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H4291

Sigma-Aldrich

3-Hydroxytyrosol

≥98% (HPLC)

Synonym(s):

2-(3,4-Dihydroxyphenyl)ethanol, 3,4-Dihydroxyphenethyl alcohol, DOPET, Homoprotocatechuyl alcohol

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About This Item

Empirical Formula (Hill Notation):
C8H10O3
CAS Number:
Molecular Weight:
154.16
Beilstein/REAXYS Number:
2208118
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.25

Quality Level

assay

≥98% (HPLC)

storage temp.

−20°C

SMILES string

OCCc1ccc(O)c(O)c1

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

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Related Categories

Application


  • Production of 3-Hydroxytyrosol from Glucose by Chromosomally Engineered Escherichia coli by Fed-Batch Cultivation in a Jar Fermenter.: Demonstrates biotechnological production of 3-Hydroxytyrosol using genetically modified E. coli, highlighting scalable methods for synthesizing valuable biochemicals from simple sugars (Koma et al., 2023).

  • Green Extraction of Antioxidant Compounds from Olive Tree Leaves Based on Natural Deep Eutectic Solvents.: Investigates eco-friendly extraction methods for recovering 3-Hydroxytyrosol from olive leaves, emphasizing sustainable chemical processes and the high antioxidant potential of the extracts (Mir-Cerdà et al., 2023).


Biochem/physiol Actions

Metabolite of oleuropein. Antioxidant. Inhibits the rate of cancer cell proliferation and induces cancer cell apoptosis.

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Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Oleacein phyproof® Reference Substance

PHL83881

Oleacein

Homovanillyl alcohol 99%

Sigma-Aldrich

148830

Homovanillyl alcohol

Oleuropein European Pharmacopoeia (EP) Reference Standard

Y0000805

Oleuropein

Oleocanthal from Olea europaea

Sigma-Aldrich

SMB00810

Oleocanthal

Oleuropein United States Pharmacopeia (USP) Reference Standard

USP

1478163

Oleuropein

Verbascoside ≥99% (HPLC)

Sigma-Aldrich

V4015

Verbascoside

Laura Rubió et al.
Food chemistry, 134(2), 1132-1136 (2012-10-31)
We report progress in the study of olive oil phenolic metabolites in humans and identify a new hydroxytyrosol metabolite called hydroxytyrosol acetate sulphate, which was determined using tandem MS, after ingestion of 30 ml of olive oil with a high
Ghayth Rigane et al.
Journal of food science, 77(10), C1077-C1083 (2012-09-04)
A very simple method is proposed to produce hydroxytyrosol, a commercially unavailable compound with well-known biological properties which justify a potential commercial application. The 2-phase Chemlali olive pomace is selected as substrate for chemical treatment. Different conditions of chemical treatment
Yasuharu Satoh et al.
Metabolic engineering, 14(6), 603-610 (2012-09-06)
The hydroxylation of tyrosine is an important reaction in the biosynthesis of many natural products. The use of bacteria for this reaction has not been very successful due to either the over-oxidation to ortho-quinone when using tyrosinases from bacteria or
Haloom Rafehi et al.
Journal of dietary supplements, 9(2), 96-109 (2012-05-23)
Olive oil, an oil rich in monounsaturated fatty acids (MUFCs) and minor constituents including phenolic compounds, is a major component of the Mediterranean diet. The potential health benefits of the Mediterranean diet were highlighted by the seminal Seven Countries Study
Anna Sgarbossa et al.
Chemico-biological interactions, 199(2), 87-95 (2012-06-28)
Phenylpropanoids have several highly significant biological properties in both plants and animals. Four phenylpropanoid glycosides (PPGs), verbascoside (VB), forsythoside B (FB), echinacoside (EC) and campneoside I (CP), were purified and tested for their capability to activate NRF2 and induce phase

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