Oleuropein

Names

[ Name ]:
Oleuropein

[Synonym ]:
Olive Leaf Extract
MFCD00017493
Oleuropein
oleuropein glucoside
EINECS 251-129-6
Methyl (2S,3E,4S)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-ethylidene-2-(β-D-glucopyranosyloxy)-3,4-dihydro-2H-pyran-5-carboxylate
2H-Pyran-4-acetic acid, 3-ethylidene-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-, 2-(3,4-dihydroxyphenyl)ethyl ester, (2S,3E,4S)-

Biological Activity

[Description]:

Oleuropein, found in olive leaves and oil, exerts antioxidant, anti-inflammatory and anti-atherogenic effects through direct inhibition of PPARγ transcriptional activity[1]. Oleuropein induces apoptosis in breast cancer cells via the p53-dependent pathway and through the regulation of Bax and Bcl2 genes. Oleuropein also inhibits aromatase[2].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

Research Areas >> Cardiovascular Disease

Signaling Pathways >> Cell Cycle/DNA Damage >> PPAR

Research Areas >> Inflammation/Immunology

Signaling Pathways >> Others >> Aromatase

[Target]

PPARγ

Apoptosis

Aromatase

[In Vitro]

Aromatase, a cytochrome P450 enzyme, is an important pharmacological target in breast cancer therapy[2].

[References]

[1]. Svobodova M, et al. Oleuropein as an inhibitor of peroxisome proliferator-activated receptor gamma. Genes Nutr. 2014 Jan;9(1):376.

[2]. Gorzynik-Debicka M, et al. Potential Health Benefits of Olive Oil and Plant Polyphenols. Int J Mol Sci. 2018 Feb 28;19(3). pii: E686.

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
772.9±60.0 °C at 760 mmHg

[ Melting Point ]:
89-90ºC

[ Molecular Formula ]:
C₂₅H₃₂O₁₃

[ Molecular Weight ]:
540.514

[ Flash Point ]:
257.0±26.4 °C

[ Exact Mass ]:
540.184265

[ PSA ]:
201.67000

[ LogP ]:
-0.91

[ Vapour Pressure ]:
0.0±2.8 mmHg at 25°C

[ Index of Refraction ]:
1.630

[ Storage condition ]:
room temp

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xn

[ Safety Phrases ]:
24/25

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2938909090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2938909090

Articles

Rapid screening of oleuropein from olive leaves using matrix solid-phase dispersion and high-performance liquid chromatography.

J. AOAC Int. 97(4) , 1109-13, (2014)

Matrix solid-phase dispersion (MSPD) methodology as a quick and easy extraction method has been developed to extract oleuropein from Olea europaea leaves. This method has been compared with convention...

A metabolite-profiling approach to assess the uptake and metabolism of phenolic compounds from olive leaves in SKBR3 cells by HPLC-ESI-QTOF-MS.

J. Pharm. Biomed. Anal. 72 , 121-6, (2013)

Olive leaves, an easily available natural low-cost material, constitute a source of extracts with significant antitumor activity that inhibits cell proliferation in several breast-cancer-cell models. ...

Antiproliferative effect of oleuropein in prostate cell lines.

Int. J. Oncol. 41(1) , 31-8, (2012)

Currently, there is increasing interest in the in vivo protective effects of natural antioxidants found in dietary plants against oxidative damage caused by free radical species. Oxidative stress has ...