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Names | |
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Preferred IUPAC name 4′-Methoxy-3′,5-di(prop-2-en-1-yl)[1,1′-biphenyl]-2-ol | |
Other names 3,5′-Diallyl-2′-hydroxy-4-methoxybiphenyl | |
Identifiers | |
3D model (JSmol) | |
ChemSpider | |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
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Properties | |
C19H20O2 | |
Molar mass | 280.367 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
4-O-Methylhonokiol is a neolignan, a type of phenolic compound. It is found in the bark of Magnolia grandiflora [1] and in M. virginiana flowers. [2] Recent studies shows the presence of 4-O-Methylhonokiol in a few other Magnolia species such as; Magnoliaofficinalis, Magnolia obovata, and Magnoliagarrettii. [3]
4-O-Methylhonokiol is a CB2 receptor ligand (Ki = 50 nM), showing inverse agonism and partial agonism via different pathways (cAMP and Ca2+), which potently inhibits osteoclastogenesis. [4] 4-O-Methylhonokiol further attenuates memory impairment in presenilin 2 mutant mice through reduction of oxidative damage and inactivation of astrocytes and the ERK pathway. [5] The different neuroprotective effects reported in rodent models may be mediated via CB2 receptors. [6] 4-O-Methylhonokiol activates CB2 receptors and also inhibits the oxygenation of the major endocannabinoid 2-AG via COX-2 in a substrate-selective manner, thus leading to potential synergistic effects at CB receptors. [7] The same study also provided data that 4-O-methylhonokiol can readily pass the blood–brain barrier.