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H4291

Sigma-Aldrich

3-Hydroxytyrosol

≥98% (HPLC)

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Synonym(s):
2-(3,4-Dihydroxyphenyl)ethanol, 3,4-Dihydroxyphenethyl alcohol, DOPET, Homoprotocatechuyl alcohol
Empirical Formula (Hill Notation):
C8H10O3
CAS Number:
Molecular Weight:
154.16
Beilstein:
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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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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Pictograms

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Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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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
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
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
Guillermo Rodríguez-Gutiérrez et al.
Molecular nutrition & food research, 56(7), 1137-1147 (2012-06-01)
Olive products are rich in phenolic compounds, which are natural antioxidants in vitro. We tested the in vivo effects of alperujo, an olive production by-product, as well as hydroxytyrosol and 3,4-dihydroxyphenylglycol (DHPG) isolated from alperujo, on indices and pathways of
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

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