MAGNOLOL(SH)
Magnolol
CAS: 528-43-8
Molecular Formula: C18H18O2
MAGNOLOL(SH) - Names and Identifiers
| Name | Magnolol |
| Synonyms | MAGNOLOL Magnolol HONOKIOL(P) MAGNOLOL(SH) Magnolia Extract 5,5'-DIALLYL-2,2'-BIPHENYLDIOL 5,5'-DIALLYL-BIPHENYL-2,2'-DIOL Magnolia officinalis Rehd.et Wils 5,5'-DIALLYL-2,2'-DIHYDROXYBIPHENYL 5,5'-di(prop-2-en-1-yl)biphenyl-2,2'-diol 5',5-di-2-propenyl-(1,1'-Biphenyl)-2,2'-diol |
| CAS | 528-43-8 |
| EINECS | 610-903-7 |
| InChI | InChI=1/C18H18O2/c1-3-5-13-7-9-17(19)15(11-13)16-12-14(6-4-2)8-10-18(16)20/h3-4,7-12,19-20H,1-2,5-6H2 |
MAGNOLOL(SH) - Physico-chemical Properties
| Molecular Formula | C18H18O2 |
| Molar Mass | 266.33 |
| Density | 1.107±0.06 g/cm3(Predicted) |
| Melting Point | 101.5-102° |
| Boling Point | 180°C/1mmHg(lit.) |
| Flash Point | 184.5°C |
| JECFA Number | 2023 |
| Solubility | Soluble in benzene, ether, chloroform, acetone and commonly used organic solvents, difficult to dissolve in water. |
| Vapor Presure | 5.25E-07mmHg at 25°C |
| Appearance | Colorless needle crystal |
| Color | White to Almost white |
| Maximum wavelength(λmax) | ['292nm(EtOH)(lit.)'] |
| Merck | 14,5697 |
| pKa | 9.49±0.43(Predicted) |
| Storage Condition | Sealed in dry,2-8°C |
| Refractive Index | 1.601 |
| MDL | MFCD00016658 |
| Physical and Chemical Properties | Soluble in benzene, ether, chloroform, acetone and commonly used organic solvents, difficult to dissolve in water. Magnolia magnolias official Rehd. et Wils. |
MAGNOLOL(SH) - Risk and Safety
| Hazard Symbols | N - Dangerous for the environment |
| Risk Codes | R37/38 - Irritating to respiratory system and skin. R41 - Risk of serious damage to eyes R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S39 - Wear eye / face protection. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
| UN IDs | UN 3077 |
| WGK Germany | 3 |
| RTECS | DV5105500 |
| HS Code | 29072990 |
| Toxicity | LD50 orl-mus: 2200 mg/kg BRXXAA #5135746 |
MAGNOLOL(SH) - Reference
| Reference Show more | 1. Yuan Jinfeng Zhu Linfeng, Peng Shitao et al. Discussion on the significance of purification of Magnolia officinalis from the growth years and medicinal sites [J]. World Science and Technology-modernization of traditional Chinese medicine 2019 v.21(03):241-246. 2. Huang, Wenjie, Jiang, Cui, LAN, Han, Jihong, et al. Industrial continuous extraction and purification of magnolol from cortex magnoliae officinalis [J]. Guangzhou Chemical Industry 2017 45(23):108-110. 3. Du Huiru, Huang Wenjie, Jiang Cuilan, etc. Optimization of purification of magnolol by medium pressure silica gel column chromatography [J]. Chinese patent medicine 2017 039(004):835-837. 4. Wang Xinming, Huang Ping, Cai Guohao. Effects of magnolol on digestive juice secretion and gastrointestinal motility in mice with functional dyspepsia [J]. Modern digestive and interventional diagnosis and treatment 2020 025(004):454-458. 5. Zhou Qingtan, Wei Ning, Qing, Cui Li, fan Yongchun. Preparation and quality evaluation of magnolol nanocrystals suspension [J]. China pharmacy 2019 30(15):2037-2041. 6. ZHU Linfeng, ZHU Linfeng, Zhang Yuan, et al." Study on the effect of sweating "on the quality of Magnolia officinalis and the establishment of its process [J]. Modern Chinese medicine, 2019, 21(11):1551-1556. 7. Jingwen-guang, Zhang Quan, Du Jie, et al. Determination and cluster analysis of three lignans in Magnolia officinalis from different habitats [J]. World Science and Technology: modernization of traditional Chinese medicine 2018 020(010):1822-1827. 8. Li Yang, Luo Ju, yuan, Chen gongsen, et al. Quality Analysis of ginger Magnolia officinalis in retail pharmacies in Beijing [J]. Modern Chinese medicine research and practice 2018 032(002):58-61. 9. Yang Yan, Xiao Jia-Mei, Yi Zi Yang, et al. Optimization of supercritical CO_2 extraction of Magnolia officinalis and antioxidant activity of extracts [J]. Chinese herbal medicine 2020. 10. Zhang Quan, Jing Wen-guang, Deng Zhi, et al. Grade Evaluation of decoction pieces of ginger Magnolia officinalis based on relative mass constant [J]. Chinese Journal of Experimental prescriptions, 2019, v.25(22):122-127. 11. Huang Chen, Liu Chunming, Wu Tong, et al. In vitro metabolism of magnolol and honokiol in rat liver microsomes by ultra performance liquid chromatography-high resolution mass spectrometry [J]. Journal of Analytical Science, 2019, 035(002):145-151. 12. Huang Wei, Wu Tong, Liu Chunming, etc. Inhibitory effects of magnolol and honokiol on CYP450 in rat liver microsomes evaluated by probe drug method [J]. Modern Applied Pharmacy in China, 2019, 36(04):392-396. 13. Zhang Quan, Jing Wengang, Cheng Xianlong, et al. Study on mass transfer law of Magnolia officinalis during processing based on determination of 9 components [J]. Chinese herbal medicine, 2020, v.51;No.662(03):96-101. 14. Jing Wen-guang, Zhang Quan, Deng Zhi, et al. Quality Evaluation of Magnolia officinalis based on fingerprint, multi-component quantitative analysis and chemometrics [J]. Chinese Journal of Traditional Chinese Medicine, 2019, 44(5). 15. Liu Na, Yuan Jinfeng, Xie Deng Xiang, etc. Quantitative Comparison of chemical composition changes of Magnolia officinalis ginger before and after processing based on multi-component [J]. Central South pharmacy, 2020, v.18;No.173(06):118-122. 16. Lili, Chen Yong, Zhang Mengwei, Huang Hongxia, Gao Shouhong, Chen Wansheng. Determination of 11 main components in UHPLC-MS experience prescription cold dampness lung decoction by Novel coronavirus pneumonia (COVID-19)/MS [J]. Journal of Pharmaceutical Practice, 2021,39(02):148-151 156. 17. Shen, Jia, et al. "Magnol inhibitors the growth of non-small cell lung cancer via inhibition." Cellular Physiology and Biochemistry 42.5 (2017): 1789-1801.https://doi.org/10.1159/000479458 18. Li, J. , et al. "A novel quality evaluation method for magnolia bark using electronic nose and colorimeter data with multiple statistical algorithms - ScienceDirect." Journal of Traditional Chinese Medical Sciences 7. 2(2020):221-227.DOI: 10.1016/j.jtcms. 19. [IF=3.998] Liu Ying et al."The natural compound magnolol inhibits invasion and exhibits potential in human breast cancer therapy."Sci Rep-Uk. 2013 Nov;3(1):1-9 20. [IF=3.205] Dong-Dong Hu et al."Simultaneous determination of ten compounds in rat plasma by UPLC-MS/MS: Application in the pharmacokinetic study of Ma-Zi-Ren-Wan."J Chromatogr B. 2015 Sep;1000:136 21. [IF=3.046] Liwei Dong et al."Echinacoside induces apoptotic cancer cell death by inhibiting the nucleotide pool sanitizing enzyme MTH1."Oncotargets Ther. 2015; 8: 3649-3664 22. [IF=0] Jia Shen et al."Magnolol Inhibits the Growth of Non-Small Cell Lung Cancer via Inhibiting Microtubule Polymerization."Cell Physiol Biochem. 2017;42(5):1789-1801 23. [IF=3.373] Kewei Zhang et al."Discrimination between raw and ginger juice processed Magnoliae officinalis cortex based on HPLC and Heracles NEO ultra-fast gas phase electronic nose."Phytochemical Analysis. 2022 Mar 22 |
MAGNOLOL(SH) - Reference Information
| Plant source: | Magnolia officinalis |
| FEMA | 4559 | MAGNOLOL |
| plant extract | magnolol is officinalis Rehd. et Wills from Magnoliaceae (Magnoliaceae) plant Magnolia Magnolia. And Magnolia officinalis Rehd. et Wills. var. biloba Rehd. et Wills. An active substance extracted from dry skin, branch skin and root skin has antibacterial, anti-inflammatory, anti-tumor, anti-endomycin, muscle relaxation, and relief of acute inflammatory pain. In terms of antibacterial effect, magnolol has significant antibacterial activity against Gram-positive bacteria, acid-resistant bacteria and filamentous fungi, has more significant antibacterial effect against Streptococcus mutans, and has the strongest inhibitory effect on Staphylococcus. Clinically, it is mainly used to eliminate chest and abdomen fullness, calm the central nervous system, athlete muscle relaxation, antifungal, anti-ulcer and other drugs. [Habitat and Distribution] It often grows in the foothills of hillsides at an altitude of 800~1700 meters and in the mixed woods beside streams. It is a light-loving native tree species; it likes cool and humid climate. Slightly acidic or neutral soil with deep, fertile, loose, humus-rich and well-drained soil is appropriate. Mainly produced in Enshi, Jianshi, Badong, Yichang, Lichuan in Hubei Province and Chengkou, Kaixian, Wuxi, Wushan, Shizhu, Wulong, Fengjie in Chongqing. Chongqing Yunyang, Wanzhou, Zhongxian, Fengdu, Fuling, Jiangjin, Qianjiang, Pengshui, Xiushan, Nanchuan and other places are also distributed. [plant morphology] deciduous trees, 7~15m high. The bark is purple-brown, the winter buds are covered by stipules, and the stipules fall off after opening. Single leaves alternate, gathered at the top of branchlets, the leaves are elliptic and obovate, 20 ~ 45cm long, 10 ~ 25cm wide, the apex is obtuse or short-pointed, the base is cuneate or round, the entire or microwave-shaped, and the back When young, it is gray-white and short tomentose, and when old, it is white and powdery. Flowers and leaves open at the same time, single branch tops, white, fragrant, about 15cm in diameter, stout pedicel, covered with brown hairs; tepals 9~12; many stamens; pistil carpels many, arranged on the extended torus. Aggregate fruit ovate-elliptic, woody, with 1 seed per chamber. The flowering period is from April to May and the fruiting period is from September to October. Figure 1 is Magnolia officinalis |
| application | Magnolia officinalis total phenol is a phenolic mixture extracted from traditional Chinese medicine Magnolia officinalis, which has many biological functions such as antiviral, antibacterial, anti-inflammatory and anti-diarrhea, while the antioxidant effect of Magnolia officinalis total phenol is an important basis for its biological function. |
| pharmacological action | magnolol is a diphenylpropyl compound, white to yellowish brown powder, fragrant, spicy and slightly bitter. it is the main active ingredient of magnolia officinalis, and is a small molecular natural product extracted from dry dry skin, root skin and branch skin of magnolia officinalis or magnolia officinalis of magnolia family, it has the effects of anti-inflammatory, antibacterial, protecting cardiovascular and cerebrovascular system, anti-anxiety and depression, muscle relaxation, anti-oxidation, improving gastrointestinal dysfunction and anti-tumor. The water extract of Magnolia officinalis has a significant arrow poison-like effect. Its alcohol extract can reduce the grip strength and has a strong inhibitory effect on spasms induced by drugs such as strychnine and diprotoxin. It can relieve the intestinal spasm caused by barium chloride and pilocarpine, and has an inhibitory effect on the contraction of isolated guinea pig bronchial smooth muscle caused by histamine. A water-soluble alkaloid was isolated from Magnolia officinalis-Magnolia officinalis (also known as Magnolia curarine) has a relaxing effect on striated muscle and can block the transmission of impulses on the motor endplate, so it is a nerve-muscle block effect. honokiol has antibacterial effects on gram-positive bacteria such as staphylococcus, pneumococcus, hemolytic streptococcus and gram-negative bacilli such as dysentery bacillus, typhoid bacillus, Escherichia coli and Bacillus subtilis. The ether extract of Magnolia officinalis can reduce the spontaneous activity of mice and resist the excitement caused by methamphetamine or apomorphine. Magnolol and isobalokiol also have significant central inhibitory effects. Magnolol can completely inhibit spinal cord reflex in mice, and ether extract 0.25~1 g/kg can show central inhibition that any reflex disappears. Magnolia officinalis Shengpin and Jiang Zhipin have anti-gastric ulcer effect on rat pyloric ligation type and stress type 2 acute experimental gastric ulcer model, especially ginger products have stronger effect. With magnolol 100mg/kg intraperitoneal injection or subcutaneous injection, water immersion bound stress ulcer disease, mercaptoethylamine ulcer, pyloric ligation ulcer have inhibitory effect, but also can antagonize the role of central gastric acid secretion stimulant. |
| use | used for content determination/identification/pharmacological experiments, etc. Pharmacological effects: Magnolol has obvious and long-lasting central muscle relaxation, central nervous system inhibition, anti-inflammatory, antibacterial, anti-pathogenic microorganisms, anti-ulcer, anti-oxidation, anti-tumor, inhibit morphine withdrawal reaction, can inhibit Platelet aggregation and other pharmacological effects, magnolol is used to treat acute enteritis. Bacterial or amoebic dysentery. Chronic gastritis, etc. Among them, in terms of antibacterial effect, magnolol has significant antibacterial activity against Gram-positive bacteria, acid-resistant bacteria and filamentous fungi, has more significant antibacterial effect against Streptococcus mutans, and has the strongest inhibitory effect on Staphylococcus. Clinically, it is mainly used to eliminate chest and abdomen fullness, calm the central nervous system, athlete muscle relaxation, antifungal, anti-ulcer and other drugs. It has antifungal, antibacterial and antioxidant bioactive substances, and has anti-inflammatory activity by interfering with NF -κB signaling. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 21:54:55
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