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Oleuropeinic acid

CAS# 96382-90-0

Oleuropeinic acid

Catalog No. BCX0761----Order now to get a substantial discount!

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Quality Control of Oleuropeinic acid

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Chemical structure

Oleuropeinic acid

3D structure

Chemical Properties of Oleuropeinic acid

Cas No. 96382-90-0 SDF Download SDF
PubChem ID 156485443.0 Appearance Powder
Formula C25O15H30 M.Wt 570.5
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2Z)-2-[4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl]-5-methoxycarbonyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-ylidene]acetic acid
SMILES COC(=O)C1=COC(C(=CC(=O)O)C1CC(=O)OCCC2=CC(=C(C=C2)O)O)OC3C(C(C(C(O3)CO)O)O)O
Standard InChIKey XJDJODWHDUVAGF-QPEQYQDCSA-N
Standard InChI InChI=1S/C25H30O15/c1-36-23(35)14-10-38-24(40-25-22(34)21(33)20(32)17(9-26)39-25)13(7-18(29)30)12(14)8-19(31)37-5-4-11-2-3-15(27)16(28)6-11/h2-3,6-7,10,12,17,20-22,24-28,32-34H,4-5,8-9H2,1H3,(H,29,30)/b13-7-
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Oleuropeinic acid Dilution Calculator

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Oleuropeinic acid Molarity Calculator

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Preparing Stock Solutions of Oleuropeinic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.7528 mL 8.7642 mL 17.5285 mL 35.057 mL 43.8212 mL
5 mM 0.3506 mL 1.7528 mL 3.5057 mL 7.0114 mL 8.7642 mL
10 mM 0.1753 mL 0.8764 mL 1.7528 mL 3.5057 mL 4.3821 mL
50 mM 0.0351 mL 0.1753 mL 0.3506 mL 0.7011 mL 0.8764 mL
100 mM 0.0175 mL 0.0876 mL 0.1753 mL 0.3506 mL 0.4382 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Oleuropeinic acid

Bioactivity-guided isolation of immunomodulatory compounds from the fruits of Ligustrum lucidum.[Pubmed:33798661]

J Ethnopharmacol. 2021 Jun 28;274:114079.

ETHNOPHARMACOLOGICAL RELEVANCE: The fruits of Ligustrum lucidum (FLL) W.T. Aiton (Oleaceae) is included in the 2020 "Chinese Pharmacopoeia" and is widely used in traditional Chinese medicine as a tonic. In recent years, FLL has been reported to improve immune function, but the bioactive compounds and mechanisms of FLL remain poorly characterized. AIM OF THE STUDY: To identify FFL compounds with strong immune activity and explore their molecular mechanisms. MATERIALS AND METHODS: The phagocytic activity of RAW264.7 macrophages and proliferation activity of spleen lymphocytes were used to guide the isolation of bioactive compounds from FLL extracts. Lymphocyte subpopulations, Ca(2+) concentrations, and surface molecule expression were analyzed using flow cytometry. Cytokine secretion was examined using ELISA. FITC-OVA uptake was observed using fluorescence microscopy. NF-kappaB activation was analyzed using western blotting. RESULTS: The extraction and isolation produced ten compounds, namely Oleuropeinic acid, nuezhenide, isonuezhenide, salidroside, isoligustrosidic acid, ligulucidumosides A, 8(E)-nuezhenide, hydroxytyrosol, oleuropein, and p-hydroxyphenethyl 7-beta-D-glucosideelenolic acid ester were isolated and identified from FLL-Bu-30%. Immunoactivity experiments showed that hydroxytyrosol had the strongest macrophage phagocytotic and lymphocyte proliferation-promoting activities. Further studies showed that hydroxytyrosol could significantly enhance lymphocyte subsets CD3(+), CD4(+)/CD8(+), and CD3(+)CD4(-)CD8(-), promote IL-4, IFN-gamma, and TNF-alpha secretion, and increase intracellular Ca(2+) concentrations. In addition, the results from RAW264.7 macrophages showed that hydroxytyrosol increased FITC-OVA uptake, induced TNF-alpha and IL-1beta production, upregulated MHC-II, CD80, and CD86 expression, promoted cytoplasmic IkappaB-alpha degradation, and increased nuclear NF-kappaB p65 levels. CONCLUSION: Our study provides substantial evidence regarding the mechanism of the immunomodulatory effects of compounds from FLL.

Isolation and identification of phenolic glucosides from thermally treated olive oil byproducts.[Pubmed:23323788]

J Agric Food Chem. 2013 Feb 13;61(6):1235-48.

A liquid phase rich in bioactive compounds, such as phenols and sugars, is obtained from olive oil waste by novel thermal treatment. Two groups of fractions with common characteristics were obtained and studied after thermal treatment, acid hydrolysis, and separation by ultrafiltration, chromatography, and finally Superdex Peptide HR. In the first group, which eluted at the same time as oligosaccharides with a low DP (4-2), an oleosidic secoiridoid structure conjugated to a phenolic compound (hydroxytyrosol) was identified as Oleuropeinic acid, and three possible structures were detected. In the second group, glucosyl structures formed by hydroxytyrosol and one, two, or three units of glucose or by tyrosol and glucose have been proposed. Verbascoside, a heterosidic ester of caffeic acid, in which hydroxytyrosol is linked to rhamnose-glucose or one of its isomers was also identified. Neutral oligosaccharides bound to a phenol-containing compound could be antioxidant-soluble fibers with bioactive properties.

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