Record Information
Version1.0
Creation date2010-04-08 22:04:42 UTC
Update date2015-07-20 21:34:21 UTC
Primary IDFDB000776
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name5-Methyl-2(3H)-furanone
DescriptionFlavouring for baked goods, milk and meat produts
CAS Number591-12-8
Structure
Thumb
Synonyms
SynonymSource
2-Penten-4-olideChEBI
4-Hydroxy-2-pentenoic acid gamma-lactoneChEBI
4-Hydroxypent-2-enoic acid lactoneChEBI
5-Methyl-2(5H)-furanoneChEBI
alpha,beta-Angelica lactoneChEBI
beta-AngelicalactonChEBI
beta-AngelicalactoneChEBI
Delta(1)-Angelica lactoneChEBI
gamma-Methyl-alpha,beta-crotonolactoneChEBI
4-Hydroxy-2-pentenoate g-lactoneGenerator
4-Hydroxy-2-pentenoate gamma-lactoneGenerator
4-Hydroxy-2-pentenoate γ-lactoneGenerator
4-Hydroxy-2-pentenoic acid g-lactoneGenerator
4-Hydroxy-2-pentenoic acid γ-lactoneGenerator
4-Hydroxypent-2-enoate lactoneGenerator
a,b-Angelica lactoneGenerator
Α,β-angelica lactoneGenerator
b-AngelicalactonGenerator
Β-angelicalactonGenerator
b-AngelicalactoneGenerator
Β-angelicalactoneGenerator
Δ(1)-angelica lactoneGenerator
g-Methyl-a,b-crotonolactoneGenerator
Γ-methyl-α,β-crotonolactoneGenerator
b-Angelica lactoneGenerator
Β-angelica lactoneGenerator
2,3-Dihydro-5-methyl-2-furanoneHMDB
3-Pentenoic acid, 4-hydroxy-, gamma-lactoneHMDB
3-Pentenoic acid, 4-hydroxy-, laquo gammaraquo -lactoneHMDB
3-PENTENOIC ACID,4-hydroxy,lactone alpha-angelica-lactoneHMDB
4-Hydroxy-3-pentenoic acid g-lactoneHMDB
4-Hydroxy-3-pentenoic acid gamma-lactoneHMDB
4-Hydroxy-3-pentenoic acid lactoneHMDB
4-Hydroxy-3-pentenoic acid laquo gammaraquo -lactoneHMDB
4-Hydroxy-3-pentenoic acid, gamma-lactoneHMDB
4-Hydroxypent-3-enoic acid lactoneHMDB
5-Methyl-2(3H)-furanone (alpha -angelicalactone)HMDB
5-Methylfuran-2(3H)-oneHMDB
a-Angelica lactoneHMDB
alpha(alpha-Angelica lactoneHMDB
alpha(beta,gamma Or delta2)-angelica lactoneHMDB
alpha-Angelic lactoneHMDB
alpha-Angelica lactoneHMDB
alpha-AngelicalactonHMDB
alpha-AngelicalactoneHMDB
Angelic lactoneHMDB
Angelica lactoneHMDB
beta,gamma-Angelica lactoneHMDB
beta,Laquo gammaraquo -angelica lactoneHMDB
D2-Angelica lactoneHMDB
delta(2)-Angelica lactoneHMDB
FEMA 3293HMDB
gamma-Methyl-beta,gamma-crotonolactoneHMDB
Laquo deltaraquo 2-angelica lactoneHMDB
PENTEN-3-OIC ACID, 4-hydroxy-, gamma-lactoneHMDB
Penten-3-Oic acid, 4-hydroxy-, laquo gammaraquo -lactoneHMDB
Angelica lactone, (alpha)-isomerMeSH
Angelica lactone, (beta)-isomerMeSH
α-angelic lactonebiospider
α-angelica lactonebiospider
α(α-angelica lactonebiospider
β,«gamma»-angelica lactonebiospider
«delta»2-Angelica lactonebiospider
2(3H)-Furanone, 5-methyl-biospider
3-Pentenoic acid, 4-hydroxy-, «gamma»-lactonebiospider
3-PENTENOIC ACID,4-HYDROXY,LACTONE ALPHA-ANGELICA-LACTONEbiospider
4-Hydroxy-3-pentenoic acid «gamma»-lactonebiospider
4-hydroxy-3-pentenoic acid gamma-lactonebiospider
4-hydroxy-3-pentenoic acid lactonebiospider
5-Methyl-2(3H)-furanone (α-angelicalactone)biospider
Alpha-angelica lactonebiospider
Alpha-angelicalactonbiospider
Alpha-angelicalactonebiospider
alpha(beta,gamma or delta2)-Angelica lactonebiospider
Beta,gamma-angelica lactonebiospider
Delta(2)-angelica lactonebiospider
delta(sup 2)-Angelica lactonebiospider
Gamma-methyl-beta,gamma-crotonolactonebiospider
Penten-3-oic acid, 4-hydroxy-, «gamma»-lactonebiospider
PENTEN-3-OIC ACID, 4-HYDROXY-, GAMMA-LACTONEbiospider
Predicted Properties
PropertyValueSource
Water Solubility100 g/LALOGPS
logP0.53ALOGPS
logP0.95ChemAxon
logS0.01ALOGPS
pKa (Strongest Acidic)7.6ChemAxon
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity25.67 m³·mol⁻¹ChemAxon
Polarizability9.44 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC5H6O2
IUPAC name5-methyl-2,5-dihydrofuran-2-one
InChI IdentifierInChI=1S/C5H6O2/c1-4-2-3-5(6)7-4/h2-4H,1H3
InChI KeyBGLUXFNVVSVEET-UHFFFAOYSA-N
Isomeric SMILESCC1OC(=O)C=C1
Average Molecular Weight98.0999
Monoisotopic Molecular Weight98.036779436
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
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 61.22%; H 6.16%; O 32.62%DFC
Melting PointMp 18°DFC
Boiling PointBp12 53°DFC
Experimental Water Solubility50 mg/mL at 15 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
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 Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-9000000000-d924660fd05b0a4f24eeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-9000000000-8664120e7c9085a6c96eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-9000000000-455a07b16bc61387238bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pb9-9000000000-51dfe2fb573308864135View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-9000000000-7bfecdf1510b67f2f505View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0f6t-9000000000-7dbf786cff83ed69720cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-9000000000-a2e2372374e257c02f4cView in MoNA
ChemSpider ID11070
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID11558
Pubchem Substance IDNot Available
ChEBI ID36433
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29609
CRC / DFC (Dictionary of Food Compounds) IDBHB48-E:BHB48-E
EAFUS ID1776
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDrw1029001
SuperScent ID11559
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
oily
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
solvent
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
nutty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
tonka
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
coumarin
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
tobacco
  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