O8889

Oleuropein

≥80% (HPLC)

• Empirische Formel (Hill-System): C₂₅H₃₂O₁₃
• CAS-Nummer: 32619-42-4
• Molekulargewicht: 540.51
• NACRES: NA.25
• PubChem Substance ID: 329818929
• UNSPSC Code: 12352200
• EC Number: 251-129-6
• MDL number: MFCD16879008

Eigenschaften

• description: Synthetic
• Quality Segment: 100
• 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

Beschreibung

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.[1] It is a type of secoiridoids and an ester of 3-Hydroxytyrosol with an oleosidic skeleton.[1] Oleuropein is found in the oil and fruits of Olea europaea and also in genera belonging to the Oleaceae family.[1]

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[2]
• as an antioxidant to test its effect on the hydrogen peroxide (H2O2)-induced premature senescence in human fibroblast cell lines[3]
• to test its anticancer properties on the cell viability, cisplatin resistance, and apoptosis in two ovarian cell lines (A2780S and A2780/CP cell lines)[4]
• as a model antioxidant to analyze the quenching activity of 2,2-diphenyl-1-picrylhydrazyl (DPPH) in different solvents[5]

Biochem/physiol Actions

Oleuropein has many pharmacological benefits with its antioxidant, anti-inflammatory, antimicrobial, antiviral, hypoglycemic, hypolipidemic, neuroprotective, and anti-aging effects.[1] It has shown antimycoplasmal activity against Mycoplasma strains in in vitro studies.[6]

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.

Sicherheitshinweise

• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)