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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:46:33 UTC
Update Date2019-07-23 06:09:52 UTC
HMDB IDHMDB0031925
Secondary Accession Numbers
  • HMDB31925
Metabolite Identification
Common Name5-Hydroxy-2-(5-methyl-1-oxo-4-hexenyl)benzofuran
Description5-Hydroxy-2-(5-methyl-1-oxo-4-hexenyl)benzofuran, also known as 1-(5-hydroxy-2-benzofuranyl)-5-methyl-4-hexen-1-one, 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. 5-Hydroxy-2-(5-methyl-1-oxo-4-hexenyl)benzofuran is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 5-Hydroxy-2-(5-methyl-1-oxo-4-hexenyl)benzofuran has been detected, but not quantified in, a few different foods, such as beverages, herbs and spices, and tea. This could make 5-hydroxy-2-(5-methyl-1-oxo-4-hexenyl)benzofuran a potential biomarker for the consumption of these foods.
Structure
Data?1563862192
Synonyms
ValueSource
1-(5-Hydroxy-2-benzofuranyl)-5-methyl-4-hexen-1-oneHMDB
Chemical FormulaC15H16O3
Average Molecular Weight244.2857
Monoisotopic Molecular Weight244.109944378
IUPAC Name1-(5-hydroxy-1-benzofuran-2-yl)-5-methylhex-4-en-1-one
Traditional Name1-(5-hydroxy-1-benzofuran-2-yl)-5-methylhex-4-en-1-one
CAS Registry Number197971-78-1
SMILES
CC(C)=CCCC(=O)C1=CC2=CC(O)=CC=C2O1
InChI Identifier
InChI=1S/C15H16O3/c1-10(2)4-3-5-13(17)15-9-11-8-12(16)6-7-14(11)18-15/h4,6-9,16H,3,5H2,1-2H3
InChI KeyLQWRIKCEOOIFSI-UHFFFAOYSA-N
Chemical Taxonomy
Description 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
  • Aryl alkyl ketone
  • Aryl ketone
  • 1-hydroxy-2-unsubstituted benzenoid
  • Benzenoid
  • Heteroaromatic compound
  • Furan
  • Ketone
  • Oxacycle
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point56 - 57 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.07 g/LALOGPS
logP3.66ALOGPS
logP3.22ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)9.45ChemAxon
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area50.44 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity70.99 m³·mol⁻¹ChemAxon
Polarizability27.46 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-03di-5920000000-06ec994293d1b912846dSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-001i-6291000000-210b7d4e1857b0062e78Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0090000000-c30daf7503c4e6c59177Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00ls-9360000000-be97a689021180b173e5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00xu-9400000000-2338271ee3ffad166885Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0190000000-b538ad69222bf07d0085Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0690000000-034c02803c75730c8d9eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a5c-3910000000-70dd7f9a631b9733b916Spectrum
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 IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB008613
KNApSAcK IDNot Available
Chemspider ID8999487
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10824187
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.. .