2-ETHYL-4-HYDROXY-5-METHYL-3(2H)-FURANONE (CHEM005630)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 02:04:37 UTC
Update Date2016-11-09 01:09:34 UTC
Accession NumberCHEM005630
Identification
Common Name2-ETHYL-4-HYDROXY-5-METHYL-3(2H)-FURANONE
ClassSmall Molecule
DescriptionA member of the class of furans that is furan-3(2H)-one carrying additional ethyl, hydroxy and methyl substituents at positions 2, 4 and 5 respectively. A key aroma compound in soy sauce and fish sauce.
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
4-Hydroxy-2-ethyl-5-methyl-3(2H)-furanoneChEBI
HomofuraneolChEBI
2-Ethyl-4-hydroxy-5-methyl-3(2H)-furanoneHMDB
2-Ethyl-4-hydroxy-5-methyl-3(2H)-furanone (homofuraneol)HMDB
2-Ethyl-4-hydroxy-5-methylfuran-3(2H)-oneHMDB
4-Hydroxy-2- or 5-ethyl-5- and 2-methyl-3(2H)-furanoneHMDB
Ethyl 4-hydroxy-5-methyl-3(2H)-furanone (homofuraneol)HMDB
HEMFHMDB
4-HEMFMeSH, HMDB
4-Hydroxy-5-ethyl-2-methyl-3(2H)-furanoneMeSH, HMDB
5-Ethyl-4-hydroxy-2-methyl-3(2H)-furanoneMeSH, HMDB
EHMF CPDMeSH, HMDB
Chemical FormulaC7H10O3
Average Molecular Mass142.153 g/mol
Monoisotopic Mass142.063 g/mol
CAS Registry Number27538-10-9
IUPAC Name2-ethyl-4-hydroxy-5-methyl-2,3-dihydrofuran-3-one
Traditional Name2-ethyl-4-hydroxy-5-methyl-2H-furan-3-one
SMILESCCC1OC(C)=C(O)C1=O
InChI IdentifierInChI=1S/C7H10O3/c1-3-5-7(9)6(8)4(2)10-5/h5,8H,3H2,1-2H3
InChI KeyGWCRPYGYVRXVLI-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 DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility236 g/LALOGPS
logP0.11ALOGPS
logP0.73ChemAxon
logS0.22ALOGPS
pKa (Strongest Acidic)7.54ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity37.82 m³·mol⁻¹ChemAxon
Polarizability14.51 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-056r-9100000000-e77441a2926b81d6c1e6Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-004i-8900000000-19d917e9df06c53f68cfSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-2900000000-661926735086b21235e4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-6900000000-b6df9b77aa2ba2efebc7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-1c3e8534a205fdd72c67Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-2900000000-bf10665a914b166457f4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-2900000000-a2a2d562eaad775f5009Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0aou-9000000000-86b5eedb782b1fcc76efSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-1900000000-778c2fa37c2b33928995Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9100000000-bf5192b8eda342418ecfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00l6-9100000000-a5531e37cd75d17c3565Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-4900000000-a0ee6c20f602d6bd47ceSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05mo-9100000000-4cefd99a9a4004f45b93Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000f-9000000000-011dd81555c2778e3b71Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0033736
FooDB IDFDB011860
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDCPD-10201
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID31277
ChEBI ID137995
PubChem Compound ID33931
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10705458
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=17579430
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=17602655
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=19754174
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=19899151
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=20965321
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=22117650
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=23589283
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=24200796
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=25148982
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=25730550
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=25819472
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=27865643
14.
15. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.