4-(2-hydroxyethyl)benzene-1,2-diol

• ChemBase ID: 79551
• Molecular Formular: C8H10O3
• Molecular Mass: 154.1632
• Monoisotopic Mass: 154.06299418
• SMILES: OCCc1cc(c(cc1)O)O
• Canonical SMILES: OCCc1ccc(c(c1)O)O
• InChI: InChI=1S/C8H10O3/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,9-11H,3-4H2
• InChIKey: JUUBCHWRXWPFFH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2-hydroxyethyl)benzene-1,2-diol
• IUPAC Traditional name: hydroxytyrosol
• Synonyms: 4-(2-Hydroxyethyl)benzene-1,2-diol; 3,4-Dihydroxyphenethyl alcohol; 4-(2-Hydroxyethyl)benzene-1,2-diol; 2-(3,4-Dihydroxyphenyl)ethanol; 4-(2-Hydroxyethyl)-1,2-benzenediol; 2-(3,4-Dihydroxyphenyl)ethyl Alcohol; Homoprotocatechuyl Alcohol; β-(3,4-Dihydroxyphenyl)ethanol; 3,4-DHPEA; Hydroxy Tyrosol (>85%); 2-(3,4-Dihydroxyphenyl)ethanol; 3,4-Dihydroxyphenethyl alcohol; DOPET; 3-Hydroxytyrosol; 3-Hydroxytyrosol; 3,4-dihydroxyphenylethanol (DOPET); Dihydroxyphenylethanol; 2-(3,4-Di-hydroxyphenyl)-ethanol (DHPE); 3,4-dihydroxyphenolethanol (3,4-DHPEA); Hydroxytyrosol

Database IDs

• CAS Number: 10597-60-1
• MDL Number: MFCD01320529
• Beilstein Number: 2208118
• PubChem SID: 162044314
• PubChem CID: 82755
• CHEMBL: 485747
• Chemspider ID: 74680
• Wikipedia Title: Hydroxytyrosol

CALCULATED PROPERTIES

• Acid pKa: 9.448236
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.887378
• LogD (pH = 7.4): 0.8835822
• Log P: 0.8874266
• Molar Refractivity: 41.5907 cm^3
• Polarizability: 15.7788725 Å^3
• Polar Surface Area: 60.69 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 5 g/100 ml (25 °C) in water; DMSO; Methanol
• Apperance: Brown Oil; Clear, colorless liquid; Oil
• Flash Point: 15 °C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36
• Safety Statements: 26
• Main Hazard: Irritant, flammable
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC); 95+%
• Empirical Formula (Hill Notation): C8H10O3

DETAILS

Sigma Aldrich - H4291

Biochem/physiol Actions
Metabolite of oleuropein. Antioxidant. Inhibits the rate of cancer cell proliferation and induces cancer cell apoptosis.1

Toronto Research Chemicals - H977000

Tyrosol (T947800) metabolite.

REFERENCES

• Perez-Trujillo, M., et al.: J. Agric. Food Chem., 58, 9129 (2010)
• Gregus, P., et al.: J. Pharm. Biomed. Anal., 53, 674 (2010)
• Garcia-Villalba, R., et al.: Anal. Bioanal. Chem., 398, 463 (2010)