Oleuropein
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Oleuropein
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CAS No:
32619-42-4
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Formula:
C25H32O13
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Chemical Name:
Oleuropein
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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
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CAS No:
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].
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.
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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