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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 02:44:08 UTC
Update Date2022-03-07 02:56:52 UTC
HMDB IDHMDB0041090
Secondary Accession Numbers
  • HMDB41090
Metabolite Identification
Common Name(-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol
Description(-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain (-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol has been detected, but not quantified in, a few different foods, such as beverages, herbs and spices, and root vegetables. This could make (-)-(e)-1-(4-hydroxyphenyl)-7-phenyl-6-hepten-3-ol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol.
Structure
Data?1563863622
SynonymsNot Available
Chemical FormulaC19H22O2
Average Molecular Weight282.3768
Monoisotopic Molecular Weight282.161979948
IUPAC Name4-[(6E)-3-hydroxy-7-phenylhept-6-en-1-yl]phenol
Traditional Name4-[(6E)-3-hydroxy-7-phenylhept-6-en-1-yl]phenol
CAS Registry Number158697-54-2
SMILES
OC(CC\C=C\C1=CC=CC=C1)CCC1=CC=C(O)C=C1
InChI Identifier
InChI=1S/C19H22O2/c20-18(13-10-17-11-14-19(21)15-12-17)9-5-4-8-16-6-2-1-3-7-16/h1-4,6-8,11-12,14-15,18,20-21H,5,9-10,13H2/b8-4+
InChI KeyPXPIJNMPDAFWSF-XBXARRHUSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassDiarylheptanoids
Sub ClassLinear diarylheptanoids
Direct ParentLinear diarylheptanoids
Alternative Parents
Substituents
  • Linear 1,7-diphenylheptane skeleton
  • Fatty alcohol
  • Styrene
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Fatty acyl
  • Benzenoid
  • Monocyclic benzene moiety
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point94 - 95 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility11.07 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.011 g/LALOGPS
logP4.66ALOGPS
logP4.76ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)10.3ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity88.17 m³·mol⁻¹ChemAxon
Polarizability33.77 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]+169.1331661259
DarkChem[M-H]-168.73531661259
DeepCCS[M+H]+171.50730932474
DeepCCS[M-H]-169.14930932474
DeepCCS[M-2H]-202.03530932474
DeepCCS[M+Na]+177.630932474
AllCCS[M+H]+172.832859911
AllCCS[M+H-H2O]+169.132859911
AllCCS[M+NH4]+176.332859911
AllCCS[M+Na]+177.332859911
AllCCS[M-H]-174.232859911
AllCCS[M+Na-2H]-174.432859911
AllCCS[M+HCOO]-174.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-olOC(CC\C=C\C1=CC=CC=C1)CCC1=CC=C(O)C=C14003.6Standard polar33892256
(-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-olOC(CC\C=C\C1=CC=CC=C1)CCC1=CC=C(O)C=C12469.6Standard non polar33892256
(-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-olOC(CC\C=C\C1=CC=CC=C1)CCC1=CC=C(O)C=C12679.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol,1TMS,isomer #1C[Si](C)(C)OC(CC/C=C/C1=CC=CC=C1)CCC1=CC=C(O)C=C12710.6Semi standard non polar33892256
(-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol,1TMS,isomer #2C[Si](C)(C)OC1=CC=C(CCC(O)CC/C=C/C2=CC=CC=C2)C=C12692.3Semi standard non polar33892256
(-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol,2TMS,isomer #1C[Si](C)(C)OC1=CC=C(CCC(CC/C=C/C2=CC=CC=C2)O[Si](C)(C)C)C=C12684.6Semi standard non polar33892256
(-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(CC/C=C/C1=CC=CC=C1)CCC1=CC=C(O)C=C12977.7Semi standard non polar33892256
(-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=C(CCC(O)CC/C=C/C2=CC=CC=C2)C=C12962.7Semi standard non polar33892256
(-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C(CCC(CC/C=C/C2=CC=CC=C2)O[Si](C)(C)C(C)(C)C)C=C13157.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0aor-0900000000-6751730f87642743ba072017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol GC-MS (2 TMS) - 70eV, Positivesplash10-03fu-6965600000-ae246ce4e4b0946e9bcd2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol 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 - (-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol 10V, Positive-QTOFsplash10-0159-0190000000-557f8ccdc55faaea2c462017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol 20V, Positive-QTOFsplash10-06e9-0920000000-cd8f4ee70b71a98bb6f62017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol 40V, Positive-QTOFsplash10-0kbf-6900000000-006b586925e99c93586e2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol 10V, Negative-QTOFsplash10-001i-0090000000-c97c4546e0473d63308d2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol 20V, Negative-QTOFsplash10-001i-0290000000-bb8a7d84188e3300372f2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol 40V, Negative-QTOFsplash10-05gl-2910000000-4d829074e47c4fb004832017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol 10V, Positive-QTOFsplash10-014i-0290000000-3f2899ac8a57d9f579432021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol 20V, Positive-QTOFsplash10-0159-0950000000-1193b8eb679b7cf805bb2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol 40V, Positive-QTOFsplash10-0ffx-4910000000-f7eaa0d868a00d60903b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol 10V, Negative-QTOFsplash10-03e9-0090000000-00f5d29cda1126b333aa2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol 20V, Negative-QTOFsplash10-01q9-0390000000-372f7e5644bf017cefc02021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-(E)-1-(4-Hydroxyphenyl)-7-phenyl-6-hepten-3-ol 40V, Negative-QTOFsplash10-004i-2390000000-9ede5cc6ced4c1eddd632021-09-23Wishart 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 IDFDB020968
KNApSAcK IDNot Available
Chemspider ID8214993
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10039429
PDB IDNot Available
ChEBI ID174010
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1889451
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.. .