Showing Compound Card for 5-Methylfurfural (CDB005817)

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Record Information
Version1.0
Created at2020-04-27 16:59:31 UTC
Updated at2021-01-04 18:49:23 UTC
CannabisDB IDCDB005817
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name5-Methylfurfural
Description5-Methyl-2-furancarboxaldehyde, also known as 5-methyl-2-furfural or 5-methylfurfural is a methylated derivative of furfural in which the methyl substituent positioning on C-5 of furfural. 5-Methyl-2-furancarboxaldehyde 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. It is also classified as a methylfurfural. 5-Methyl-2-furancarboxaldehyde is one of several structural isomers of methylfurfural wherein the methyl group is substituted at different positions of furfural. 5-Methyl-2-furancarboxaldehyde has a spicy seet, carmellic or maple aroma and a sweet, maple carmellic taste. 5-Methyl-2-furancarboxaldehyde is used as a flavouring ingredient and as a perfuming agent in cosmetics. 5-Methyl-2-furancarboxaldehyde has been detected, but not quantified in, several different foods, such as asparagus, roasted barley, beans, blackberries, cocoa, coffee, cranberries, garlic, macadamia nuts, mangos, cooked meat, mushrooms, milk, onions, passion fruit, peanuts, popcorn, plubms, potato chips, raspberries, soybeans, sesamie seeds, tea, tomatoes, carrots, red bell peppers, yellow bell peppers, pepper (c. frutescens), and tamarinds which makes 5-methyl-2-furancarboxaldehyde a potential biomarker for the consumption of these foods. 5-Methylfurfural is also found in cannabis smoke and is formed during the combustion of cannabis ( Ref:DOI ).
Structure
Thumb
MOLSDFPDBSMILESInChI
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
5-Methyl-2-furaldehydeMeSH
Chemical FormulaC6H6O2
Average Molecular Weight110.11
Monoisotopic Molecular Weight110.0368
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:

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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
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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0nmi-8900000000-ebe250fc2bb6f6b2db632015-03-01View Spectrum
GC-MS5-Methylfurfural, non-derivatized, GC-MS Spectrumsplash10-03di-0900000000-a5a13e591b36b86e11b6Spectrum
GC-MS5-Methylfurfural, non-derivatized, GC-MS Spectrumsplash10-0nmi-8900000000-5ccf71472dd6f90fd628Spectrum
GC-MS5-Methylfurfural, non-derivatized, GC-MS Spectrumsplash10-0ik9-9500000000-a4ea6639be196a5f2f38Spectrum
GC-MS5-Methylfurfural, non-derivatized, GC-MS Spectrumsplash10-114i-9700000000-9e971b7e848b7697026fSpectrum
GC-MS5-Methylfurfural, non-derivatized, GC-MS Spectrumsplash10-03di-0900000000-a5a13e591b36b86e11b6Spectrum
GC-MS5-Methylfurfural, non-derivatized, GC-MS Spectrumsplash10-0nmi-8900000000-5ccf71472dd6f90fd628Spectrum
GC-MS5-Methylfurfural, non-derivatized, GC-MS Spectrumsplash10-0ik9-9500000000-a4ea6639be196a5f2f38Spectrum
GC-MS5-Methylfurfural, non-derivatized, GC-MS Spectrumsplash10-114i-9700000000-9e971b7e848b7697026fSpectrum
Predicted GC-MS5-Methylfurfural, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-03e9-9400000000-5c85af2fdb6928c0e667Spectrum
Predicted GC-MS5-Methylfurfural, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5-Methylfurfural, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0900000000-c63b19ba1fb01c3f73c72016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-5900000000-e191ecce20ba1f4b3c422016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-9000000000-c8cb53cf4ecdff6209472016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0900000000-8e0efc57ee7fbf5bb4bb2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-4900000000-776db841f073bbf3d98f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014j-9000000000-ee3f66e726955f16f50d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ik9-9500000000-47f08c50e06597c77e0c2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0kv3-9000000000-f6f1137a9c602b5fbac02021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udr-9000000000-f1fb7f3506e3e5e4c2bf2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0pc0-9600000000-2e8a9bc3b664619f4ae32021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01q9-9000000000-00cedf36d1d313c39f4a2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03yi-9000000000-7291694296b0cf2beb372021-09-25View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0033002
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB010991
KNApSAcK IDC00052743
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
References
General ReferencesNot Available