O8889
Oleuropein
≥80% (HPLC)
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A propos de cet article
Formule empirique (notation de Hill) :
C25H32O13
Numéro CAS:
Poids moléculaire :
540.51
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
251-129-6
MDL number:
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Laissez-nous vous aiderInChI
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
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
description
Synthetic
assay
≥80% (HPLC)
form
powder
application(s)
metabolomics
vitamins, nutraceuticals, and natural products
storage temp.
room temp
Quality Level
Catégories apparentées
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.
induce cancer cell apoptosis.
Classe de stockage
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Tjaša Prevc et al.
Talanta, 109, 13-19 (2013-04-27)
The rate of reaction of phenolic antioxidants with DPPH depends on solvent composition. The rate constants can differ by more than two orders of magnitude for the same phenolic compound. Reactions are faster in alcohols than in ethyl acetate that
Oleuropein reduces cisplatin resistance in ovarian cancer by targeting apoptotic pathway regulators.
Somayeh Hashemi Sheikhshabani et al.
Life sciences, 278, 119525-119525 (2021-04-25)
Despite many attempts to treat ovarian cancer, 13,940 individuals perish annually due to this disease worldwide. Chemotherapy is the main approach to ovarian cancer treatment, but the development of drug resistance is a major obstacle to the successful treatment. Oleuropein
Pio Maria Furneri et al.
International journal of antimicrobial agents, 20(4), 293-296 (2002-10-19)
The activity of oleuropein, a phenolic glycoside contained in olive oil, was investigated in vitro against Mycoplasma hominis, Mycoplasma fermentans, Mycoplasma pneumoniae and Mycoplasma pirum. Oleuropein inhibited mycoplasmas at concentrations from 20 to 320 mg/l. The MICs of oleuropein to
Aderonke Oyetunji et al.
Psychiatry research, 284, 112769-112769 (2020-01-22)
Postpartum stress has been shown to have an association with infant growth, nutrition, bonding, temperament and ultimately childhood mental wellbeing. When persistent, recurring or chronic, it can negatively impact infant outcome, including the subscales of mental wellbeing such as growth
Samira Asgharzade et al.
European journal of pharmacology, 886, 173509-173509 (2020-09-06)
In spite of advancements in breast cancer therapy, this disease is still one of the significant causes of women fatalities globally. Dysregulation of miRNA plays a pivotal role in the initiation and progression of cancer. Therefore, the administration of herbal
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