Yangonin

• CAT Number: I003759
• CAS Number: 500-62-9
• Molecular Formula: C15H14O4
• Molecular Weight: 258.3
• Purity: ≥95%
• Solubility: 10 mM in DMSO
• Storage: -20°C
• InChIKey: XLHIYUYCSMZCCC-VMPITWQZSA-N

Yangonin is one of the six major kavalactones found in the kava plant; possess significant binding affinity for the cannabinoid receptor CB1 and inhibits NF-κB activation through suppression of the transcriptional activity of the RelA/p65 subunit of NF-κB.IC50 value:Target:in vitro: Yangonin potently inhibits NF-κB activation through suppression of the transcriptional activity of the RelA/p65 subunit of NF-κB. This compound significantly inhibited the induced expression of the NF-κB-reporter gene. However, this compound did not interfere with tumor necrosis factor-α (TNF-α)-induced inhibitor of κBα (IκBα) degradation, p65 nuclear translocation, and DNA-binding activity of NF-κB. Further analysis revealed that yangonin inhibited not only the induced NF-κB activation by overexpression of RelA/p65, but also transactivation activity of RelA/p65. Moreover, yangonin did not inhibit TNF-α-induced activation of p38, but it significantly impaired activation of extracellular signal-regulated kinase 1/2 and stress-activated protein kinase/c-Jun NH(2)-terminal kinase [1]. yangonin exhibited affinity for the human recombinant CB receptor with a K(i)=0.72 μM and selectivity vs. the CB receptor (K(i)>10 μM) [2]. yangonin activate Nrf2 time- and dose-dependently in neural PC-12 and astroglial C6 cells and thereby up-regulate cytoprotective genes [3].

Reference

[1]. Ma J, et al. Yangonin blocks tumor necrosis factor-α-induced nuclear factor-κB-dependent transcription by inhibiting the transactivation potential of the RelA/p65 subunit. J Pharmacol Sci. 2012;118(4):447-54.

[2]. Ligresti A, et al. Kavalactones and the endocannabinoid system: the plant-derived yangonin is a novel CB 1 receptor ligand. Pharmacol Res. 2012 Aug;66(2):163-9.

[3]. Wruck CJ, et al. Kavalactones protect neural cells against amyloid beta peptide-induced neurotoxicity via extracellular signal-regulated kinase 1/2-dependent nuclear factor erythroid 2-related factor 2 activation. Mol Pharmacol. 2008 Jun;73(6):1785-95.