3,4-DIHYDROXYPHENYLETHANOL
3,4-Dihydroxyphenylethanol
CAS: 10597-60-1
Molecular Formula: C8H10O3
3,4-DIHYDROXYPHENYLETHANOL - Names and Identifiers
| Name | 3,4-Dihydroxyphenylethanol |
| Synonyms | HYDROXYTYROSOL Hydroxytyrosol 3-HYDROXYTYROSOL 3-Hydroxytyrosol 3,4-Dihydroxyphenylethanol 3,4-DIHYDROXYPHENYLETHANOL 3,4-Dihydroxyphenethyl Alcohol 2-(3,4-DIHYDROXYPHENYL)ETHANOL 3,4-DIHYDROXYPHENETHYL ALCOHOL 2-(3,4-Dihydroxyphenyl)Ethanol 3,4-Dihydroxyphenylethyl Alcohol 3,4-DIHYDROXYPHENYLETHYL ALCOHOL 4-(2-Hydroxyethyl)Benzene-1,2-Diol 4-(2-HYDROXYETHYL)-1,2-BENZENEDIOL 4-(2-Hydroxyethyl)-1,2-Benzenediol 2-(3,4-Dihydroxyphenyl)Ethyl Alcohol 2-(3,4-DIHYDROXYPHENYL)ETHYL ALCOHOL |
| CAS | 10597-60-1 |
| EINECS | 600-704-3 |
| InChI | InChI=1/C8H10O3/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,9-11H,3-4H2 |
| InChIKey | JUUBCHWRXWPFFH-UHFFFAOYSA-N |
3,4-DIHYDROXYPHENYLETHANOL - Physico-chemical Properties
| Molecular Formula | C8H10O3 |
| Molar Mass | 154.16 |
| Density | 1.321±0.06 g/cm3(Predicted) |
| Boling Point | 355.4±27.0 °C(Predicted) |
| Flash Point | 182.6°C |
| Solubility | Soluble in methanol, DMSO and other solvents, insoluble in petroleum ether, ether, chloroform. |
| Vapor Presure | 1.15E-05mmHg at 25°C |
| Appearance | Pale yellow liquid |
| Color | Colourless to Yellow Sticky Oil to |
| BRN | 2208118 |
| pKa | 9.72±0.10(Predicted) |
| Storage Condition | -20°C |
| Stability | Hygroscopic |
| Refractive Index | 1.5810-1.5860 |
| MDL | MFCD01320529 |
| Physical and Chemical Properties | Soluble in methanol, DMSO and other solvents, insoluble in petroleum ether, ether, chloroform. Leaves from the Oleaceae plant olive (Olea europaea) |
| In vitro study | Hydroxytyrosol (DOPET) shows the inhibition of pro-inflammatory cytokines (TNF-α) and reduces the expression of cyclooxygenase-2 and inducible nitric oxide synthase (iNOS) more than 60%. Hydroxytyrosol (DOPET) modulates the transcription factor NF-κB. Hydroxytyrosol (DOPET) arrests the cell cycle, producing differentiation, apoptosis, or preventing DNA from oxidative stress. |
3,4-DIHYDROXYPHENYLETHANOL - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 3 |
| HS Code | 29072990 |
3,4-DIHYDROXYPHENYLETHANOL - Reference
| Reference Show more | 1. Song Menghan, Zhang Xuelan, Li Huifen, et al. LC-TOF/MS Rapid Identification of Chemical Constituents of Four Kinds of Cycloether Terpene Glycosides Simulated Steamed Products of Ligustrum lucidum [J]. Chinese Journal of Experimental Prescription 2016 (No. 16):14-17. 2. Liang Xiao, Wu Peng, Zhang Xuelan, et al. Attribution and Comparison of HPLC Fingerprint Peaks of Different Processed Products of Ligustrum lucidum [J]. Chinese Medicinal Materials, 2015, 38(011):2288-2292. 3. Jiang Qiu, Jiang Haiqiang, Li Huifen, et al. Changes of Five Phenylethanol Components during Steaming of Ligustrum lucidum [J]. Chinese Journal of Experimental Presentation, 2014, 20(16):60-63. 4. 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(16):6-9. 5. Yu Qian, Zhao yingying, Zhang yi, et al. development of desittering olive leaf white ginseng bacteria fermented tea [J]. food science and technology, 2020. 6. Wu, Haichong, et al. "Hydroxytyrosol exerts an anti-inflammatory effect by suppressing Toll-like receptor 2 and TLR 2 downstream pathways in Staphylococcus aureus-induced mastitis in mice." Journal of Functional Foods 35 (2017): 595-604.https://doi.org/10. 7. Yang Zhang, Mingchun Wen, 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 obesemice induced by high-fat diet, food Research I 8. Deng, Rui, et al. "Identification of poliumoside metabolites in rat feces by high performance liquid chromatography coupled with quadrupole time-of-flight tandem mass spectrometry." Journal of Chromatography B 969 (2014): 285-296.https://doi.org/10.1016/j. 9. 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 10. [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 11. [IF=6.06] Jiahong Han et al."Compatibility effects of ginseng and Ligustrum lucidum Ait herb pair on hematopoietic recovery in mice with cyclophosphamide-induced myelosuppression and its material basis."J Ginseng Res. 2020 Mar;44:291 12. [IF=3.205] Rui Deng et al."Identification of poliumoside metabolites in rat feces by high performance liquid chromatography coupled with quadrupole time-of-flight tandem mass spectrometry."J Chromatogr B. 2014 Oct;969:285 13. [IF=3.197] Haichong Wu et al."Hydroxytyrosol exerts an anti-inflammatory effect by suppressing Toll-like receptor 2 and TLR 2 downstream pathways in Staphylococcus aureus-induced mastitis in mice."J Funct Foods. 2017 Aug;35:595 14. [IF=11.878] Li Xinming et al."A fast and specific fluorescent probe for thioredoxin reductase that works via disulphide bond cleavage."Nat Commun. 2019 Jun;10(1):1-12 15. [IF=6.986] Qingqing Song et al."Retention Time and Optimal Collision Energy Advance Structural Annotation Relied on LC-MS/MS: An Application in Metabolite Identification of an Antidementia Agent Namely Echinacoside."Anal Chem. 2019;91(23):15040-15048 16. [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 17. [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 18. [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 |
3,4-DIHYDROXYPHENYLETHANOL - Reference Information
| Plant source: | Olives |
| introduction of hydroxytyrosol | hydroxytyrosol is an active ingredient in olives and acts as a highly active antioxidant in the human body. Antioxidants are bioactive molecules in many plants, but their activities are not the same. Hydroxytyrosol is regarded as one of the most powerful antioxidants, and the market demand is increasing. Its oxygen radical absorption capacity is about 4,500,000 μmol TE/100g: 10 times that of green tea and more than 2 times that of CoQ10 and quercetin. Professor Liu Jiankang, Director of the Institute of Mitochondrial Biomedicine, Xi'an Jiaotong University Academy of Sciences, cooperated with the Swiss DSM Nutrition Products Company to systematically study the role of a polyphenol extract hydroxytyrosol in olive oil from the level of molecular biology. Research shows that this substance promotes the function of mitochondria by promoting mitochondrial synthesis, they found that the olive oil extract hydroxytyrosol (hydroxytyrosol) can effectively protect the oxidative damage of retinal pigment epithelial cells and mitochondrial dysfunction caused by the toxic component of acrolein in cigarettes. The main mechanism is that hydroxytyrosol can induce cells with detoxification. Two-phase enzyme system. These results suggest that hydroxytyrosol may have a protective effect on the degeneration of retinal pigment epithelial cells caused by smoking, such as retinal macular disease. The results also support that a diet rich in olive oil will be beneficial to the treatment of diseases related to mitochondrial dysfunction such as diabetes and obesity. Fig. 1 shows olive oil and polyphenol extract hydroxytyrosol white powder |
| Efficacy and effects | Hydroxytyrosol has anti-inflammatory effects, dilation of blood vessels and antibacterial effects, can prevent atherosclerosis, and can reduce certain cancers (such as breast, prostate, The incidence of endometrium, digestive tract); because hydroxytyrosol has strong antioxidant activity and reduces the incidence of cancer, it has a huge prospect of medical effects. |
| Application | Hydroxytyrosol has anti-inflammatory effects, dilation of blood vessels and antibacterial effects, can prevent atherosclerosis, and can reduce certain cancers (such as breast, prostate, The incidence of endometrium, digestive tract); because hydroxytyrosol has strong antioxidant activity and reduces the incidence of cancer, it has a huge medical prospect. Hydroxytyrosol is a metabolite of tyrosol and is also found in olive oil with strong antioxidant properties. |
| biological activity | Hydroxytyrosol (DOPET) is a phenolic compound extracted from olive trees and their leaves. it has antioxidant, anti-atherosclerosis, anti-thrombotic, antibacterial, anti-inflammatory and anti-tumor effects. |
| use | 1. hydroxytyrosol is used in cardiovascular drugs, which is effective in the prevention and treatment of arteriosclerosis, hypertension, heart disease, cerebral hemorrhage, etc. It is better than similar drugs. 2. Hydroxytyrosol, as a safe and efficient antioxidant, is applied to beauty products and health products, which can effectively enhance skin elasticity and moisturizing, and has the effect of removing wrinkles and anti-aging. 3. Hydroxytyrosol is beneficial to the skeletal system: it helps the human body to absorb minerals, without calcium supplementation, natural absorption, maintains bone density, reduces osteoporosis, and improves endocrine system function, promotes metabolism, and promotes wound healing. Eliminate free radicals in the body, restore the health of the human viscera and organs, prevent brain failure, delay aging, and maintain youthful vitality. 4. Application of hydroxytyrosol in anti-cancer and anti-cancer: it can prevent and treat lung cancer, breast cancer, uterine metabolites of oleuropein. Antioxidants. Inhibit the proliferation rate of cancer cells and induce apoptosis of cancer cells. |
Last Update：2024-04-09 15:16:46
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