Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:52:15 UTC
Update Date2022-03-07 02:53:29 UTC
HMDB IDHMDB0032847
Secondary Accession Numbers
  • HMDB32847
Metabolite Identification
Common Name1,2-Bis(4-hydroxy-3-methoxyphenyl)ethylene
Description1,2-Bis(4-hydroxy-3-methoxyphenyl)ethylene, also known as 4,4'-(Z)-ethene-1,2-diylbis(2-methoxyphenol), belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. 1,2-Bis(4-hydroxy-3-methoxyphenyl)ethylene has been detected, but not quantified in, fats and oils. This could make 1,2-bis(4-hydroxy-3-methoxyphenyl)ethylene a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 1,2-Bis(4-hydroxy-3-methoxyphenyl)ethylene.
Structure
Data?1563862316
Synonyms
ValueSource
4,4'-(Z)-Ethene-1,2-diylbis(2-methoxyphenol)ChEBI
4,4'-Dihydroxy-3,3'-dimethoxystilbeneHMDB
Chemical FormulaC16H16O4
Average Molecular Weight272.2958
Monoisotopic Molecular Weight272.104859
IUPAC Name4-[(Z)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2-methoxyphenol
Traditional Name4-[(Z)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2-methoxyphenol
CAS Registry Number7329-69-3
SMILES
COC1=C(O)C=CC(\C=C/C2=CC(OC)=C(O)C=C2)=C1
InChI Identifier
InChI=1S/C16H16O4/c1-19-15-9-11(5-7-13(15)17)3-4-12-6-8-14(18)16(10-12)20-2/h3-10,17-18H,1-2H3/b4-3-
InChI KeyKQPXJFAYGYIGRU-ARJAWSKDSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassStilbenes
Sub ClassNot Available
Direct ParentStilbenes
Alternative Parents
Substituents
  • Stilbene
  • Methoxyphenol
  • Phenoxy compound
  • Anisole
  • Phenol ether
  • Methoxybenzene
  • Styrene
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Ether
  • Organooxygen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point212 - 215 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.023 g/LALOGPS
logP3.01ALOGPS
logP3.39ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)9.66ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area58.92 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity78.4 m³·mol⁻¹ChemAxon
Polarizability28.64 ųChemAxon
Number of Rings2ChemAxon
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]+165.74131661259
DarkChem[M-H]-166.93831661259
DeepCCS[M+H]+173.36230932474
DeepCCS[M-H]-171.00430932474
DeepCCS[M-2H]-203.8930932474
DeepCCS[M+Na]+179.45530932474
AllCCS[M+H]+163.132859911
AllCCS[M+H-H2O]+159.232859911
AllCCS[M+NH4]+166.832859911
AllCCS[M+Na]+167.832859911
AllCCS[M-H]-165.032859911
AllCCS[M+Na-2H]-164.632859911
AllCCS[M+HCOO]-164.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1,2-Bis(4-hydroxy-3-methoxyphenyl)ethyleneCOC1=C(O)C=CC(\C=C/C2=CC(OC)=C(O)C=C2)=C14539.1Standard polar33892256
1,2-Bis(4-hydroxy-3-methoxyphenyl)ethyleneCOC1=C(O)C=CC(\C=C/C2=CC(OC)=C(O)C=C2)=C12556.8Standard non polar33892256
1,2-Bis(4-hydroxy-3-methoxyphenyl)ethyleneCOC1=C(O)C=CC(\C=C/C2=CC(OC)=C(O)C=C2)=C12675.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
1,2-Bis(4-hydroxy-3-methoxyphenyl)ethylene,1TMS,isomer #1COC1=CC(/C=C\C2=CC=C(O[Si](C)(C)C)C(OC)=C2)=CC=C1O2725.3Semi standard non polar33892256
1,2-Bis(4-hydroxy-3-methoxyphenyl)ethylene,2TMS,isomer #1COC1=CC(/C=C\C2=CC=C(O[Si](C)(C)C)C(OC)=C2)=CC=C1O[Si](C)(C)C2751.7Semi standard non polar33892256
1,2-Bis(4-hydroxy-3-methoxyphenyl)ethylene,1TBDMS,isomer #1COC1=CC(/C=C\C2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)=CC=C1O2992.8Semi standard non polar33892256
1,2-Bis(4-hydroxy-3-methoxyphenyl)ethylene,2TBDMS,isomer #1COC1=CC(/C=C\C2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)=CC=C1O[Si](C)(C)C(C)(C)C3279.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1,2-Bis(4-hydroxy-3-methoxyphenyl)ethylene GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-0490000000-e799e1ba24b60584a0da2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1,2-Bis(4-hydroxy-3-methoxyphenyl)ethylene GC-MS (2 TMS) - 70eV, Positivesplash10-0uk9-4007900000-cd8b9395ab12ce6817df2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1,2-Bis(4-hydroxy-3-methoxyphenyl)ethylene GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1,2-Bis(4-hydroxy-3-methoxyphenyl)ethylene 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 - 1,2-Bis(4-hydroxy-3-methoxyphenyl)ethylene 10V, Positive-QTOFsplash10-00di-0090000000-f773af78ad786fdd32482016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Bis(4-hydroxy-3-methoxyphenyl)ethylene 20V, Positive-QTOFsplash10-00di-0490000000-e8e9d8e6be9763f7bf4b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Bis(4-hydroxy-3-methoxyphenyl)ethylene 40V, Positive-QTOFsplash10-052r-2930000000-bba73d89ecefb7dfd4382016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Bis(4-hydroxy-3-methoxyphenyl)ethylene 10V, Negative-QTOFsplash10-00di-0090000000-dd82ca76a61afff34d5e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Bis(4-hydroxy-3-methoxyphenyl)ethylene 20V, Negative-QTOFsplash10-00di-0090000000-08046f1a9362be387f9b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Bis(4-hydroxy-3-methoxyphenyl)ethylene 40V, Negative-QTOFsplash10-0bvj-1490000000-acddc5d1bea651f348992016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Bis(4-hydroxy-3-methoxyphenyl)ethylene 10V, Negative-QTOFsplash10-00di-0090000000-4a91d8a1a5efa0b74bdd2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Bis(4-hydroxy-3-methoxyphenyl)ethylene 20V, Negative-QTOFsplash10-05w0-0590000000-914b7df7724f8f753bd62021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Bis(4-hydroxy-3-methoxyphenyl)ethylene 40V, Negative-QTOFsplash10-00vj-0890000000-16ad68d7c02eae9607ed2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Bis(4-hydroxy-3-methoxyphenyl)ethylene 10V, Positive-QTOFsplash10-00di-0090000000-cac130ffe7d8d1fc401b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Bis(4-hydroxy-3-methoxyphenyl)ethylene 20V, Positive-QTOFsplash10-074u-0490000000-1978eac4b9697df4195b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2-Bis(4-hydroxy-3-methoxyphenyl)ethylene 40V, Positive-QTOFsplash10-00di-1940000000-f33d6b6fc9787267bd562021-09-22Wishart 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 IDFDB010824
KNApSAcK IDC00055352
Chemspider ID7827685
KEGG Compound IDC04547
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound9548762
PDB IDNot Available
ChEBI ID36391
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.. .