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Oleuropein

Oleuropein structure

Oleuropein 

structure
  • CAS No:

    32619-42-4

  • Formula:

    C25H32O13

  • Chemical Name:

    Oleuropein

  • Synonyms:

    2H-Pyran-4-acetic acid,3-ethylidene-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-,2-(3,4-dihydroxyphenyl)ethyl ester,(2S,3E,4S)-;2H-Pyran-4-acetic acid,3-ethylidene-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-,2-(3,4-dihydroxyphenyl)ethyl ester,[2S-(2α,3E,4β)]-;Oleuropein;2H-Pyran-4-acetic acid,5-carboxy-3-ethylidene-2-(β-D-glucosyloxy)-3,4-dihydro-,3,4-dihydroxyphenethyl 5-methyl ester;Oleoeuropeine;Oleuropeine;Oleoeuropein;Opiace;1392-73-0;4809-64-7;30675-34-4;37341-33-6;163436-64-4

  • Categories:

    Cosmetic Ingredient  >  Antioxidant Ingredient

Description

Oleuropein, found in olive leaves and oil, exerts antioxidant, anti-inflammatory and anti-atherogenic effects through direct inhibition of PPARγ transcriptional activity[1]. Oleuropein induces apoptosis in breast cancer cells via the p53-dependent pathway and through the regulation of Bax and Bcl2 genes. Oleuropein also inhibits aromatase[2].

Oleuropein Basic Attributes

540.51400

540.51

251-129-6

2938909090

Characteristics

201.67000

-0.63420

brown powder

1.5 g/cm3

88 °C

772.9ºC at 760 mmHg

257ºC

1.629

Store in original container in a cool dark place.

Safety Information

NONH for all modes of transport

3

S24/25

Drug Information

Substances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection. (See all compounds classified as Anti-Infective Agents.)|Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)|Drugs used to cause dilation of the blood vessels. (See all compounds classified as Vasodilator Agents.)

2-(3,4-dihydroxyphenyl)ethyl (2S-(2alpha,3E,4beta))-3-ethylidene-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4-acetate

Oleuropein Use and Manufacturing

Oleuropein is a tyrosol ester derivative of elenolic acid and phenolic glycoside found in olive oil. Oleuropein shows antioxidant, anti-ischemic and hypolipidemic activity. Oleuropein has also been used as an immunomodulator .

Computed Properties

Molecular Weight:540.5
XLogP3:-0.4
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:13
Rotatable Bond Count:11
Exact Mass:540.18429107
Monoisotopic Mass:540.18429107
Topological Polar Surface Area:202
Heavy Atom Count:38
Complexity:873
Undefined Atom Stereocenter Count:7
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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