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M3445

Sigma-Aldrich

Magnolol

≥90% (HPLC), from plant

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Synonym(s):
2,2′-Bichavicol, 5,5′-Diallyl-2,2′-biphenyldiol
Empirical Formula (Hill Notation):
C18H18O2
CAS Number:
528-43-8
Molecular Weight:
266.33
MDL number:
MFCD00016658
UNSPSC Code:
12352100
PubChem Substance ID:
24896843
NACRES:
NA.25

biological source

plant

Quality Level

200

Assay

≥90% (HPLC)

solubility

ethanol: soluble 1 mg/mL
methanol: soluble 1.5 mg/mL

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
fungi

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Mode of action

cell membrane | interferes

storage temp.

2-8°C

SMILES string

Oc1ccc(CC=C)cc1-c2cc(CC=C)ccc2O

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

InChI key

VVOAZFWZEDHOOU-UHFFFAOYSA-N

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General description

Magnolol is a bioactive neolignan extracted from the root and stem bark of different Chinese herbal Magnolia trees. It has a hydroxylated bi-phenoid structure like that of its structural isomer honokiol. It is a lipophilic compound.

Application

Magnolol has been used:
  • to test its effect on muscle atrophy and macrophage subtypes in sarcopenia mouse model
  • to test its inhibitory effect on human umbilical vein endothelial cells (HUVECs) in angiogenesis assay
  • to test its anti-fungal effects on growth, ultrastructure, and biofilm formation of Candida spp. strains
  • in the preparation of immobilized amino-functionalized mesoporous silica particles for prolonged-release studies

Biochem/physiol Actions

Magnolol exerts anti-depressant and, neurodegenerative properties. It is also considered to be a potent anti-cancer agent for its involvement in reducing cell proliferation, cell cytotoxicity, and inducing apoptosis.
Magnolol is a bioactive plant component isolated from the root and stem bark of Magnolia officinalis with antifungal, antibacterial and antioxidant effects. Magnolol also demonstrates anti-inflammatory activity by interferring with NF-κB signaling. It also appears to have anti-inflammatory properties related to vascular disorders such as atherosclerosis due to its ability to inhibit IL-6-induced STAT3 activation.

Signal Word

Danger

Hazard Statements

H315,H318,H335,H411

Hazard Classifications

Aquatic Chronic 2 - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Hanna Kuk et al.
Scientific reports, 7(1), 17820-17820 (2017-12-21)
Due to gravity the venous vasculature in the lower extremities is exposed to elevated pressure levels which may be amplified by obesity or pregnancy. As a consequence, venules dilate and may be slowly transformed into varicose or spider veins. In
Development of a prolonged-release drug delivery system with magnolol loaded in amino-functionalized mesoporous silica
Stefanache A, et al.,
Applied Sciences, 237-237 (2017)
Rajendra Karki et al.
Experimental cell research, 319(20), 3238-3250 (2013-08-03)
Increased proliferation and migration of vascular smooth muscle cells (VSMCs) contribute importantly to the formation of both atherosclerotic and restenotic lesions. The objective of this study was to investigate the effect of magnolol on VSMC migration. The proteolytic activity of
Yongtao Bai et al.
Steroids, 135, 73-78 (2018-03-21)
Evidence showed that the stress hormone corticosterone (CORT) injection resulted in dysregulation of the hypothalamic-pituitary-adrenal (HPA) axis implicated in major depressive disorder. Magnolol, main constituent identified in the barks of Magnolia officinalis, exerted antidepressant effects in a rat model of
Jianhong Zhang et al.
BioMed research international, 2019, 1847130-1847130 (2019-06-27)
Over years, various biological constituents are isolated from Traditional Chinese Medicine and confirmed to show multifunctional activities. Magnolol, a hydroxylated biphenyl natural compound isolated from Magnolia officinalis, has been extensively documented and shows a range of biological activities. Many signaling
View All Related Papers

Articles

NF-κB and Inflammation

Chronic inflammation is an underlying factor in the development and progression of many of the chronic diseases of aging, such as arthritis, atherosclerosis, diabetes, and cancer.

Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

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