Results for:
PubChem ID: 19309

4-hydroxy-2,5-dimethylfuran-3-one

Mass-Spectra

Compound Details

Synonymous names
Dimethylhydroxy furanone
Strawberry furanone
strawberry furanone solution
Alletone
Furaneol
Furaneol,Synthetic
INAXVXBDKKUCGI-UHFFFAOYSA-N
Furaneol Natural
Pineapple ketone
AC1L2DVZ
Nat. Furaneol
ACMC-20mtzz
ACMC-1CK6Y
PubChem6962
KSC222E5L
Q219
SCHEMBL57008
CTK1C2255
D1569
ACMC-20mu00
Coe 536
NE10690
VZ29158
C20717
CCRIS 8102
FEMA 3174
HSDB 8322
AK109077
BC207038
CHEMBL3186302
DTXSID0041517
HE000486
HE152084
Jsp006509
LS-2407
SBB058632
A823300
CHEBI:76247
AC-14027
AN-20921
ANW-28443
DSSTox_GSID_41517
SC-03872
DSSTox_CID_21517
DSSTox_RID_79761
MFCD00010706
DB-003486
KB-192636
RTR-014967
ST24043773
ST51036381
TR-014967
AKOS015900499
I14-0734
Q-100434
BRN 1281357
FEMA No. 3174
FT-0610446
Tox21_300823
4-Hydroxy-2,5-dimethyl-3 furanone
4-hydroxy-2,5-dimethyl-3-furanone
4-hydroxy-2,5-dimethylfuran-3-one
3658-77-3
MCULE-3813239281
NCGC00248185-01
NCGC00254727-01
EINECS 222-908-8
2,5-dimethyl-4-oxidanyl-furan-3-one
4-hydroxy-2,5-dimethyl-furan-3-one
CAS-3658-77-3
131222-81-6
131222-82-7
4-Hydroxy-2,5-dimethyl-3(2H)furanone
MolPort-003-930-008
4-hydroxy-2,5-dimethyl-2-hydrofuran-3-one
2,5-Dimethyl-4-hydroxy-3(2H)-furanone
2,5-dimethyl-4-hydroxy-3[2H] furanone
4-hydroxy-2,5-dimethyl-3-oxo-2H-furan
4-Hydroxy-2,5-dimethyl-3(2H)-furanone
4-Hydroxy-2,5-dimethyl-3(2H)-furanone solution
4-Hydroxy-2,5-dimethylfuran-2(3H)-one
4-hydroxy-2,5-dimethylfuran-3(2H)-one
2,5-DIMETHYL-4-HYDROXY-3(2H)-FURA
2,3-Dihydro-4-hydroxy-2,5-dimethyl-3-furanone
2,5-Dimethyl-3-hydroxy-4-oxo-4,5-dihydrofuran
2,5-Dimethyl-4-hydroxy-2,3-dihydrofuran-3-one
4-hydroxy-2,5-dimethyl-2,3-dihydrofuran-3-one
4-Hydroxy-2,5-dimethyl-3(2H)-furanone, analytical standard
4-oxo-3-hydroxy-2,5-dimethyl-4,5-dihydrofuran
2,5-dimethyl-4-hydroxy-3-(2H)-furanone
2,5-dimethyl-4-hydroxy-(2h)-furan-3-one
3(2H)-FURANONE, 2,5-DIMETHYL-4-HYDROXY-
3(2H)-Furanone, 4-hydroxy-2,5-dimethyl-
4-Hydroxy-2,5-dimethyl-3(2H)-furanone (natural)
4-Hydroxy-2,5-dimethyl-3(2H)-furanone, natural, >=98%, FG
4-Hydroxy-2,5-dimethyl-3(2H)-furanone, >=98%, FCC, FG
3(2H)-Furanone,4-hydroxy-2,5-dimethyl-, (2R)-
3(2H)-Furanone,4-hydroxy-2,5-dimethyl-, (2S)-
4-Hydroxy-2,5-dimethyl-3(2H)-furanone solution, 10 wt. % in propylene glycol
4-Hydroxy-2,5-dimethyl-3(2H)-furanone, >=99.0% (GC)
4-Hydroxy-2,5-dimethyl-3(2H)-furanone, 15 wt. % (in propylene glycol), FG
InChI=1/C6H8O3/c1-3-5(7)6(8)4(2)9-3/h3,8H,1-2H
Microorganism:

Yes

IUPAC name4-hydroxy-2,5-dimethylfuran-3-one
SMILESCC1C(=O)C(=C(O1)C)O
InchiInChI=1S/C6H8O3/c1-3-5(7)6(8)4(2)9-3/h3,8H,1-2H3
FormulaC6H8O3
PubChem ID19309
Molweight128.127
LogP0.21
Atoms17
Bonds17
H-bond Acceptor3
H-bond Donor1
Chemical Classificationfurans ethers alcohols heterocyclic compounds

mVOC Specific Details

Boiling Point
DegreeReference
216 deg CRowan DD; Metabolites 1(1): 41-63 (2011)
Volatilization
The Henry's Law constant for dimethylhydroxy furanone is estimated as 1.5X10-5 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that dimethylhydroxy furanone is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 3 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 25 days(SRC). Dimethylhydroxy furanone's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). Dimethylhydroxy furanone is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.008 mm Hg(SRC), determined from a fragment constant method(1); however, dimethylhydroxy furanone does emit an odor(3) even though it exists as a solid.
Literature: (1) US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.1. Nov, 2012. Available from, as of June 13, 2016: http://www2.epa.gov/tsca-screening-tools/ (2) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 15-1 to 15-29 (1990) (3) Panten J, Surburg H; Flavors and Fragrances, 3. Aromatic and Heterocyclic Compounds. Ullmann's Encyclopedia of Industrial Chemistry. 7th ed. (1999-2016). New York, NY: John Wiley & Sons. Online Posting Date: Jan 28, 2016.
Solubility
In water, 0.315 g/mL at 25 deg C
Literature: Chen Y, Sidisky LM; J Chromatogr A 1218(38): 6817-6822 (2011)
Literature: #Soluble in oil and ethanol
Literature: Burdock, G.A. (ed.). Fenaroli's Handbook of Flavor Ingredients. 6th ed.Boca Raton, FL 2010, p. 921
Soil Adsorption
Using a structure estimation method based on molecular connectivity indices(1), the Koc of dimethylhydroxy furanone can be estimated to be 1(SRC). According to a classification scheme(2), this estimated Koc value suggests that dimethylhydroxy furanone is expected to have very high mobility in soil.
Literature: (1) US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.1. Nov, 2012. Available from, as of June 13, 2016: http://www2.epa.gov/tsca-screening-tools/ (2) Swann RL et al; Res Rev 85: 17-28 (1983)
Vapor Pressure
PressureReference
0.008 mm Hg at 25 deg CUS EPA; Estimation Program Interface (EPI) Suite. Ver. 4.1. Nov, 2012. Available from, as of June 13, 2016: http://www2.epa.gov/tsca-screening-tools/
MS-Links
MS-Links

Microorganisms emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
FungiTuber Aestivumn/aT. melanosporum was from the cultivated truffle zones in the province and T. aestivum from the natural truffle zones in the same regionCullere et al., 2010
FungiTuber Melanosporumn/aT. melanosporum was from the cultivated truffle zones in the province and T. aestivum from the natural truffle zones in the same regionCullere et al., 2010
FungiPenicillium Crustosumcompost Fischer et al. 2010
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
FungiTuber Aestivumn/aGas chromatography-olfactometry (GC-O)
FungiTuber Melanosporumn/aGas chromatography-olfactometry (GC-O)
FungiPenicillium Crustosumyest extract sucroseTenax/GC-MSno