オレウロペイン

オレウロペイン 化学構造式
32619-42-4
CAS番号.
32619-42-4
化学名:
オレウロペイン
别名:
(2S)-3-[(E)-エチリデン]-2-(β-D-グルコピラノシルオキシ)-3,4-ジヒドロ-5-(メトキシカルボニル)-2H-ピラン-4α-酢酸2-(3,4-ジヒドロキシフェニル)エチル;オロイロペイン;オロイロペイングルコシド;オロイロペオシド;オレウロペイン;(2S,3E,4S)-2-(β-D-グルコピラノシルオキシ)-3-エチリデン-5-(メトキシカルボニル)-3,4-ジヒドロ-2H-ピラン-4-酢酸2-(3,4-ジヒドロキシフェニル)エチル;オリーブ葉エキス;オレウロペイン, >95%;オレウロペイン, 75%;メチル (2S,3E,4S)-4-{2-[2-(3,4-ジヒドロキシフェニル)エトキシ]-2-オキソエチル}-3-エチリデン-2-{[(2S,3R,4S,5S,6R)-3,4,5-トリヒドロキシ-6-(ヒドロキシメチル)オキサン-2-イル]オキシ}-3,4-ジヒドロ-2H-ピラン-5-カルボキシラート
英語名:
Oleuropein
英語别名:
Olive Leaf Extract;2-(3,4-dihydroxyphenyl)ethyl [2S-(2alpha,3E,4beta)]-3-ethylidene-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4-acetate;2H-Pyran-4-acetic acid, 3-ethylidene-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-, 2-(3,4-dihydroxyphenyl)ethyl ester, [2S-(2alpha,3E,4beta)];Methyl (4S,5E,6S)-4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl]-5-ethylidene-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate;A688;A-688;OLEUROPEIN;Oleuropein ext;Oleuropein CRS;Oleuropein, >
CBNumber:
CB9154313
化学式:
C25H32O13
分子量:
540.52
MOL File:
32619-42-4.mol

オレウロペイン 物理性質

融点 :
89-90°C
比旋光度 :
D20 -147° (H2O, alcohol, or acetone); D20 -127°
沸点 :
772.9±60.0 °C(Predicted)
比重(密度) :
1.50±0.1 g/cm3(Predicted)
貯蔵温度 :
Inert atmosphere,2-8°C
溶解性:
DMSO(微量)、エタノール(微量、超音波処理)、メタノール(微量)
酸解離定数(Pka):
9.70±0.10(Predicted)
色:
ライトベージュ~ダークブラウン
安定性::
吸湿性、光感受性
InChIKey:
RFWGABANNQMHMZ-JUVTZQQOSA-N
SMILES:
C([C@@H]1C(=CO[C@@H](O[C@@]2([H])[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)/C/1=C/C)C(=O)OC)C(=O)OCCC1C=CC(O)=C(O)C=1 |&1:1,5,7,9,10,12,14,r|
LogP:
-0.865 (est)
CAS データベース:
32619-42-4(CAS DataBase Reference)

安全性情報

Sフレーズ  24/25
WGK Germany  3
HSコード  29389090

オレウロペイン 価格 もっと(27)

メーカー 製品番号 製品説明 CAS番号 包装 価格 更新時間 購入
富士フイルム和光純薬株式会社(wako) W01CHDASB-00015310 オレウロペイン
Oleuropein
32619-42-4 5mg ¥46400 2024-03-01 購入
富士フイルム和光純薬株式会社(wako) W01CHDASB-00015310 オレウロペイン
Oleuropein
32619-42-4 10mg ¥68000 2024-03-01 購入
関東化学株式会社(KANTO) 49066-05 オロイロペイン
Oleuropein
32619-42-4 10mg ¥43000 2024-03-01 購入
Sigma-Aldrich Japan Y0000805 オレウロペイン European Pharmacopoeia (EP) Reference Standard
Oleuropein European Pharmacopoeia (EP) Reference Standard
32619-42-4 y0000805 ¥24800 2024-03-01 購入
Sigma-Aldrich Japan 12247 オレウロペイン ≥98.0%
Oleuropein ≥98.0%
32619-42-4 10mg ¥47000 2023-06-01 購入

オレウロペイン MSDS


Olive Leaf Extract

オレウロペイン 化学特性,用途語,生産方法

定義

本品は、オリーブOlea europaeaの葉のエキスである。

化粧品の成分用途

皮膚コンディショニング剤

説明

Oleuropein is a phenolic compound extracted from olive (Canarium album (Lour.) Raeusch., Gan Lan) leaves mainly. The olive tree belongs to family Oleaceae Olea genus of evergreen trees, and it is the world famous fruit and woody species. There is highly edible value for cultivating trees. Affiliated to famous economic forest and subtropical fruit trees, they are rich in olive oil which is considered as high-quality edible oil .

化学的特性

Brown Solid

物理的性質

Appearance: crystal in ethyl acetate. Solubility: very soluble in ethanol, acetone, glacial acetic acid, and 5% NaOH solution; soluble in water, butanol, ethyl acetate, and butyl acetate; insoluble in ether, petroleum ether, chloroform, and carbon tetrachloride. Melting point: 87–89 °C. Specific optical rotation: 147° in water/ethanol/ propane with a concentration of 1 mol/L; able to convert to 127° in water in 9 h.

来歴

The usage of olive ramification (including olive oil) in human health dates back to several centuries ago. For centuries, olive oil has been added to cosmetics and pharmacological agent. However, the unrefined mixture is applied primarily, and later studies have found that the main component of it which can be absorbed is olive polyphenols . Olive polyphenol, which gives a unique bitter taste, is mainly from the seeds, leaves, and immature bark of the olive (14% of dry weight). The content and purity are affected by fruit ripening stage, production, and extraction technology. In 1959, oleuropein was isolated, and the chemical structure was identified . In addition, oleuropein can be found in other kinds of plants, such as Lauraceae, Syringa, Ligustrum, Hibiscus and Jasminum. Up to now, the amount of Oleaceae containing oleuropein is 25 at least, including jasmine, cloves, lobular lilac, etc. Based on the molecular structure, pharmacological effects have been studied further. Clinical and experiment statistics demonstrated it is beneficial to human health. People gradually realized the function of its antioxidative, anti-inflammatory, and antitumor effects, atherosclerosis prevention, blood glucose hypoglycemia reduction, and nerve protection.

定義

ChEBI: Oleuropein is a secoiridoid glycoside that is the methyl ester of 3,4-dihydro-2H-pyran-5-carboxylic acid which is substituted at positions 2, 3, and 4 by hydroxy, ethylidene, and carboxymethyl groups, respectively and in which the anomeric hydroxy group at position 2 has been converted into its beta-D-glucoside and the carboxylic acid moiety of the carboxymethyl substituent has been converted to the corresponding 3,4-dihydroxyphenethyl ester (the 2S,3E,4S stereoisomer). The most important phenolic compound present in olive cultivars. It has a role as a plant metabolite, a radical scavenger, an anti-inflammatory agent, an antineoplastic agent, an antihypertensive agent, a NF-kappaB inhibitor, an apoptosis inducer, an antioxidant and a nutraceutical. It is a secoiridoid glycoside, a beta-D-glucoside, a methyl ester, a member of catechols, a diester and a member of pyrans.

薬理学

According to the study, the pharmacological effects including antiviral, antitumor, antioxidative, and antimicrobial and cardiovascular protection are investigated. In cardiovascular system, olive leaf extract can reduce the discomfort caused by inadequate arterial blood flow induced by angina and intermittent claudication. Oleuropein can decrease the degree of LDL oxidation and protect from coronary heart disease. The intensity of vascular smooth muscle can be decreased, and the ability of decreasing blood pressure can be achieved. Oleuropein regulates enzymes which participates in specific metabolism of protein, carbohydrate, and lipid and activates pepsin, trypsin, lipase, glycerol dehydrogenase, and GAPDH . The activity of other enzymes is also inhibited by oleuropein.
Oleuropein plays a role in resisting the virus; it can suppress VHSV and acts as a specific HIV inhibitor. It also shows significant activity against respiratory syncytial virus .
Oleuropein destroys the structure of actin filaments in cellular and noncellular detection and inhibits the proliferation and migration of tumor cells. The replication, movement, and invasion of tumor cells can be prevented. However, all of the above are reversible in normal cells .

臨床応用

In the United States and other European countries, olive leaf extract serves as a dietary supplement, and its recommended dose is 50–100 mg as an immunomodulator. FDA also approves olive leaf extracts to be used as antioxidants in foods. In addition, 80% of oleuropein are used for skin care products mainly, and it can protect skin cells from UV. At the same time, it maintains soft and elastic skin effectively to protect skin. With light color and high content, oleuropein is very suitable for cosmetic formula design. In the cream and liquid formula, it is added at a concentration of 0.5–1%. The other pharmacological effects are still in preclinical study.

オレウロペイン 上流と下流の製品情報

原材料

準備製品


オレウロペイン 生産企業

Global( 353)Suppliers
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+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21695 55

オレウロペイン  スペクトルデータ(1HNMR)


32619-42-4(オレウロペイン)キーワード:


  • 32619-42-4
  • OLEUROPEIN
  • (2S)-3-[(E)-Ethylidene]-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4α-acetic acid 2-(3,4-dihydroxyphenyl)ethyl ester
  • (2S)-3-[(E)-Ethylidene]-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4α-acetic acid,[2-(3,4-dihydroxyphenyl)ethyl] ester
  • Oleuropeine glucoside
  • 2-(3,4-dihydroxyphenyl)ethyl [2S-(2α,3E,4β)]-3-ethylidene-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4-acetate
  • Methyl (3Z)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-ethylidene-2-{[3,4,5-trihydroxy-6-(hydroxyMethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate
  • (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
  • Oleuropein, >95%
  • Oleuropein Methyl (4S,5E,6S)-4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl]-5-ethylidene-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate
  • (4S,5Z,6R)-4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl]-5-ethylidene-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-oxanyl]oxy]-4H-pyran-3-carboxylic acid methyl ester
  • hydroxy complex alcohol
  • hydroxy complex alcohol (extract)
  • Keywords olive leaf extract
  • Oleuropein ext
  • Oleuropein 40%,50%,60%,70%,80%
  • Oleuropein, >
  • Oleuropein CRS
  • 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)-
  • Methyl (2S,3E,4S)-4-[2-[2-(3,4-Dihydroxyphenyl)ethoxy]-2-oxoethyl]-3-ethylidene-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-2H-pyran-5-carboxylate
  • Oleuropein USP/EP/BP
  • 2-(3,4-dihydroxyphenyl)ethyl [2S-(2α,3E,4β)]-3-ethylidene-...
  • olive extract Oleuropein
  • Oleuropein, ≥98%
  • 2-(3,4-dihydroxyphenyl)ethyl [2S-(2α,3E,4β)]-3-ethylidene-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4-acetate
  • A688
  • A-688
  • 2-(3,4-dihydroxyphenyl)ethyl [2S-(2alpha,3E,4beta)]-3-ethylidene-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4-acetate
  • Methyl (4S,5E,6S)-4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl]-5-ethylidene-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate
  • Olive Leaf Extract
  • 2H-Pyran-4-acetic acid, 3-ethylidene-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-, 2-(3,4-dihydroxyphenyl)ethyl ester, [2S-(2alpha,3E,4beta)]
  • (2S)-3-[(E)-エチリデン]-2-(β-D-グルコピラノシルオキシ)-3,4-ジヒドロ-5-(メトキシカルボニル)-2H-ピラン-4α-酢酸2-(3,4-ジヒドロキシフェニル)エチル
  • オロイロペイン
  • オロイロペイングルコシド
  • オロイロペオシド
  • オレウロペイン
  • (2S,3E,4S)-2-(β-D-グルコピラノシルオキシ)-3-エチリデン-5-(メトキシカルボニル)-3,4-ジヒドロ-2H-ピラン-4-酢酸2-(3,4-ジヒドロキシフェニル)エチル
  • オリーブ葉エキス
  • オレウロペイン, >95%
  • オレウロペイン, 75%
  • メチル (2S,3E,4S)-4-{2-[2-(3,4-ジヒドロキシフェニル)エトキシ]-2-オキソエチル}-3-エチリデン-2-{[(2S,3R,4S,5S,6R)-3,4,5-トリヒドロキシ-6-(ヒドロキシメチル)オキサン-2-イル]オキシ}-3,4-ジヒドロ-2H-ピラン-5-カルボキシラート
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