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Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:53:11 UTC
Update Date2019-07-23 06:12:17 UTC
HMDB IDHMDB0033002
Secondary Accession Numbers
  • HMDB33002
Metabolite Identification
Common Name5-Methyl-2-furancarboxaldehyde
Description5-Methyl-2-furancarboxaldehyde, also known as 5-methyl-2-furfural or 2-formyl-5-methylfuran, belongs to the class of organic compounds known as aryl-aldehydes. Aryl-aldehydes are compounds containing an aldehyde group directly attached to an aromatic ring. 5-Methyl-2-furancarboxaldehyde is an extremely weak basic (essentially neutral) compound (based on its pKa). 5-Methyl-2-furancarboxaldehyde is an almond, burnt sugar, and caramel tasting compound. Outside of the human body, 5-methyl-2-furancarboxaldehyde has been detected, but not quantified in, several different foods, such as green bell peppers, red bell peppers, pepper (c. frutescens), orange bell peppers, and pepper (c. annuum). This could make 5-methyl-2-furancarboxaldehyde a potential biomarker for the consumption of these foods.
Structure
Data?1563862337
Synonyms
ValueSource
5-Methyl-2-furfuralKegg
2-Formyl-5-methylfuranHMDB
2-Methyl-5-formylfuranHMDB
5-Methyl furfuralHMDB
5-Methyl-2-furanaldehydeHMDB
5-Methyl-2-furancarbaldehydeHMDB
5-Methyl-2-furancarboxyaldehydeHMDB
5-Methyl-2-furfuraldehydeHMDB
5-Methyl-furfuralHMDB
5-Methylfuran-2-alHMDB
5-Methylfuran-2-carbaldehydeHMDB
5-MethylfurfuralHMDB
5-MethylfurfuraldehydeHMDB
alpha-MethylfurfuralHMDB
FEMA 2702HMDB
Methyl-5-furfuralHMDB
MethylfurfuralMeSH
Chemical FormulaC6H6O2
Average Molecular Weight110.1106
Monoisotopic Molecular Weight110.036779436
IUPAC Name5-methylfuran-2-carbaldehyde
Traditional Name5-methylfurfural
CAS Registry Number620-02-0
SMILES
CC1=CC=C(O1)C=O
InChI Identifier
InChI=1S/C6H6O2/c1-5-2-3-6(4-7)8-5/h2-4H,1H3
InChI KeyOUDFNZMQXZILJD-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as aryl-aldehydes. Aryl-aldehydes are compounds containing an aldehyde group directly attached to an aromatic ring.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAryl-aldehydes
Alternative Parents
Substituents
  • Aryl-aldehyde
  • Heteroaromatic compound
  • Furan
  • Oxacycle
  • Organoheterocyclic compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP0.67Not Available
Predicted Properties
PropertyValueSource
Water Solubility14.9 g/LALOGPS
logP0.69ALOGPS
logP0.95ChemAxon
logS-0.87ALOGPS
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area30.21 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity30.18 m³·mol⁻¹ChemAxon
Polarizability11.1 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-03di-0900000000-a5a13e591b36b86e11b6Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0nmi-8900000000-5ccf71472dd6f90fd628Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0ik9-9500000000-a4ea6639be196a5f2f38Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-114i-9700000000-9e971b7e848b7697026fSpectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-03di-0900000000-a5a13e591b36b86e11b6Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0nmi-8900000000-5ccf71472dd6f90fd628Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0ik9-9500000000-a4ea6639be196a5f2f38Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-114i-9700000000-9e971b7e848b7697026fSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-03e9-9400000000-5c85af2fdb6928c0e667Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0900000000-c63b19ba1fb01c3f73c7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-5900000000-e191ecce20ba1f4b3c42Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-9000000000-c8cb53cf4ecdff620947Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0900000000-8e0efc57ee7fbf5bb4bbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-4900000000-776db841f073bbf3d98fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014j-9000000000-ee3f66e726955f16f50dSpectrum
MSMass Spectrum (Electron Ionization)splash10-0nmi-8900000000-ebe250fc2bb6f6b2db63Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not Quantified Adult (>18 years old)Both
Normal
details
FecesDetected but not Quantified Adult (>18 years old)Both
Normal
details
FecesDetected but not Quantified Adult (>18 years old)Both
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not Quantified Adult (>18 years old)Both
Campylobacter jejuni infection
details
FecesDetected but not Quantified Adult (>18 years old)Both
Intestinal infections
details
FecesDetected but not Quantified Adult (>18 years old)Both
Ulcerative colitis
details
FecesDetected but not Quantified Adult (>18 years old)Both
Crohn's disease
details
Associated Disorders and Diseases
Disease References
Ulcerative colitis
  1. De Preter V, Machiels K, Joossens M, Arijs I, Matthys C, Vermeire S, Rutgeerts P, Verbeke K: Faecal metabolite profiling identifies medium-chain fatty acids as discriminating compounds in IBD. Gut. 2015 Mar;64(3):447-58. doi: 10.1136/gutjnl-2013-306423. Epub 2014 May 8. [PubMed:24811995 ]
Crohn's disease
  1. De Preter V, Machiels K, Joossens M, Arijs I, Matthys C, Vermeire S, Rutgeerts P, Verbeke K: Faecal metabolite profiling identifies medium-chain fatty acids as discriminating compounds in IBD. Gut. 2015 Mar;64(3):447-58. doi: 10.1136/gutjnl-2013-306423. Epub 2014 May 8. [PubMed:24811995 ]
Enteritis
  1. Probert CS, Jones PR, Ratcliffe NM: A novel method for rapidly diagnosing the causes of diarrhoea. Gut. 2004 Jan;53(1):58-61. [PubMed:14684577 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB010991
KNApSAcK IDNot Available
Chemspider ID11600
KEGG Compound IDC11115
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound12097
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
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.. .