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Showing Compound 4-hydroxy-5-methyl-2-methylene-3(2H)-furanone (FDB030499)

Record Information
Version1.0
Creation date2015-05-07 19:23:00 UTC
Update date2019-11-26 03:21:47 UTC
Primary IDFDB030499
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4-hydroxy-5-methyl-2-methylene-3(2H)-furanone
Description4-hydroxy-5-methyl-2-methylene-3(2h)-furanone is also known as hmmf or (2e)-ethylidene-4-hydroxy-5-methyl-3(2h)-furanone. 4-hydroxy-5-methyl-2-methylene-3(2h)-furanone is soluble (in water) and a very weakly acidic compound (based on its pKa). 4-hydroxy-5-methyl-2-methylene-3(2h)-furanone can be found in a number of food items such as red rice, anise, red raspberry, and biscuit, which makes 4-hydroxy-5-methyl-2-methylene-3(2h)-furanone a potential biomarker for the consumption of these food products.
CAS NumberNot Available
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
2-Methyl-5-methylidene-4-oxo-4,5-dihydrofuran-3-olic acidGenerator
HMMFMetaCyc
(2E)-Ethylidene-4-hydroxy-5-methyl-3(2H)-furanoneMetaCyc
Predicted Properties
PropertyValueSource
Water Solubility157 g/LALOGPS
logP0.26ALOGPS
logP0.16ChemAxon
logS0.04ALOGPS
pKa (Strongest Acidic)7.81ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area49.36 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity44.26 m³·mol⁻¹ChemAxon
Polarizability11.6 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC6H5O3
IUPAC name2-methyl-5-methylidene-4-oxo-4,5-dihydrofuran-3-olate
InChI IdentifierInChI=1S/C6H6O3/c1-3-5(7)6(8)4(2)9-3/h8H,1H2,2H3/p-1
InChI KeyNPMQEIOINVDLMV-UHFFFAOYSA-M
Isomeric SMILESCC1=C([O-])C(=O)C(=C)O1
Average Molecular Weight125.104
Monoisotopic Molecular Weight125.024417601
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
  • Organic anion
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
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
EI-MS/GC-MSNot Available
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-3900000000-cce5beb8fc3e479fe741Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0900000000-b92d4e8b12e1db4ca13eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-9000000000-ee6ced74599141c6dafaSpectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
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
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference