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12247

Oleuropein

≥98.0%

Synonyme(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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A propos de cet article

Formule empirique (notation de Hill) :
C25H32O13
Numéro CAS:
Poids moléculaire :
540.51
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352202
EC Number:
251-129-6
MDL number:
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Quality Segment

assay

≥98.0%

impurities

≤5.0% water

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

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

General description

Oleuropein is the major secondary metabolite found in the olive leaf extract.[1] It is a secoiridoid polyphenol with a structure comprising of a glycosylated ester of elenolic acid with hydroxytyrosol.[1]

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[2]
  • to study its inhibitory effects on bacterial (E. coli) ATP synthase[3]
  • as an inhibitor of plasminogen activator inhibitor-1 (PAI-1) to test its effect on the proliferation of breast cancer cells[4]

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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Cet article
92167O8889PHL89338
Oleuropein phyproof® Reference Substance

PHL89338

Oleuropein

assay

≥98.0%

assay

≥98.0% (HPLC)

assay

≥80% (HPLC)

assay

≥95.0% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

-

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

food and beverages

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

-

impurities

≤5.0% water

impurities

≤5.0% water

impurities

-

impurities

-


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Classe de stockage

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable



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Questions

1–3 of 3 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. What is the half-life of this Oleuropein compound, please?

    1 answer
    1. The half life of this product has not been determined as a product specification. However, there is a literature reference studying the stability of this compound: https://www.mdpi.com/2076-3921/10/12/1963

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