Record Information
Version1.0
Creation date2010-04-08 22:08:14 UTC
Update date2019-11-26 03:03:08 UTC
Primary IDFDB008754
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameHydroxytyrosol
DescriptionHydroxytyrosol, also known as dopet, belongs to the class of organic compounds known as tyrosols. These are organic aromatic compounds containing a phenethyl alcohol moiety that carries a hydroxyl group at the 4-position of the benzene group. Hydroxytyrosol is an extremely weak basic (essentially neutral) compound (based on its pKa). Hydroxytyrosol is found, on average, in the highest concentration within olives and grape wines. Hydroxytyrosol has also been detected, but not quantified in, several different foods, such as cloves, fruits, olive oils, and rapes. This could make hydroxytyrosol a potential biomarker for the consumption of these foods.
CAS Number10597-60-1
Structure
Thumb
Synonyms
SynonymSource
3,4-DihydroxyphenylethanolChEBI
DopetChEBI
2-(3,4-Dihydroxyphenyl)ethanolHMDB
3-HydroxytyrosolHMDB
4-(2-Hydroxyethyl)-1,2-benzenediolHMDB
beta-3,4-Dihydroxyphenylethyl alcoholHMDB
3,4-DHPEAmanual
3,4-Dihydroxybenzeneethanoldb_source
3,4-Dihydroxyphenethyl alcohol, 8CIdb_source
3,4-Dihydroxyphenolethanolmanual
4-(2-Hydroxyethyl)-1,2-benzenediol, 9CIdb_source
5-Hydroxytyrosolmanual
Dopaoldb_source
Hydroxytyrosoldb_source
Predicted Properties
PropertyValueSource
Water Solubility17.4 g/LALOGPS
logP0.13ALOGPS
logP0.89ChemAxon
logS-0.95ALOGPS
pKa (Strongest Acidic)9.45ChemAxon
pKa (Strongest Basic)-2.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area60.69 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity41.59 m³·mol⁻¹ChemAxon
Polarizability15.74 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC8H10O3
IUPAC name4-(2-hydroxyethyl)benzene-1,2-diol
InChI IdentifierInChI=1S/C8H10O3/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,9-11H,3-4H2
InChI KeyJUUBCHWRXWPFFH-UHFFFAOYSA-N
Isomeric SMILESOCCC1=CC=C(O)C(O)=C1
Average Molecular Weight154.1632
Monoisotopic Molecular Weight154.062994186
Classification
Description belongs to the class of organic compounds known as tyrosols. These are organic aromatic compounds containing a phenethyl alcohol moiety that carries a hydroxyl group at the 4-position of the benzene group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassTyrosols and derivatives
Direct ParentTyrosols
Alternative Parents
Substituents
  • Tyrosol
  • Catechol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Foods

Fats and oils:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 62.33%; H 6.54%; O 31.13%DFC
Melting PointNot Available
Boiling PointBp0.02 170-175° part. dec.DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-2900000000-8d596359f3e8b95f4fa7JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-0avi-8194000000-1246fe8fdd02629c75a6JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-052r-0900000000-a1441b9d84728fafbb09JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052r-1900000000-fb3b6c0cad97ea8833c9JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-102i-9500000000-6b10b75df8f0b9e05c36JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-eedf780d36ff3efc3d4aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0fk9-1900000000-0a567eded9b9beab7d87JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0596-7900000000-7f6f49833d505eb07a7fJSpectraViewer
ChemSpider ID74680
ChEMBL IDCHEMBL1950045
KEGG Compound IDNot Available
Pubchem Compound ID82755
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer ID1051
DrugBank IDNot Available
HMDB IDHMDB05784
CRC / DFC (Dictionary of Food Compounds) IDDVR38-T:DVR38-T
EAFUS IDNot Available
Dr. Duke IDHYDROXYTYROSOL|3,4-DIHYDROXYPHENYLETHANOL
BIGG IDNot Available
KNApSAcK IDC00032635
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDHydroxytyrosol
Phenol-Explorer Metabolite ID674
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
calcium antagonist48706 Substance that attaches to and blocks cell receptors that normally bind naturally occurring substances.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Rothwell JA, Pérez-Jiménez J, Neveu V, Medina-Ramon A, M'Hiri N, Garcia Lobato P, Manach C, Knox K, Eisner R, Wishart D, Scalbert A. (2013) Phenol-Explorer 3.0: a major update of the Phenol-Explorer database to incorporate data on the effects of food processing on polyphenol content. Database, 10.1093/database/bat070.
— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).