A polyphenol with diverse biological activities
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Oleuropein aglycone

Item No. 35547

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2R,3E,4S)-3-ethylidene-3,4-dihydro-2-hydroxy-5-(methoxy,carbonyl)-2H-pyran-4-acetic acid, 2-(3,4-dihydroxyphenyl)ethyl ester
CAS Number
31773-95-2
Synonyms
  • 3,4-DHPEA-EA
Molecular Formula
C19H22O8
Formula Weight
378.4
Purity
≥95%
Formulation (Request formulation change)
A 10 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
Acetonitrile: slightly solubleEthanol: slightly soluble w/ sonication
SMILES
OC1=CC(CCOC(C[C@@H]2C(C(OC)=O)=CO[C@H](/C2=C/C)O)=O)=CC=C1O
InChi Code
InChI=1S/C19H22O8/c1-3-12-13(14(18(23)25-2)10-27-19(12)24)9-17(22)26-7-6-11-4-5-15(20)16(21)8-11/h3-5,8,10,13,19-21,24H,6-7,9H2,1-2H3/b12-3+/t13-,19+/m0/s1
InChi Key
BIWKXNFEOZXNLX-BBHIFXBUSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    5 mg

    $371

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    Cayman Chemical
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    Product Description

    Oleuropein aglycone is a polyphenol and an aglycone form of oleuropein (Item No. 21220) that has been found in extra virgin olive oil and has diverse biological activities.1,2,3,4 It is formed from oleuropein via enzymatic, acidic, or acetyl hydrolysis.1 Dietary administration of oleuropein aglycone (50 mg/kg of food) increases the number of neuronal autophagic vesicles and reverses cognitive deficits in a TgCRND8 transgenic mouse model of Alzheimer’s disease.2 It also decreases cortical and hippocampal levels of histone deacetylase 2 (HDAC2) and restores long-term potentiation in the same model. Oleuropein aglycone increases urinary norepinephrine, as well as interscapular brown adipose tissue epinephrine and UCP1 protein levels, and decreases plasma leptin levels and total abdominal cavity adipose tissue weight in a rat model of high-fat diet-induced obesity.3 It also reduces lung neutrophil infiltration, lipid peroxidation, and IL-1β levels in a mouse model of carrageenan-induced pleurisy.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Xu, F., Li, Y., Zheng, M., et al. Structure properties, acquisition protocols, and biological activities of oleuropein aglycone. Front. Chem. 6, 239 (2018).

    2. Cordero, J.G., García-Escudero, R., Avila, J., et al. Benefit of oleuropein aglycone for Alzheimer’s disease by promoting autophagy. Oxid. Med. Cell. Longev. 5010741 (2018).

    3. Oi-Kando, Y., Iwasaki, Y., Nakamura, T., et al. Oleuropein aglycone enhances UCP1 expression in brown adipose tissue in high-fat-diet-induced obese rats by activating β-adrenergic signaling. J. Nutr. Biochem. 40, 209-218 (2017).

    4. Impellizzeri, D., Esposito, E., Mazzon, E., et al. The effects of oleuropein aglycone, an olive oil compound, in a mouse model of carrageenan-induced pleurisy. Clin. Nutr. 30(4), 533-540 (2011).