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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:46:29 UTC
Update Date2019-07-23 06:09:50 UTC
HMDB IDHMDB0031916
Secondary Accession Numbers
  • HMDB31916
Metabolite Identification
Common Name5-Hydroxy-2-(1-hydroxy-5-methyl-4-hexenyl)benzofuran
Description5-Hydroxy-2-(1-hydroxy-5-methyl-4-hexenyl)benzofuran, also known as 5-hydroxy-a-(4-methyl-3-pentenyl)-2-benzofuranmethanol, 9CI, 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-(1-hydroxy-5-methyl-4-hexenyl)benzofuran is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 5-hydroxy-2-(1-hydroxy-5-methyl-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-(1-hydroxy-5-methyl-4-hexenyl)benzofuran a potential biomarker for the consumption of these foods.
Structure
Data?1563862190
Synonyms
ValueSource
5-Hydroxy-a-(4-methyl-3-pentenyl)-2-benzofuranmethanol, 9ciHMDB
Chemical FormulaC15H18O3
Average Molecular Weight246.3016
Monoisotopic Molecular Weight246.125594442
IUPAC Name2-(1-hydroxy-5-methylhex-4-en-1-yl)-1-benzofuran-5-ol
Traditional Name2-(1-hydroxy-5-methylhex-4-en-1-yl)-1-benzofuran-5-ol
CAS Registry Number197971-79-2
SMILES
CC(C)=CCCC(O)C1=CC2=CC(O)=CC=C2O1
InChI Identifier
InChI=1S/C15H18O3/c1-10(2)4-3-5-13(17)15-9-11-8-12(16)6-7-14(11)18-15/h4,6-9,13,16-17H,3,5H2,1-2H3
InChI KeyPQFYUXKMWDLCDV-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
  • Fatty alcohol
  • Benzofuran
  • 1-hydroxy-2-unsubstituted benzenoid
  • Fatty acyl
  • Benzenoid
  • Heteroaromatic compound
  • Furan
  • Secondary alcohol
  • Oxacycle
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aromatic alcohol
  • Organooxygen compound
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.1 g/LALOGPS
logP3.5ALOGPS
logP3.14ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)9.46ChemAxon
pKa (Strongest Basic)-3.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area53.6 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity71.72 m³·mol⁻¹ChemAxon
Polarizability28.06 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-5910000000-2c9435cca1f3a04403e7Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-004i-9015000000-503eb65fcc5ae5541d48Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0090000000-91732dce5e4be6e724fcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001j-9350000000-c0f18b8598966e8e0d5eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00xu-9500000000-c630140c01feedd47d13Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0190000000-8e0d1b7633a7540a706eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01pk-4890000000-9f89256d66eb6fb9ac56Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0bu0-4900000000-02fa58a21a5ca7c153e3Spectrum
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 IDFDB008604
KNApSAcK IDNot Available
Chemspider ID8785796
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10610429
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.. .