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Merck
CN

92167

Oleuropein

analytical standard

Synonym(s):

(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

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About This Item

Empirical Formula (Hill Notation):
C25H32O13
CAS Number:
32619-42-4
Molecular Weight:
540.51
NACRES:
NA.24
PubChem Substance ID:
329769872
UNSPSC Code:
85151701
EC Number:
251-129-6
MDL number:
MFCD16879008

Key Documents

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Product Name

Oleuropein, analytical standard

InChI key

RFWGABANNQMHMZ-ZCHJGGQASA-N

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

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

grade

analytical standard

assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

impurities

≤5.0% water

application(s)

food and beverages

format

neat

storage temp.

2-8°C

Quality Level

100

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

General description

Oleuropein is a phenolic compound with pungent odor, which is found in extra virgin olive oil. It can undergo hydrolysis by Lactobacillus plantarum via action of β-glucosidase and esterase to form elenolic acid and hydroxytyrosol as the final products.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN5553
BCCM2865
BCCL2357
BCCJ3888
BCCF3204

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Oleuropein hydrolysis by lactic acid bacteria in natural green olives
Ramirez E, et al.
LWT--Food Science and Technology, 78, 165-171 (2017)
Oleuropein aglycone enhances UCP1 expression in brown adipose tissue in high-fat-diet-induced obese rats by activating ?-adrenergic signaling
Oi-Kano Y, et al.
The Journal of Nutritional Biochemistry, 40, 209-218 (2017)
Robert Domitrović et al.
Pharmacological research, 65(4), 451-464 (2012-01-05)
Olives and olive products, an inevitable part of the Mediterranean diet, possess various beneficial effects, such as a decreased risk of cardiovascular disease and cancer. Oleuropein is a non-toxic secoiridoid found in the leaves and fruits of olive (Olea europaea
Leila Zare et al.
Phytotherapy research : PTR, 26(11), 1731-1737 (2012-03-17)
It has been shown that blockade of L-type calcium channels could abolish the development of opioid-induced antinociceptive tolerance. Here, the antitolerant effects of olive leaf extract (OLE) and its main component, oleuropein, which have a calcium channel blocker property were
Rosaria Acquaviva et al.
International journal of oncology, 41(1), 31-38 (2012-04-10)
Currently, there is increasing interest in the in vivo protective effects of natural antioxidants found in dietary plants against oxidative damage caused by free radical species. Oxidative stress has been invoked as a causative agent in cancer and epidemiological data
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