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Human Metabolome Database Version 3.5

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Showing metabocard for Hydroxytyrosol (HMDB05784)

Record Information
Version 3.5
Creation Date 2007-01-22 05:36:42 -0700
Update Date 2013-05-29 13:41:58 -0600
HMDB ID HMDB05784
Secondary Accession Numbers None
Metabolite Identification
Common Name Hydroxytyrosol
Description Hydroxytyrosol is a polyphenol extracted from virgin olive oil and a natural antioxidant. It has a protective effect in preventing protein damage induced by ultraviolet radiation (PMID: 15749387 Link_out). Research results suggest that Hydroxytyrosol could exert its antioxidant effect by scavenging hydrogen peroxide but not superoxide anion released during the respiratory burst(PMID: 15476671 Link_out).
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 2-(3,4-Dihydroxyphenyl)ethanol
  2. 3,4-Dihydroxyphenylethanol
  3. 3-Hydroxytyrosol
  4. 4-(2-Hydroxyethyl)-1,2-Benzenediol
  5. beta-3,4-Dihydroxyphenylethyl alcohol
  6. Dopet
  7. Hydroxytyrosol
Chemical Formula C8H10O3
Average Molecular Weight 154.1632
Monoisotopic Molecular Weight 154.062994186
IUPAC Name 4-(2-hydroxyethyl)benzene-1,2-diol
Traditional IUPAC Name hydroxytyrosol
CAS Registry Number 10597-60-1
SMILES OCCC1=CC=C(O)C(O)=C1
InChI Identifier InChI=1S/C8H10O3/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,9-11H,3-4H2
InChI Key JUUBCHWRXWPFFH-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aromatic Homomonocyclic Compounds
Class Phenols and Derivatives
Sub Class Tyrosols and Derivatives
Other Descriptors
  • Aromatic Homomonocyclic Compounds
Substituents
  • 1,2 Diphenol
  • Primary Alcohol
Direct Parent Tyrosols and Derivatives
Ontology
Status Detected and Quantified
Origin
  • Plant
Biofunction Not Available
Application Not Available
Cellular locations Not Available
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 17.4 g/L ALOGPS
LogP 0.13 ALOGPS
LogP 0.89 ChemAxon
LogS -0.95 ALOGPS
pKa (strongest acidic) 9.45 ChemAxon
pKa (strongest basic) -2.4 ChemAxon
Hydrogen Acceptor Count 3 ChemAxon
Hydrogen Donor Count 3 ChemAxon
Polar Surface Area 60.69 A2 ChemAxon
Rotatable Bond Count 2 ChemAxon
Refractivity 41.59 ChemAxon
Polarizability 15.74 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 0 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations Not Available
Biofluid Locations
  • Blood
  • Urine
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Biofluid Status Value Age Sex Condition Reference
Blood Detected and Quantified
0.16 +/- 0.084 uM Adult (>18 years old) Both Normal
Urine Expected but not Quantified
Not Applicable Not Available Not Available Consuming polyphenols described by Phenol-Explorer entry 674
Urine Expected but not Quantified
Not Applicable Not Available Not Available Consuming polyphenols described by Phenol-Explorer entry 674
Urine Expected but not Quantified
Not Applicable Not Available Not Available Consuming polyphenols described by Phenol-Explorer entry 674
Urine Expected but not Quantified
Not Applicable Not Available Not Available Consuming polyphenols described by Phenol-Explorer entry 674
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
DrugBank Metabolite ID Not Available
Phenol Explorer Compound ID 1051 Link_out
Phenol Explorer Metabolite ID 674 Link_out
FoodDB ID FDB008754
KNApSAcK ID C00032635 Link_out
Chemspider ID 74680 Link_out
KEGG Compound ID Not Available
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Hydroxytyrosol Link_out
NuGOwiki Link HMDB05784 Link_out
Metagene Link HMDB05784 Link_out
METLIN ID Not Available
PubChem Compound 82755 Link_out
PDB ID Not Available
ChEBI ID Not Available
References
Synthesis Reference Voswinckel, Hugo. Derivatives of Pyrocatechol. Berichte der Deutschen Chemischen Gesellschaft (1910), 42 4651-4.
Material Safety Data Sheet (MSDS) Not Available
General References
  1. O'Dowd Y, Driss F, Dang PM, Elbim C, Gougerot-Pocidalo MA, Pasquier C, El-Benna J: Antioxidant effect of hydroxytyrosol, a polyphenol from olive oil: scavenging of hydrogen peroxide but not superoxide anion produced by human neutrophils. Biochem Pharmacol. 2004 Nov 15;68(10):2003-8. Pubmed: 15476671 Link_out
  2. D'Angelo S, Ingrosso D, Migliardi V, Sorrentino A, Donnarumma G, Baroni A, Masella L, Tufano MA, Zappia M, Galletti P: Hydroxytyrosol, a natural antioxidant from olive oil, prevents protein damage induced by long-wave ultraviolet radiation in melanoma cells. Free Radic Biol Med. 2005 Apr 1;38(7):908-19. Pubmed: 15749387 Link_out