Oleuropein - Names and Identifiers
Name | 2-(3,4-dihydroxyphenyl)ethyl [2S-(2α,3E,4β)]-3-ethylidene-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4-acetate
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Synonyms | 251-129-6 Oleuropein OLEUROPEIN Olive Leaf Extract Oleuropeine glucoside methyl 4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-ethylidene-2-(hexopyranosyloxy)-3,4-dihydro-2H-pyran-5-carboxylate 2-(3,4-dihydroxyphenyl)ethyl [2S-(2α,3E,4β)]-3-ethylidene-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4-acetate (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 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
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CAS | 32619-42-4
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EINECS | 251-129-6 |
InChI | InChI=1/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 |
InChIKey | RFWGABANNQMHMZ-JUVTZQQOSA-N |
Oleuropein - Physico-chemical Properties
Molecular Formula | C25H32O13
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Molar Mass | 540.52 |
Density | 1.50±0.1 g/cm3(Predicted) |
Melting Point | 89-90°C |
Boling Point | 772.9±60.0 °C(Predicted) |
Specific Rotation(α) | D20 -147° (H2O, alcohol, or acetone); D20 -127° |
Flash Point | 257°C |
Solubility | Easily soluble in ethanol, acetone, pyridine, etc., soluble in water, butanol, ethyl acetate, etc., almost insoluble in ether, petroleum ether, chloroform, etc. |
Vapor Presure | 3.93E-25mmHg at 25°C |
Appearance | Colorless crystal or white powder |
Color | Light Beige to Dark Brown |
pKa | 9.70±0.10(Predicted) |
Storage Condition | Inert atmosphere,2-8°C |
Stability | Hygroscopic, Light Sensitive |
Sensitive | Easily absorbing moisture |
Refractive Index | 1.629 |
MDL | MFCD16879008 |
Physical and Chemical Properties | Olive tree from oil |
Oleuropein - Risk and Safety
Safety Description | 24/25 - Avoid contact with skin and eyes.
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WGK Germany | 3 |
HS Code | 29389090 |
Oleuropein - Reference
Reference Show more | 1. Jiang Qiu, Jiang Haiqiang, Li Huifen, etc. Dynamic changes of four secoiridoid glycosides in ligustrum lucidum wine during steaming [J]. Chinese traditional medicines, 2014, 36(012):2561-2564. 2. Song Meng, Zhang Xue, Lan Li, Huifen et al. Rapid identification of chemical constituents of four iridoid glycosides from fructus Ligustri Lucidi by LC-TOF/MS [J]. Chinese Journal of Experimental prescriptions 2016(16):14-17. 3. Zhao Xin, Zhang Xuelan, Jiang Qiu, etc. Comparison of in vivo gastrointestinal absorption of oleuropein and hydroxytyrosol in rats [J]. Chinese Journal of Experimental prescriptions, 2016, 26 (16):6-9. 4. Yu Qian, Zhao Yingying, Zhang Yi, etc. Development of tea fermented by White ginseng fungus of olive leaves [J]. Food Science and Technology, 2020. 5. Liu Shumin Zhang Shuai male Zhang Ning et al. Discovery of Auxiliary Active component effects in potential target network of acanthopanax senticosus [J]. Pharmacology and Clinic of traditional Chinese medicine 2017(05):127-132. 6. Yang Zhang, mingchunwen, Pan Zhou, Maolin Tian, Jie Zhou, Liang Zhang,Analysis of chemical composition in Chinese olive leaf tea by UHPLC-DAD-Q-TOF-MS/MS and GC-MS and its lipid-lowering effects on the obese mice induced by high-fat diet,Food Research I 7. Deng, Junlin, et al. "Comparative evaluation of maceration and ultrasonic-assisted extraction of phenolic compounds from fresh olives." Ultrasonics Sonochemistry 37 (2017): 328-334.https://doi.org/10.1016/j.ultsonch.2017.01.023 8. [IF=7.491] Junlin Deng et al."Comparative evaluation of maceration and ultrasonic-assisted extraction of phenolic compounds from fresh olives."Ultrason Sonochem. 2017 Jul;37:328 9. [IF=6.529] Yizi Zhang et al."Gastroprotective effects of extract of Jasminum grandiflorum L. flower in HCl/EtOH-induced gastric mucosal ulceration mice."Biomed Pharmacother. 2021 Dec;144:112268 10. [IF=6.475] Yang Zhang et al."Analysis of chemical composition in Chinese olive leaf tea by UHPLC-DAD-Q-TOF-MS/MS and GC-MS and its lipid-lowering effects on the obese mice induced by high-fat diet."Food Res Int. 2020 Feb;128:108785 11. [IF=4.142] Wang Chenxi et al."Systematic quality evaluation of Peiyuan Tongnao capsule by offline two-dimensional liquid chromatography/quadrupole-Orbitrap mass spectrometry and adjusted parallel reaction monitoring of quality markers."Anal Bioanal Chem. 2019 Nov;4 12. [IF=1.902] Danjie Zhang et al."Analysis of chemical variations between raw and wine-processed Ligustri Lucidi Fructus by ultra-high-performance liquid chromatography-Q-Exactive Orbitrap/MS combined with multivariate statistical analysis approach."Biomed Chromatogr. 13. [IF=6.475] Yang Zhang et al."Effect of geographical location and soil fertility on main phenolic compounds and fatty acids compositions of virgin olive oil from Leccino cultivar in China."Food Res Int. 2022 Jul;157:111207 |
Oleuropein - Introduction
2-(3,4-dihydroxyphenyl)ethyl [2S-(2α,3E,4β)]-3-ethyllidene-2-(β-D-glucopyranosyloxy)-3,4-dihydroxy-5-(methoxycarbonyl)-2H-pyran-4-acetate is a natural compound found mainly in the fruits and leaves of olive trees. It belongs to the class of bitter glycosides and is formed by the combination of glucose and tyrosine or tyrosol groups.
2-(3,4-dihydroxyphenyl)ethyl [2S-(2α,3E,4β)]-3-ethyllidene-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4-acetate has a variety of pharmacological activities, including anti-inflammatory, antioxidant, antibacterial and antitumor effects. It is widely used in the field of medicine to treat cardiovascular and cerebrovascular diseases, cancer, inflammation-related diseases, etc. Due to its good antioxidant properties, 2-(3,4-dihydroxyphenyl)ethyl [2S-(2α,3E,4β)]-3-ethyllidene-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4-acetate is also commonly used in skin care products and cosmetics.
2-(3,4-dihydroxyphenyl)ethyl [2S-(2α,3E,4β)]-3-ethyllidene-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4-acetate is mainly extracted from the fruit or leaves of olive trees. Generally, pure 2-(3,4-dihydroxyphenyl)ethyl [2S-(2α,3E,4β)]-3-ethyllidene-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4-acetate.
When using 2-(3,4-dihydroxyphenyl)ethyl [2S-(2α,3E,4β)]-3-ethyllidene-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4-acetate, you need to pay attention to the following safety information: 2-(3,4-dihydroxyphenyl)ethyl [2S-(2α,3E,4β)]-3-ethyllidene-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4-acetate is stable, but sensitive to light and heat. Avoid exposure to direct sunlight and high temperature during storage. During operation, appropriate protective equipment, such as gloves and goggles, should be worn to avoid contact with skin and eyes. At the same time, 2-(3,4-dihydroxyphenyl)ethyl [2S-(2α,3E,4β)] should be used in the correct dose range according to the specific use and concentration. -3-ethyllidene-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4-acetate. If discomfort or abnormalities occur, discontinue use immediately and seek medical attention.
Last Update:2024-04-09 21:11:58