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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-12 02:57:56 UTC
Update Date2019-07-23 06:34:07 UTC
HMDB IDHMDB0041295
Secondary Accession Numbers
  • HMDB41295
Metabolite Identification
Common Name7-Hydroxy-6-methoxy-alpha-pyrufuran
Description7-Hydroxy-6-methoxy-alpha-pyrufuran, also known as 1,3,4,6-tetramethoxy-2,7-dibenzofurandiol, belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. 7-Hydroxy-6-methoxy-alpha-pyrufuran is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 7-hydroxy-6-methoxy-alpha-pyrufuran has been detected, but not quantified in, fruits. This could make 7-hydroxy-6-methoxy-alpha-pyrufuran a potential biomarker for the consumption of these foods.
Structure
Data?1563863647
Synonyms
ValueSource
7-Hydroxy-6-methoxy-a-pyrufuranGenerator
7-Hydroxy-6-methoxy-α-pyrufuranGenerator
1,3,4,6-Tetramethoxy-2,7-dibenzofurandiolHMDB
2,7-Dihydroxy-1,3,4,6-tetramethoxydibenzofuranHMDB
Chemical FormulaC16H16O7
Average Molecular Weight320.294
Monoisotopic Molecular Weight320.089602866
IUPAC Name3,5,6,10-tetramethoxy-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2,4,6,10,12-hexaene-4,11-diol
Traditional Name3,5,6,10-tetramethoxy-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2,4,6,10,12-hexaene-4,11-diol
CAS Registry Number167278-45-7
SMILES
COC1=C2OC3=C(C=CC(O)=C3OC)C2=C(OC)C(O)=C1OC
InChI Identifier
InChI=1S/C16H16O7/c1-19-12-8(17)6-5-7-9-13(20-2)10(18)15(21-3)16(22-4)14(9)23-11(7)12/h5-6,17-18H,1-4H3
InChI KeyQPJPNKHHNVCLCF-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassTannins
Sub ClassHydrolyzable tannins
Direct ParentHydrolyzable tannins
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

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 Solubility0.46 g/LALOGPS
logP1.72ALOGPS
logP1.91ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)8.14ChemAxon
pKa (Strongest Basic)-3.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area90.52 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity81.04 m³·mol⁻¹ChemAxon
Polarizability31.94 ųChemAxon
Number of Rings3ChemAxon
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, Positivesplash10-052f-0194000000-9ba20137e7b5095d9babSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-006t-1006900000-56ee8938079bb7219eb9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0009000000-493018de3b0f15426c01Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0049000000-674cafab97d109156dbbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00bj-1090000000-9a116b88a5bbef9d23a8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0009000000-f028ef986752ef7cc600Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0029000000-0805c10db826f7064044Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-059i-2890000000-b93749c6a8bbadfe0e9bSpectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDFDB021212
KNApSAcK IDNot Available
Chemspider ID8579144
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10403706
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.. .