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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 20:10:44 UTC
Update Date2023-02-21 17:24:42 UTC
HMDB IDHMDB0035226
Secondary Accession Numbers
  • HMDB35226
Metabolite Identification
Common Name2-Acetyl-5-methylfuran
Description2-Acetyl-5-methylfuran, also known as 2-methyl-5-acetylfuran, 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. 2-Acetyl-5-methylfuran is a strong, coconut, and coumarin tasting compound. 2-Acetyl-5-methylfuran has been detected, but not quantified in, several different foods, such as coffee and coffee products, welsh onions (Allium fistulosum), cereals and cereal products, green tea, and robusta coffees (Coffea canephora). This could make 2-acetyl-5-methylfuran a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on 2-Acetyl-5-methylfuran.
Structure
Data?1677000281
Synonyms
ValueSource
1-(5-Methyl-2-furanyl)ethanoneChEBI
1-(5-Methyl-2-furyl)ethan-1-oneChEBI
1-(5-Methyl-2-furyl)ethanoneChEBI
2-Methyl-5-acetylfuranChEBI
5-Acetyl-2-methylfuranChEBI
5-Methyl-2-acetylfuranChEBI
5-Methyl-2-furylmethylketoneChEBI
Methyl 5-methyl-2-furyl ketoneChEBI
1-(5-Methyl-2-furanyl)-ethanoneHMDB
1-(5-Methyl-2-furanyl)ethanone, 9ciHMDB
1-(5-Methylfuran-2-yl)ethanoneHMDB
2-Acetyl, 5-mefuranHMDB
2-Acetyl-5-methyl-furanHMDB
FEMA 3069HMDB
Ketone, methyl 5-methyl-2-furylHMDB
Methyl (5-methyl-2-furyl) ketone, 8ciHMDB
Chemical FormulaC7H8O2
Average Molecular Weight124.1372
Monoisotopic Molecular Weight124.0524295
IUPAC Name1-(5-methylfuran-2-yl)ethan-1-one
Traditional Name2-acetyl-5-methylfuran
CAS Registry Number1193-79-9
SMILES
CC(=O)C1=CC=C(C)O1
InChI Identifier
InChI=1S/C7H8O2/c1-5-3-4-7(9-5)6(2)8/h3-4H,1-2H3
InChI KeyKEFJLCGVTHRGAH-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 Descriptors
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point100.00 to 101.00 °C. @ 25.00 mm HgThe Good Scents Company Information System
Water Solubility0The Good Scents Company Information System
LogP0.356 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility10.7 g/LALOGPS
logP0.94ALOGPS
logP0.79ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)14.62ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area30.21 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity34 m³·mol⁻¹ChemAxon
Polarizability13.15 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]+125.29631661259
DarkChem[M-H]-123.9931661259
DeepCCS[M+H]+131.72230932474
DeepCCS[M-H]-129.25930932474
DeepCCS[M-2H]-165.12430932474
DeepCCS[M+Na]+140.05730932474
AllCCS[M+H]+123.432859911
AllCCS[M+H-H2O]+118.632859911
AllCCS[M+NH4]+128.032859911
AllCCS[M+Na]+129.332859911
AllCCS[M-H]-123.132859911
AllCCS[M+Na-2H]-125.132859911
AllCCS[M+HCOO]-127.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Acetyl-5-methylfuranCC(=O)C1=CC=C(C)O11613.2Standard polar33892256
2-Acetyl-5-methylfuranCC(=O)C1=CC=C(C)O1998.9Standard non polar33892256
2-Acetyl-5-methylfuranCC(=O)C1=CC=C(C)O11018.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Acetyl-5-methylfuran GC-MS (Non-derivatized) - 70eV, Positivesplash10-0khc-9300000000-5ac9d4d2fdc967ceca152016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Acetyl-5-methylfuran GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0a4i-6900000000-95c4649eabdbb5ade9b92015-03-01Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Acetyl-5-methylfuran 10V, Positive-QTOFsplash10-056r-0900000000-6ce869c65e1058a031172015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Acetyl-5-methylfuran 20V, Positive-QTOFsplash10-0a6r-2900000000-7fb693037561886dbdda2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Acetyl-5-methylfuran 40V, Positive-QTOFsplash10-0zfr-9200000000-a42b59e5a84da11721062015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Acetyl-5-methylfuran 10V, Negative-QTOFsplash10-00di-0900000000-160cb761466061d3dbf62015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Acetyl-5-methylfuran 20V, Negative-QTOFsplash10-00e9-9700000000-cc7ec9b57881d6d58f632015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Acetyl-5-methylfuran 40V, Negative-QTOFsplash10-0pdm-9200000000-a3d276f36fe7972f3cff2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Acetyl-5-methylfuran 10V, Negative-QTOFsplash10-0089-9600000000-8796550e8d91fd10c9972021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Acetyl-5-methylfuran 20V, Negative-QTOFsplash10-0w9c-9100000000-93dc23d3bf73a0207b182021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Acetyl-5-methylfuran 40V, Negative-QTOFsplash10-000m-9000000000-30df1072d8b06a3c56f32021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Acetyl-5-methylfuran 10V, Positive-QTOFsplash10-000x-9100000000-8f790fe0569672ba5a2f2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Acetyl-5-methylfuran 20V, Positive-QTOFsplash10-0006-9000000000-a2de2905fc3573f3d52c2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Acetyl-5-methylfuran 40V, Positive-QTOFsplash10-0f76-9000000000-d0be99d6117a45383b462021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Feces
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Campylobacter jejuni infection
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Ulcerative Colitis
details
Associated Disorders and Diseases
Disease References
Ulcerative colitis
  1. Garner CE, Smith S, de Lacy Costello B, White P, Spencer R, Probert CS, Ratcliffe NM: Volatile organic compounds from feces and their potential for diagnosis of gastrointestinal disease. FASEB J. 2007 Jun;21(8):1675-88. Epub 2007 Feb 21. [PubMed:17314143 ]
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB013878
KNApSAcK IDNot Available
Chemspider ID13858
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link2-Acetyl-5-methylfuran
METLIN IDNot Available
PubChem Compound14514
PDB IDNot Available
ChEBI ID562752
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1027731
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.. .