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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:47:10 UTC
Update Date2022-03-07 02:53:57 UTC
HMDB IDHMDB0034011
Secondary Accession Numbers
  • HMDB34011
Metabolite Identification
Common Name2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran
Description2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Thus, 2-(2,4-dihydroxyphenyl)-5,6-dimethoxybenzofuran is considered to be a flavonoid. Based on a literature review very few articles have been published on 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran.
Structure
Data?1563862494
Synonyms
ValueSource
2',4'-Dihydroxy-5,6-dimethoxy-2-phenylbenzofuranHMDB
Chemical FormulaC16H14O5
Average Molecular Weight286.2794
Monoisotopic Molecular Weight286.084123558
IUPAC Name4-(5,6-dimethoxy-1-benzofuran-2-yl)benzene-1,3-diol
Traditional Name4-(5,6-dimethoxy-1-benzofuran-2-yl)benzene-1,3-diol
CAS Registry Number67492-33-5
SMILES
COC1=C(OC)C=C2C=C(OC2=C1)C1=C(O)C=C(O)C=C1
InChI Identifier
InChI=1S/C16H14O5/c1-19-15-6-9-5-14(21-13(9)8-16(15)20-2)11-4-3-10(17)7-12(11)18/h3-8,17-18H,1-2H3
InChI KeyTTWXNRBRBJPLQH-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
Class2-arylbenzofuran flavonoids
Sub ClassNot Available
Direct Parent2-arylbenzofuran flavonoids
Alternative Parents
Substituents
  • 2-arylbenzofuran flavonoid
  • 2-phenylbenzofuran
  • Phenylbenzofuran
  • Benzofuran
  • Resorcinol
  • Anisole
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • Benzenoid
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Furan
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point178 - 180 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.15 g/LALOGPS
logP3.33ALOGPS
logP2.78ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)8.4ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area72.06 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity76.8 m³·mol⁻¹ChemAxon
Polarizability30.12 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+167.93131661259
DarkChem[M-H]-169.94731661259
DeepCCS[M+H]+171.04330932474
DeepCCS[M-H]-168.68530932474
DeepCCS[M-2H]-201.65130932474
DeepCCS[M+Na]+177.13630932474
AllCCS[M+H]+165.732859911
AllCCS[M+H-H2O]+161.932859911
AllCCS[M+NH4]+169.232859911
AllCCS[M+Na]+170.232859911
AllCCS[M-H]-167.532859911
AllCCS[M+Na-2H]-166.832859911
AllCCS[M+HCOO]-166.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuranCOC1=C(OC)C=C2C=C(OC2=C1)C1=C(O)C=C(O)C=C14570.2Standard polar33892256
2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuranCOC1=C(OC)C=C2C=C(OC2=C1)C1=C(O)C=C(O)C=C12682.0Standard non polar33892256
2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuranCOC1=C(OC)C=C2C=C(OC2=C1)C1=C(O)C=C(O)C=C12847.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran,1TMS,isomer #1COC1=CC2=C(C=C1OC)OC(C1=CC=C(O)C=C1O[Si](C)(C)C)=C22724.7Semi standard non polar33892256
2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran,1TMS,isomer #2COC1=CC2=C(C=C1OC)OC(C1=CC=C(O[Si](C)(C)C)C=C1O)=C22765.0Semi standard non polar33892256
2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran,2TMS,isomer #1COC1=CC2=C(C=C1OC)OC(C1=CC=C(O[Si](C)(C)C)C=C1O[Si](C)(C)C)=C22690.6Semi standard non polar33892256
2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran,1TBDMS,isomer #1COC1=CC2=C(C=C1OC)OC(C1=CC=C(O)C=C1O[Si](C)(C)C(C)(C)C)=C23002.9Semi standard non polar33892256
2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran,1TBDMS,isomer #2COC1=CC2=C(C=C1OC)OC(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1O)=C23046.5Semi standard non polar33892256
2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran,2TBDMS,isomer #1COC1=CC2=C(C=C1OC)OC(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C)=C23222.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran GC-MS (Non-derivatized) - 70eV, Positivesplash10-059f-0190000000-36909f2ffae9bb4958682017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran GC-MS (2 TMS) - 70eV, Positivesplash10-066r-4019500000-1e73f626629de1a5530c2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran 10V, Positive-QTOFsplash10-000i-0090000000-311e886347c48abcb5382016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran 20V, Positive-QTOFsplash10-000i-0090000000-2e2a510530c4adb4737f2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran 40V, Positive-QTOFsplash10-0rtm-1190000000-1e94b57524d83b6c431e2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran 10V, Negative-QTOFsplash10-000i-0090000000-3a3c90bf60fb1f394fa92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran 20V, Negative-QTOFsplash10-000i-0090000000-5b6af597f794d3d672aa2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran 40V, Negative-QTOFsplash10-054k-2790000000-8fa5b0ab51652c28a5962016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran 10V, Negative-QTOFsplash10-000i-0090000000-14912e1703be5edd027d2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran 20V, Negative-QTOFsplash10-000i-0090000000-e904378bd2fa90f0b2ff2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran 40V, Negative-QTOFsplash10-029g-0490000000-e218cb95f077e028ffe92021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran 10V, Positive-QTOFsplash10-000i-0090000000-b239d41c6032c85540b22021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran 20V, Positive-QTOFsplash10-000i-0090000000-304c62b49056b89e807f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(2,4-Dihydroxyphenyl)-5,6-dimethoxybenzofuran 40V, Positive-QTOFsplash10-0uxu-0290000000-38a5beae28701dd3415b2021-09-24Wishart LabView Spectrum
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 IDFDB012247
KNApSAcK IDC00009806
Chemspider ID24846675
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound44260110
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents 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.. .