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Magnolol

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CAS:528-43-8
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Related articles

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Magnolol Basic information
Description 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;Aromatic Phenols;The group of Magnolia;Antifungal;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;natural product;Inhibitors;Honokiol
Mol File:528-43-8.mol
Magnolol Structure
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
pka9.49±0.43(Predicted)
form Solid
color White to Almost white
Odorbitter
biological sourceplant
λmax292nm(EtOH)(lit.)
Merck 14,5697
JECFA Number2023
Stability:Light Sensitive
Major Applicationmetabolomics
vitamins, nutraceuticals, and natural products
Cosmetics Ingredients FunctionsANTIOXIDANT
BLEACHING
InChI1S/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
InChIKeyVVOAZFWZEDHOOU-UHFFFAOYSA-N
SMILESOc1ccc(CC=C)cc1-c2cc(CC=C)ccc2O
LogP4.502 (est)
CAS DataBase Reference528-43-8(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 Class11 - Combustible Solids
Hazard ClassificationsAquatic Chronic 2
Eye Dam. 1
Skin Irrit. 2
STOT SE 3
Hazardous Substances Data528-43-8(Hazardous Substances Data)
ToxicityLD50 orl-mus: 2200 mg/kg BRXXAA #5135746
MSDS Information
ProviderLanguage
Magnolol English
Magnolol Usage And Synthesis
DescriptionMagnolol 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.
Referenceshttps://en.wikipedia.org/wiki/Magnolol
https://www.caymanchem.com/product/14233
DescriptionMagnolol 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 PropertiesWhite or off-white powder
UsesMagnolol 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.
DefinitionChEBI: Magnolol is a member of biphenyls.
HazardModerately toxic by ingestion.
Biological ActivityMagnolol, 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 actionMagnolol (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 ProfileModerately toxic by ingestion.When heated to decomposition it emits acrid smoke andirritating vapors.
in vitroMagnolol 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 vivoMagnolol (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
Tag:Magnolol(528-43-8) Related Product Information
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