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Oleuropein

SIGMA/12247 - ≥98.0%

Synonym: (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

CAS Number: 32619-42-4
Empirical Formula (Hill Notation): C25H32O13
Molecular Weight: 540.51
EC Number: 251-129-6
MDL Number: MFCD16879008
Linear Formula: C25H32O13
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-12247-10MG 10 mg
$218.00
1/EA
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45-12247-50MG 50 mg
$0.00
1/EA
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application(s) metabolomics
vitamins, nutraceuticals, and natural products
assay ≥98.0%
impurities ≤5.0% water
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
Quality Level 100 
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(=CC)[C@@H]1CC(=O)OCCc3ccc(O)c(O)c3
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.
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.
Packaging: 10, 50 mg in glass bottle
Packaging: Bottomless glass bottle. Contents are inside inserted fused cone.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98.0%
UNSPSC 12352202

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