedb_source
FEMA 3153db_source
Predicted Properties
PropertyValueSource
Water Solubility93.7 g/LALOGPS
logP0.54ALOGPS
logP1.2ChemAxon
logS-0.18ALOGPS
pKa (Strongest Acidic)9.38ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity36.44 m³·mol⁻¹ChemAxon
Polarizability14.35 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC7H10O3
IUPAC name5-ethyl-3-hydroxy-4-methyl-2,5-dihydrofuran-2-one
InChI IdentifierInChI=1S/C7H10O3/c1-3-5-4(2)6(8)7(9)10-5/h5,8H,3H2,1-2H3
InChI KeyIUFQZPBIRYFPFD-UHFFFAOYSA-N
Isomeric SMILESCCC1OC(=O)C(O)=C1C
Average Molecular Weight142.1525
Monoisotopic Molecular Weight142.062994186
Classification
Description belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDihydrofurans
Sub ClassFuranones
Direct ParentButenolides
Alternative Parents
Substituents
  • 2-furanone
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Lactone
  • Carboxylic acid ester
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Enol
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 59.14%; H 7.09%; O 33.76%DFC
Melting PointNot Available
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
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00ou-9100000000-6d29c5269daaaaf3c778JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00fr-9700000000-b4e39b77a0fbdbca53c7JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-9300000000-149495deca5c4a7dee2fJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014l-9200000000-f48104b63580ef87f3f3JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kf-9000000000-c066c54e075e4af4a81aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-3900000000-a640a92ffd95f405ad18JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-3900000000-1684293664b50bb117b7JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4m-9000000000-be0a32862f05cba37e0bJSpectraViewer
ChemSpider ID55143
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID61199
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33551
CRC / DFC (Dictionary of Food Compounds) IDGRZ33-H:GRZ33-H
EAFUS ID1232
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID698-10-2
GoodScent IDrw1008621
SuperScent ID61199
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
spice
  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
caramel
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
maple
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
  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.
fruity
  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