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AdipoGen Life Sciences
Oleacein
250
CHF
CHF 250.00
In stock
AG-CN2-0535-M0055 mgCHF 250.00
Product Details | |
---|---|
Synonyms | 3,4-DHPEA-EDA; 3,4-Dihydroxyphenylethanol-elenolic acid dialdehyde; Oleacin |
Product Type | Chemical |
Properties | |
Formula |
C17H20O6 |
MW | 320.3 |
CAS | 149183-75-5 |
Source/Host Chemicals | Isolated from Olea europaea. |
Purity Chemicals | ≥97% (HPLC) |
Appearance | Yellow to amber oil. |
Solubility | Soluble in DMSO, dichloromethane or acetonitrile. Slightly soluble in methanol, ethanol or water (0.1mg/ml). |
Identity | Determined by 1H-NMR. |
Other Product Data |
Note: Shown to react spontaneously with water or methanol to give mixtures of hemiacetals or acetals (see Karkoula et al 2012). |
InChi Key | XLPXUPOZUYGVPD-VMPILDALSA-N |
Smiles | OC1=C(O)C=CC(CCOC(C[C@H](CC([H])=O)/C(C([H])=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 |
Description
- Oleacin is a phenolic compound of extra virgin olive oil and has antioxidant, anti-inflammatory, antitumor, antiproliferative, antimicrobial, cardioprotective, antiobesity and antiatherosclerotic properties.
- In vitro studies showed that oleacein reduces ROS production by f-MLP and PMA-stimulated neutrophils (inhibiting the release of myeloperoxidase).
- 5-Lipoxygenase (5-LOX) and NF-κB signaling inhibitor.
- Improves insulin sensitivity in obese mice.
- Dual substrate-inhibitor of catechol-O-methyltransferase. Inhibits the catalytic activities of nicotinamide N-methyltransferase, ATP-citrate lyase, lysine-specific demethylase 6A and N-methyltransferase 4.
Product References
- Simple and hydrolyzable compounds in virgin olive oil. 3. Spectroscopic characterizations of the secoiridoid derivatives: G. Montedoro, et al.; J. Agric. Food Chem. 41, 2228 (1993)
- Isolation of an angiotensin converting enzyme (ACE) inhibitor from Olea europaea and Olea lancea: K. Hansen, et al.; Phytomedicine 2, 319 (1996)
- Comparison of the concentrations of phenolic compounds in olive oils and other plant oils: Correlation with antimicrobial activity: E. Medina, et al.; J. Agr. Food Chem. 54, 4954 (2006)
- Direct Measurement of Oleocanthal and Oleacein Levels in Olive Oil by Quantitative 1H NMR. Establishment of a New Index for the Characterization of Extra Virgin Olive Oils: E. Karkoula, et al.; J. Agric. Food Chem. 60, 11696 (2012)
- Inhibition of human neutrophils NEP activity, CD11b/CD18 expression and elastase release by 3,4-dihydroxy-phenylethanol-elenolic acid dialdehyde, oleacein: M.E. Czerwinska, et al.; Food Chem. 153, 1 (2014)
- One-step semisynthesis of oleacein and the determination as a 5-lipoxygenase inhibitor: K. Vougogiannopoulou, et al.; J. Nat. Prod. 77, 441 (2014)
- Oleacein. translation from Mediterranean diet to potential antiatherosclerotic drug: M. Naruszewicz, et al.; Curr. Pharm. Des. 21, 1205 (2015) (Review)
- Effects of Oleacein on High-Fat Diet-Dependent Steatosis, Weight Gain, and Insulin Resistance in Mice: G.E. Lombardo, et al.; Front. Endocrinol. 9, 116 (2018)
- The extra virgin olive oil phenolic oleacein is a dual substrate-inhibitor of catechol-O-methyltransferase: E. Cuyas, et al.; Food Chem. Toxicol. 128, 35 (2019)
- Computational de-orphanization of the olive oil biophenol oleacein: Discovery of new metabolic and epigenetic targets: E. Cuyas, et al.; Food Chem. Toxicol. 131, 110529 (2019)
- Anti-tumor Activity and Epigenetic Impact of the Polyphenol Oleacein in Multiple Myeloma: G. Juli, et al.; Cancers 11, E990 (2019)
- Oleacein Prevents High Fat Diet-Induced Adiposity and Ameliorates Some Biochemical Parameters of Insulin Sensitivity in Mice: S.M. Lepore, et al.; Nutrients 11, E1829 (2019)
- The Extra-Virgin Olive Oil Polyphenols Oleocanthal and Oleacein Counteract Inflammation-Related Gene and miRNA Expression in Adipocytes by Attenuating NF-kappaB Activation: S. Carpi, et al.; Nutrients 11, E2855 (2019)
- Hydroxytyrosol, Tyrosol and Derivatives and Their Potential Effects on Human Health: A. Karkovic Markovic, et al.; Molecules 24, E2001 (2019)
- Oleacein inhibits STAT3, activates the apoptotic machinery, and exerts anti-metastatic effects in the SH-SY5Y human neuroblastoma cells: S. Cirmi, et al. Food Function 11, 3271 (2020)