Magnolol CAS 528-43-8
Introduction：Basic information about Magnolol CAS 528-43-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Magnolol Basic informationDescription References
| Product Name: | Magnolol |
| Synonyms: | 5,5'-DIALLYL-BIPHENYL-2,2'-DIOL;5,5'-DIALLYL-2,2'-BIPHENYLDIOL;5,5'-DIALLYL-2,2'-DIHYDROXYBIPHENYL;HONOKIOL(P);MAGNOLOL(SH);5',5-di-2-propenyl-(1,1'-Biphenyl)-2,2'-diol;MAGNOLOL;Magnolia officinalis Rehd.et Wils |
| CAS: | 528-43-8 |
| MF: | C18H18O2 |
| MW: | 266.33 |
| EINECS: | 610-903-7 |
| Product Categories: | Herb extract;Plant extract;Nutritional Ingredients;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Inhibitors;Honokiol;natural product;Aromatic Phenols;Antifungal;The group of Magnolia |
| Mol File: | 528-43-8.mol |
Magnolol Chemical Properties
| Melting point | 101.5-102° |
| Boiling point | 180°C/1mmHg(lit.) |
| density | 1.107±0.06 g/cm3(Predicted) |
| FEMA | 4559 | MAGNOLOL |
| storage temp. | Sealed in dry,2-8°C |
| solubility | ethanol: soluble1mg/mL |
| pka | 9.49±0.43(Predicted) |
| form | Solid |
| color | White to Almost white |
| Odor | bitter |
| biological source | plant |
| λmax | 292nm(EtOH)(lit.) |
| Merck | 14,5697 |
| JECFA Number | 2023 |
| Stability: | Light Sensitive |
| Major Application | metabolomics vitamins, nutraceuticals, and natural products |
| Cosmetics Ingredients Functions | ANTIOXIDANT BLEACHING |
| InChI | 1S/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 |
| InChIKey | VVOAZFWZEDHOOU-UHFFFAOYSA-N |
| SMILES | Oc1ccc(CC=C)cc1-c2cc(CC=C)ccc2O |
| LogP | 4.502 (est) |
| CAS DataBase Reference | 528-43-8(CAS DataBase Reference) |
Safety Information
| Hazard Codes | N |
| Risk Statements | 37/38-41-51/53 |
| Safety Statements | 26-39-61 |
| RIDADR | UN 3077 |
| WGK Germany | 3 |
| RTECS | DV5105500 |
| HazardClass | 9 |
| HS Code | 29072990 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Aquatic Chronic 2 Eye Dam. 1 Skin Irrit. 2 STOT SE 3 |
| Hazardous Substances Data | 528-43-8(Hazardous Substances Data) |
| Toxicity | LD50 orl-mus: 2200 mg/kg BRXXAA #5135746 |
| Description | Magnolol is an organic compound belonging to lignan. It is a kind of bioactive compounds identified from the bark of the Magnolia officinalis or M. grandiflora. It has been supplemented to Asian traditional medicine for the treatment of anxiety, sleep disorders, and allergic disease. It can act on the GABA receptor in vitro as a strong allosteric modulator. It also has antifungal effect, anti-periodontal activity as well as many osteoblast-stimulating and osteoclast-inhibiting activities. It has also found that magnolol can also activate the cannabinoid (CB) receptors. |
| References | https://en.wikipedia.org/wiki/Magnolol https://www.caymanchem.com/product/14233 |
| Description | Magnolol is a bioactive compound isolated from the bark of M. officinalis that has been used in Asian traditional medicine for the treatment of anxiety, sleep disorders, and allergic diseases. Magnolol can activate cannabinoid (CB) receptors, behaving as a partial agonist with selectivity for the peripheral CB2 subtype (EC50 = 3.28 μM; Ki = 1.44 μM) versus central CB1 (EC50 = 18.3 μM; Ki = 3.15 μM). |
| Chemical Properties | White or off-white powder |
| Uses | Magnolol is the bioactive phytochemicals found in Magnolia officinalis (1). Magnolol has been used to treat anxiety, cough, headache and allergies (2). It also inhibits tumor necrosis factor-a-*induced ICAM-1 expression in human lung epithelial cells. |
| Definition | ChEBI: Magnolol is a member of biphenyls. |
| Hazard | Moderately toxic by ingestion. |
| Biological Activity | Magnolol, a natural lignan isolated from the stem bark of Magnolia officinalis, is a dual agonist of both RXRα and PPARγ, with EC50 values of 10.4 μM and 17.7 μM, respectively. |
| Mechanism of action | Magnolol (5,5’-diallyl-2,2’-dihydroxybiphenyl) is a polyphenolic binaphthalene compound and a structural isomer of honokiol. Both magnolol and honokiol are isolated from the stem bark of a traditional Chinese herbal medicine Magnolia officinalis, which has been used for management of nervous disturbance, abdominal distention or disorders, gastrointestinal food stagnancy, and coughing and dyspnea. Magnolol has showed a wide spectrum of beneficial activities, including anti-inflammation, antimicroorganism, antioxidation, antiangiogenesis, anticancer, neuroprotection, cardiovascular protection, and lipolysis activities. |
| Safety Profile | Moderately toxic by ingestion.When heated to decomposition it emits acrid smoke andirritating vapors. |
| in vitro | Magnolol is a bioactive lignin found in the bark of the Houpu magnolia (Magnolia officinalis) which shows antifungal properties. Magnolol preferentially increases (3)H-muscimol binding to hippocampus compared to cortex and cerebellum in vitro. Magnolol has a more potent enhancing effect on GABAA receptor alpha2 subunit. Magnolol shows significant inhibitory activities against Trichophyton mentagrophytes, Microsporium gypseum, Epidermophyton floccosum, Aspergillus niger, Cryptococcus neoformans, and Candida albicans with minimum inhibitory concentrations (MIC) in a range of 25-100 μg/ml. |
| in vivo | Magnolol (5-15 mg/kg, p.o.) significantly attenuates the phenotypic severity of dextran sulfate sodium (DSS)-induced colitis in mice. Magnolol (10, 15 mg/kg, p.o.) attenuates histopathological changes and myeloperoxidase activity in the colon of DSS-treated mice, decreases DSS-induced high levels of proinflammatory cytokines TNF-α, IL-1β and IL-6 in the colonic tissues. Magnolol (10 mg/kg, p.o.) also reverses abnormality of serum metabolome, and regulates tryptophan metabolic pathway in mice. |
| References | [1] VIKTOR REMPEL. Magnolia Extract, Magnolol, and Metabolites: Activation of Cannabinoid CB2 Receptors and Blockade of the Related GPR55[J]. ACS Medicinal Chemistry Letters, 2012, 4 1: 41-45. DOI: 10.1021/ml300235q |
Magnolol Preparation Products And Raw materials
| Raw materials | 2-Naphthalenemethanol, decahydro-8-[(2'-hydroxy-5,5'-di-2-propen-1-yl[1,1'-biphenyl]-2-yl)oxy]-α,α,4a,8-tetramethyl-, (2R,4aR,8R,8aR)- |
