O8889

Oleuropein

≥80% (HPLC)

• Empirical Formula (Hill Notation): C₂₅H₃₂O₁₃
• CAS Number: 32619-42-4
• Molecular Weight: 540.51
• EC Number: 251-129-6
• MDL number: MFCD16879008
• UNSPSC Code: 12352200
• PubChem Substance ID: 329818929
• NACRES: NA.25

Properties

• description: Synthetic
• Assay: ≥80% (HPLC)
• form: powder
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• storage temp.: room temp
• 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 one of the main phenolic compounds of olive oil, which gives a bitter and pungent taste to the extra-virgin olive oil. It is a type of secoiridoids and an ester of 3-Hydroxytyrosol with an oleosidic skeleton. Oleuropein is found in the oil and fruits of Olea europaea and also in genera belonging to the Oleaceae family.

Application

Oleuropein has been used:

• as an anticancer agent to test its effect on different apoptotic pathway regulators in two breast cancer cell lines (MCF7 and MDA-MB-231) in cell viability assay
• as an antioxidant to test its effect on the hydrogen peroxide (H2O2)-induced premature senescence in human fibroblast cell lines
• to test its anticancer properties on the cell viability, cisplatin resistance, and apoptosis in two ovarian cell lines (A2780S and A2780/CP cell lines)
• as a model antioxidant to analyze the quenching activity of 2,2-diphenyl-1-picrylhydrazyl (DPPH) in different solvents

Biochem/physiol Actions

Oleuropein has many pharmacological benefits with its antioxidant, anti-inflammatory, antimicrobial, antiviral, hypoglycemic, hypolipidemic, neuroprotective, and anti-aging effects. It has shown antimycoplasmal activity against Mycoplasma strains in in vitro studies.

Phenolic constituent of olive oil. Contributes to anticancer properties of olive oil. Oleuropein and its metabolite, hydroxytyrosol, inhibit the rate of cancer cell proliferation and
induce cancer cell apoptosis.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves