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Magnolol

Basic information Description References Safety Supplier Related

Magnolol Basic information

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
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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
form 
Solid
pka
9.49±0.43(Predicted)
color 
White to Almost white
Odor
bitter
biological source
plant
λmax
292nm(EtOH)(lit.)
JECFA Number
2023
Merck 
14,5697
Stability:
Light Sensitive
LogP
4.502 (est)
CAS DataBase Reference
528-43-8(CAS DataBase Reference)
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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
Hazardous Substances Data
528-43-8(Hazardous Substances Data)
Toxicity
LD50 orl-mus: 2200 mg/kg BRXXAA #5135746

MSDS

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Magnolol Usage And Synthesis

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

MagnololSupplier

Changsha Staherb Natural Ingredients Co., Ltd. Gold
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Product Name:Magnolia officinalis P.E.
CAS:528-43-8
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Product Name:Magnolol
CAS:528-43-8
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