Oleuropein

Specifications / Handling

More Information
Product Details
Synonyms	Oleoeuropein
Product Type	Chemical
Properties
Formula	C₂₅H₃₂O₁₃
MW	540.5
CAS	32619-42-4
Source/Host Chemicals	Isolated from Olea europaea.
Purity Chemicals	≥98% (HPLC)
Appearance	White to off-white solid.
Solubility	Soluble in DMSO (30mg/ml), ethanol (30mg/ml) or dimethylformamide (50mg/ml).
Identity	Determined by ¹H-NMR.
InChi Key	RFWGABANNQMHMZ-ZCHJGGQASA-N
Smiles	OC1=C(O)C=CC(CCOC(C[C@H]2/C([C@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O3)OC=C2C(OC)=O)=C\C)=O)=C1
Shipping and Handling
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Keep cool and dry.
Use/Stability	Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS	Download PDF
Product Specification Sheet
Datasheet	Download PDF

Product-specific References

Description

Oleuropein is a polyphenol from olive leaves and fruits that hydrolyzes to form hydroxytyrosol and tyrosol.
Oleuropein exhibits antioxidant, anti-inflammatory, anticancer, antimicrobial, antifungal, antiviral, antiobesity, antidiabetic, antihypertensive, hypolipidemic, hepatoprotective and neuroprotective properties.
Free radical-scavenging compound.
Inhibits cell proliferation, cell growth, migration, invasion and angiogenesis and induces apoptosis and cell cycle arrest in cancer cells but not normal cells. Modulates gene expression and activity of a variety of different signaling proteins that play a role in proliferation and apoptosis. Induces autophagy by activating AMPK.
Potential agent against metabolic syndrome. Reduces adipogenesis by antagonizing PPARγ. Enhances UCP1 expression in brown adipose tissue in high-fat-diet-induced obese rats by activating β-adrenergic signaling. Promotes β cell insulin secretion and protects β cells from amylin amyloid-induced cytotoxicity. Improves insulin resistance by promoting GLUT4 translocation.
Inhibits expression of inflammatory mediators by suppressing the activation of NF-κB and MAPKs.
HIV-1 fusion and integrase inhibitor.

Product References

Studies on the mechanism of the antimicrobial action of oleuropein: B. Juven, et al.; J. Appl. Bacteriol. 35, 559 (1972)
Scavenging of reactive oxygen species by the plant phenols genistein and oleuropein: I. Kruk, et al.; Luminescence 20, 81 (2005)
Oleuropein, a non-toxic olive iridoid, is an anti-tumor agent and cytoskeleton disruptor: H.K. Hamdi & R. Castellon; BBRC 334, 769 (2005)
Discovery of small-molecule HIV-1 fusion and integrase inhibitors oleuropein and hydroxytyrosol: Part I. fusion [corrected] inhibition: S. Lee-Huang, et al.; BBRC 354, 872 (2007)
Discovery of small-molecule HIV-1 fusion and integrase inhibitors oleuropein and hydroxytyrosol: part II. integrase inhibition: S. Lee-Huang, et al.; BBRC 354, 879 (2007)
Oleuropein in olive and its pharmacological effects: S.H. Omar; Sci. Pharm. 78, 133 (2010) (Review)
Oleuropein, an anti-oxidant polyphenol constituent of olive promotes α-secretase cleavage of the amyloid precursor protein (AβPP): M. Kostomoiri, et al.; Cell Mol. Neurobiol. 33, 147 (2013)
Oleuropein as an inhibitor of peroxisome proliferator-activated receptor gamma: M. Svobodova, et al.; Genes Nutr. 9, 376 (2014)
Antifungal Activity of Oleuropein against Candida albicans-The In Vitro Study: N. Zoric, et al.; Molecules 21, E1631 (2016)
Anticancer effects of oleuropein: H. Shamshoum, et al.; Biofactors 43, 517 (2017) (Review)
Oleuropein aglycone enhances UCP1 expression in brown adipose tissue in high-fat-diet-induced obese rats by activating β-adrenergic signaling: Y. Oi-Kano, et al.; J. Nutr. Biochem. 40, 209 (2017)
Olive Component Oleuropein Promotes β-Cell Insulin Secretion and Protects β-Cells from Amylin Amyloid-Induced Cytotoxicity: L. Wu, et al.; Biochemistry 56, 5035 (2017)
Oleuropein inhibits the IL-1β-induced expression of inflammatory mediators by suppressing the activation of NF-κB and MAPKs in human osteoarthritis chondrocytes: Z. Feng, et al.; Food Funct. 8, 3737 (2017)
Oleuropein improves insulin resistance in skeletal muscle by promoting the translocation of GLUT4: Y. Fujiwara, et al.; J. Clin. Biochem. Nutr. 61, 196 (2017)
Antitumor Perspectives of Oleuropein and Its Metabolite Hydroxytyrosol: Recent Updates: M. Imran, et al.; J. Food Sci. 83, 1781 (2018) (Review)
Oleuropein: A natural antioxidant molecule in the treatment of metabolic syndrome: J. Ahamad, et al.; Phytother. Res. 33, 3112 (2019) (Review)

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