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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:52:43 UTC
Update Date2017-12-07 03:21:41 UTC
HMDB IDHMDB0032929
Secondary Accession Numbers
  • HMDB32929
Metabolite Identification
Common NameBenzofuran
DescriptionBenzofuran is found in alcoholic beverages. Benzofuran is maillard produced present in roasted coffee aroma. Benzofuran is a constituent of Coix lachryma-jobi (Job's tears) and Gentiana lutea (yellow gentian) Benzofuran is the heterocyclic compound consisting of fused benzene and furan rings. It is the parent of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants
Structure
Thumb
Synonyms
ValueSource
benzo[b]FuranChEBI
CoumaronChEBI
CoumaroneChEBI
CumaroneChEBI
1-BenzofuranHMDB
1-OxaindeneHMDB
1-OxideneHMDB
1-OxindeneHMDB
2,3-BenzofuranHMDB
benzo(b)FuranHMDB
BenzofurfuranHMDB
BZFHMDB
CumaronHMDB
Chemical FormulaC8H6O
Average Molecular Weight118.1326
Monoisotopic Molecular Weight118.041864814
IUPAC Name1-benzofuran
Traditional Namebenzofuran
CAS Registry Number271-89-6
SMILES
O1C=CC2=C1C=CC=C2
InChI Identifier
InChI=1S/C8H6O/c1-2-4-8-7(3-1)5-6-9-8/h1-6H
InChI KeyIANQTJSKSUMEQM-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzofurans
Sub ClassNot Available
Direct ParentBenzofurans
Alternative Parents
Substituents
  • Benzofuran
  • Benzenoid
  • Heteroaromatic compound
  • Furan
  • Oxacycle
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Industrial application:

Biological role:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point< -18 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP2.67Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.82 g/LALOGPS
logP2.75ALOGPS
logP2.13ChemAxon
logS-2.2ALOGPS
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area13.14 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity34.9 m³·mol⁻¹ChemAxon
Polarizability12.33 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014i-9500000000-3d2e5f26beb578276710View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014i-9500000000-3d2e5f26beb578276710View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-efdcea5ed8b525799ec0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0900000000-bb3695060acd0d637949View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-7900000000-9b6327284d187ad5caacView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-20b4b4e88a2b2a09c04eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0900000000-f6b69baead38b400da70View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014l-9600000000-9853e0fb4ec328aab100View in MoNA
MSMass Spectrum (Electron Ionization)splash10-014i-9700000000-e2e60a740f22f28eaf54View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Membrane
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 IDDB04179
Phenol Explorer Compound IDNot Available
FoodDB IDFDB010914
KNApSAcK IDNot Available
Chemspider ID8868
KEGG Compound IDC14512
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link1-benzofuran
METLIN IDNot Available
PubChem Compound9223
PDB IDBZF
ChEBI ID35260
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Wahab Khan M, Jahangir Alam M, Rashid MA, Chowdhury R: A new structural alternative in benzo[b]furans for antimicrobial activity. Bioorg Med Chem. 2005 Aug 15;13(16):4796-805. [PubMed:15964760 ]
  2. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .