Showing Compound Card for Furfuryl alcohol (CDB005455)

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Record Information
Version1.0
Created at2020-04-27 16:22:18 UTC
Updated at2021-01-04 20:37:44 UTC
CannabisDB IDCDB005455
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameFurfuryl alcohol
Description2-Furanmethanol, also known as 2-furylcarbinol or furfural alcohol or FEMA 2491, is a furan bearing a hydroxymethyl substituent at the 2-position. It belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to a hetero atom. 2-Furanmethanol is an essentially neutral compound. It is a yellow clear liquid that is soluble in water and alcohol. 2-Furanmethanol has sulfurous, estery, chemical, musty, sweet, brown, caramelly, bready and coffee odor and a burnt, sweet, caramelly, brown flavor ( Ref:DOI ).  2-Furanmethanol has been detected in rice cakes, cereals and cereal products, bread, potato, white mustards, arabica coffee, coffee bean, roasted coffee, tea leaf, potato chips, sesame seeds, clove bud, clove fruit, beer, and cocoa and cocoa products. This could make 2-furanmethanol a potential biomarker for the consumption of these foods. It is also found in lavender oil from Spain (1.264%) and in trace amounts in ketaki flower oil from India ( Ref:DOI ). 2-Furfuryl alcohol is a constituent of marijuana smoke ( Ref:DOI ). 2-Furanmethanol is formed during the combustion of cannabis.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(2-Furyl)methanolChEBI
2-FurancarbinolChEBI
2-Furane-methanolChEBI
2-FuranylmethanolChEBI
2-Furfuryl alcoholChEBI
2-FurylcarbinolChEBI
2-FurylmethanolChEBI
2-HydroxymethylfuranChEBI
2-HydroxymethylfuraneChEBI
5-HydroxymethylfuranChEBI
alpha-FurylcarbinolChEBI
Furan-2-yl-methanolChEBI
Furfural alcoholChEBI
FurfuranolChEBI
FurylcarbinolChEBI
a-FurylcarbinolGenerator
Α-furylcarbinolGenerator
2-FuranmethanolChEBI
(2-Furyl)-methanolHMDB
(2-FURYL)-methanol (furfurylalcohol)HMDB
2-(Hydroxymethyl)furanHMDB
2-Furane-methanol (furfurol)HMDB
2-FuranemethanolHMDB
2-Furanmethanol (furfuryl alcohol)HMDB
2-Furanmethanol, homopolymerHMDB
2-FurfurylalkoholHMDB
2-Furylmethanol (acd/name 4.0)HMDB
alpha -Furfuryl alcoholHMDB
alpha -FurylcarbinolHMDB
alpha-Furfuryl alcoholHMDB
FEMA 2491HMDB
Furan-2-methanolHMDB
Furan-2-ylmethanolHMDB
FuranmethanolHMDB
FurfuralcoholHMDB
FurfurolHMDB
Furfuryl alcohol (furfurol)HMDB
Furfuryl alcohol, 8ciHMDB
FurfurylcarbHMDB
Furyl alcoholHMDB
qo Furfuryl alcoholHMDB
Chemical FormulaC5H6O2
Average Molecular Weight98.1
Monoisotopic Molecular Weight98.0368
IUPAC Name(furan-2-yl)methanol
Traditional Namefurfuryl alcohol
CAS Registry Number88161-36-8
SMILES
OCC1=CC=CO1
InChI Identifier
InChI=1S/C5H6O2/c6-4-5-2-1-3-7-5/h1-3,6H,4H2
InChI KeyXPFVYQJUAUNWIW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassHeteroaromatic compounds
Sub ClassNot Available
Direct ParentHeteroaromatic compounds
Alternative Parents
Substituents
  • Heteroaromatic compound
  • Furan
  • Oxacycle
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aromatic alcohol
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • 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 Point-31 °CNot Available
Boiling Point170 °CWikipedia
Water Solubility1000 mg/mL at 25 °CNot Available
logP0.28Not Available
Predicted Properties
PropertyValueSource
logP0.25ALOGPS
logP0.27ChemAxon
logS-0.46ALOGPS
pKa (Strongest Acidic)13.75ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area33.37 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity25.26 m³·mol⁻¹ChemAxon
Polarizability9.76 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)splash10-0f6w-9000000000-b50557cdec16d857ea5c2015-03-01View Spectrum
GC-MSFurfuryl alcohol, non-derivatized, GC-MS Spectrumsplash10-001i-9000000000-fc71fe7245665e4e9c66Spectrum
GC-MSFurfuryl alcohol, non-derivatized, GC-MS Spectrumsplash10-0005-9000000000-988efdbadbf9a5d447f9Spectrum
GC-MSFurfuryl alcohol, non-derivatized, GC-MS Spectrumsplash10-0005-9000000000-2210e7bfe012e42016acSpectrum
GC-MSFurfuryl alcohol, non-derivatized, GC-MS Spectrumsplash10-001i-9000000000-fc71fe7245665e4e9c66Spectrum
GC-MSFurfuryl alcohol, non-derivatized, GC-MS Spectrumsplash10-0005-9000000000-988efdbadbf9a5d447f9Spectrum
GC-MSFurfuryl alcohol, non-derivatized, GC-MS Spectrumsplash10-0005-9000000000-2210e7bfe012e42016acSpectrum
Predicted GC-MSFurfuryl alcohol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001j-9000000000-09522422889589cf112dSpectrum
Predicted GC-MSFurfuryl alcohol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00e9-9200000000-c0c10bd6a2c24136df55Spectrum
Predicted GC-MSFurfuryl alcohol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSFurfuryl alcohol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-9000000000-966358558eaae668e88a2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-9000000000-da21b5d4988f03bdeacd2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-9000000000-1191f3f203a409ee81bc2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-9000000000-a61ce09c0b719f0f10e02016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00kb-9000000000-4782bcb08b95aa3d31512016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-9000000000-9b5f8df859f92b7bd1c22016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-9000000000-2f8d37cedb8a4a2a31002021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-9000000000-5e065cfc47ae622d5e442021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fr5-9000000000-c4a9056fb5b34d85c9392021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-008a-9000000000-edf002618fdb040bda752021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f89-9000000000-bf02b74b3df3f66b22d12021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udu-9000000000-8d67080664edda1d784f2021-09-23View 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 NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR13C 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 IDHMDB0013742
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB012558
KNApSAcK IDC00029456
Chemspider ID7083
KEGG Compound IDC20441
BioCyc IDCPD-14102
BiGG IDNot Available
Wikipedia LinkFurfuryl_alcohol
METLIN IDNot Available
PubChem Compound7361
PDB IDNot Available
ChEBI ID207496
References
General ReferencesNot Available