Magnolol

Chemical compound From Wikipedia, the free encyclopedia

Magnolol is an organic compound that is classified as lignan. It is a bioactive compound found in the bark of the Houpu magnolia (Magnolia officinalis) and in M. grandiflora.[2]

Quick facts Names, Identifiers ...
Magnolol[1]
Names
IUPAC name
3,3′-Neoligna-8,8′-diene-4,4′-diol
Systematic IUPAC name
5,5′-Di(prop-2-en-1-yl)[1,1′-biphenyl]-2,2′-diol
Other names
Dehydrodichavicol
5,5'-Diallyl-2,2'-dihydroxybiphenyl
5,5'-Diallyl-2,2'-biphenyldiol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.127.908 Edit this at Wikidata
KEGG
UNII
  • 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 ☒N
    Key: VVOAZFWZEDHOOU-UHFFFAOYSA-N ☒N
  • 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
    Key: VVOAZFWZEDHOOU-UHFFFAOYAE
  • C=CCC1=CC(=C(C=C1)O)C2=C(C=CC(=C2)CC=C)O
Properties
C18H18O2
Molar mass 266.340 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Close

Magnolol is a compound that acts on GABAA receptors and functions as an allosteric modulator. It has antifungal properties and demonstrates anti-periodontal disease effects in animal models. In cell cultures, magnolol stimulates osteoblasts and inhibits osteoclasts, indicating potential for anti-osteoporosis treatment. It also binds in a dimeric form to PPARγ, acting as an agonist of this nuclear receptor. Additionally, magnolol may interact with cannabinoid receptors, acting as a partial agonist of CB2 receptors with lower affinity for CB1 receptors.

Bioactivity

It is known to act on the GABAA receptors in rat cells in vitro[3] as well as having antifungal properties.[4] Magnolol has a number of osteoblast-stimulating and osteoclast-inhibiting activities in cell culture and has been suggested as a candidate for screening for anti-osteoporosis activity.[5] It has anti-periodontal disease activity in a rat model.[6] Structural analogues have been studied and found to be strong allosteric modulators of GABAA.[7]

Magnolol is also binding in dimeric mode to PPARγ, acting as an agonist of this nuclear receptor.[8]

Magnolol may interact with cannabinoid receptors, acting as a partial agonist of CB2 receptors, with lower affinity for the CB1 receptor.[9]

References

Further reading

Related Articles

Wikiwand AI