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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:31:10 UTC
Update Date2021-10-13 06:01:24 UTC
HMDB IDHMDB0029563
Secondary Accession Numbers
  • HMDB29563
Metabolite Identification
Common Name3-Acetyl-2,5-dimethylfuran
Description3-Acetyl-2,5-dimethylfuran, also known as 2,5-dimethyl-3-acetylfuran or fema 3391, belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group. 3-Acetyl-2,5-dimethylfuran is a sweet, cocoa, and corn tasting compound. 3-Acetyl-2,5-dimethylfuran is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on 3-Acetyl-2,5-dimethylfuran.
Structure
Data?1582753436
Synonyms
ValueSource
1-(2,5-Dimethyl-3-furanyl)ethanoneChEBI
1-(2,5-Dimethyl-3-furyl)ethan-1-oneChEBI
1-(2,5-Dimethyl-3-furyl)ethanoneChEBI
1-(2,5-Dimethylfuran-3-yl)ethan-1-oneChEBI
2,5-Dimethyl-3-acetylfuranChEBI
2,5-Dimethyl-3-furyl methyl ketoneChEBI
FEMA 3391ChEBI
1-(2,5-Dimethyl-3-furanyl)-ethanoneHMDB
1-(2,5-Dimethyl-3-furanyl)ethanone, 9ciHMDB
2,5-Dimethyl-3-furyl methyl ketone, 8ciHMDB
3-Acetyl-2,5-dimethyl furanHMDB
3-Acetyl-2-5-dimethylfuranHMDB
Furan, 3-acetyl-2,5-dimethylHMDB
Ketone, 2,5-dimethyl-3-furyl methylHMDB
Chemical FormulaC8H10O2
Average Molecular Weight138.1638
Monoisotopic Molecular Weight138.068079564
IUPAC Name1-(2,5-dimethylfuran-3-yl)ethan-1-one
Traditional Name1-(2,5-dimethylfuran-3-yl)ethanone
CAS Registry Number10599-70-9
SMILES
CC(=O)C1=C(C)OC(C)=C1
InChI Identifier
InChI=1S/C8H10O2/c1-5-4-8(6(2)9)7(3)10-5/h4H,1-3H3
InChI KeyKBSVBCHYXYXDAG-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAryl alkyl ketones
Alternative Parents
Substituents
  • Aryl alkyl ketone
  • Heteroaromatic compound
  • Furan
  • Oxacycle
  • Organoheterocyclic compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point62.00 °C. @ 0.25 mm HgThe Good Scents Company Information System
Water Solubility0The Good Scents Company Information System
LogP-0.294 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility3.41 g/LALOGPS
logP10(1.26) g/LALOGPS
logP10(1.07) g/LChemAxon
logS10(-1.6) g/LALOGPS
pKa (Strongest Acidic)15.43ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area30.21 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity39.27 m³·mol⁻¹ChemAxon
Polarizability15.17 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+130.94131661259
DarkChem[M-H]-129.26931661259
DeepCCS[M+H]+138.8630932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Acetyl-2,5-dimethylfuranCC(=O)C1=C(C)OC(C)=C11187.1Standard polar33892256
3-Acetyl-2,5-dimethylfuranCC(=O)C1=C(C)OC(C)=C11078.1Standard non polar33892256
3-Acetyl-2,5-dimethylfuranCC(=O)C1=C(C)OC(C)=C11079.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-Acetyl-2,5-dimethylfuran GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dv-9800000000-d79afaac0a8ab9c547982017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Acetyl-2,5-dimethylfuran GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Acetyl-2,5-dimethylfuran 10V, Positive-QTOFsplash10-000i-0900000000-d8278b868ab5c86866902016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Acetyl-2,5-dimethylfuran 20V, Positive-QTOFsplash10-01pa-7900000000-c5c186e43d210de6a3d62016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Acetyl-2,5-dimethylfuran 40V, Positive-QTOFsplash10-0umj-9200000000-e012f72c38f1b1de7efb2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Acetyl-2,5-dimethylfuran 10V, Negative-QTOFsplash10-000i-1900000000-e7d1d24f91b620e2895e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Acetyl-2,5-dimethylfuran 20V, Negative-QTOFsplash10-000i-5900000000-29d0ef7acd53eba482782016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Acetyl-2,5-dimethylfuran 40V, Negative-QTOFsplash10-014j-9100000000-7c54872df50ba6b44afb2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Acetyl-2,5-dimethylfuran 10V, Negative-QTOFsplash10-000i-2900000000-035d3c23946fd1c8b49b2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Acetyl-2,5-dimethylfuran 20V, Negative-QTOFsplash10-002n-9300000000-881c8af16ebb285146c42021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Acetyl-2,5-dimethylfuran 40V, Negative-QTOFsplash10-0006-9100000000-17ea9c5b6217cee1134d2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Acetyl-2,5-dimethylfuran 10V, Positive-QTOFsplash10-000i-3900000000-21587f9a2a941f2d41222021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Acetyl-2,5-dimethylfuran 20V, Positive-QTOFsplash10-0007-9100000000-09cef65230a031e53aa12021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Acetyl-2,5-dimethylfuran 40V, Positive-QTOFsplash10-0006-9000000000-77dc60b69ff8b2cc69fa2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB000718
KNApSAcK IDNot Available
Chemspider ID55447
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound61527
PDB IDNot Available
ChEBI ID167367
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1027711
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .