12247

Oleuropein

≥98.0%

• Synonym(s): (2S,3E,4S)-3-Ethylidene-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4-acetic acid 2-(3,4-dihydroxyphenyl)ethyl ester
• Empirical Formula (Hill Notation): C₂₅H₃₂O₁₃
• CAS Number: 32619-42-4
• Molecular Weight: 540.51
• EC Number: 251-129-6
• MDL number: MFCD16879008
• UNSPSC Code: 12352202
• PubChem Substance ID: 329749662
• NACRES: NA.32

Properties

• Assay: ≥98.0%
• impurities: ≤5.0% water
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• SMILES string: COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)\C(=C\C)[C@@H]1CC(=O)OCCc3ccc(O)c(O)c3
• InChI: 1S/C25H32O13/c1-3-13-14(9-19(29)35-7-6-12-4-5-16(27)17(28)8-12)15(23(33)34-2)11-36-24(13)38-25-22(32)21(31)20(30)18(10-26)37-25/h3-5,8,11,14,18,20-22,24-28,30-32H,6-7,9-10H2,1-2H3/b13-3+/t14-,18+,20+,21-,22+,24-,25-/m0/s1
• InChI key: RFWGABANNQMHMZ-ZCHJGGQASA-N

Description

General description

Oleuropein is the major secondary metabolite found in the olive leaf extract. It is a secoiridoid polyphenol with a structure comprising of a glycosylated ester of elenolic acid with hydroxytyrosol.

Application

Oleuropein has been used:

• as an anti-inflammatory and antioxidant agent in hepatic steatosis on high-fat diet (HFD) fed mice
• to evaluate protective effects and antioxidant properties on male reproductive function in mice
• to study its inhibitory effects on bacterial (E. coli) ATP synthase
• as an inhibitor of plasminogen activator inhibitor-1 (PAI-1) to test its effect on the proliferation of breast cancer cells

Biochem/physiol Actions

Oleuropein has anti-cancer, antimicrobial, antiviral, anti-ischemic and hypolipidemic activities. It functions as a skin protectant and aids anti-aging. Oleuropein is also implicated in anti-platelet aggregation, hypotensive, anti-rheumatic, antipyretic, diuretic and vasodilatory effects. It reduces the risk of coronary artery diseases. Oleuropein has been shown to augment the secretion of noradrenaline and adrenaline in rat.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable