LKT Labs

Biochemicals for Life Science Research

Yangonin

Yangonin

Product ID Y0052
Cas No. 500-62-9
Purity ≥98%
Product Unit SizeCostQuantityStock
5 mg $205.70 In stock
10 mg $317.80 In stock
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Description

Yangonin is a dienolide kavalactone originally found in Piper methysticum (kava plant). Yangonin exhibits neuroprotective, neuromodulatory, and antifungal activities. Yangonin activates cannabinoid (CB1) receptors and potentiates the effects of GABA-A receptors. Additionally, yangonin also activates Nrf2 in neurons and astroglia, protecting against amyloid-β (Aβ)-induced neurotoxicity. This compound displays antimicrobial efficacy against species of Fusarium, Trichoderma, and Colletotrichum.

Product Info

Cas No.

500-62-9
Purity

≥98%

Formula

C15H14O4
Formula Wt.

258.27
Chemical Name

(E)-4-Methoxy-6-[2-(4-methoxyphenyl)ethenyl]-2H- pyran-2-one
IUPAC Name

4-methoxy-6-[(E)-2-(4-methoxyphenyl)ethenyl]pyran-2-one
Synonym

4-Methoxy-6-(β-(p-anisyl)vinyl)-α-pyrone
Melting Point

155-157°C
Solubility

Practically insoluble in water. Soluble in hot ethanol (2 mg/mL), DMSO (10 mg/mL), ethyl acetate and acetone. Slightly soluble in benzene or ether.

Appearance

Yellowish/Greenish Crystalline Powder

Shipping and Storage

Store Temp

-20°C
Ship Temp

Ambient

Downloads

MSDS

Y0052 MSDS PDF
Info Sheet

Y0052 Info Sheet PDF

References

Ligresti A, Villano R, Allarà M, et al. Kavalactones and the endocannabinoid system: the plant-derived yangonin is a novel CB1 receptor ligand. Pharmacol Res. 2012 Aug;66(2):163-9. PMID: 22525682.

Wruck CJ, Götz ME, Herdegen T, 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. PMID: 18334601.

Xuan TD, Elzaawely AA, Fukuta M, et al. Herbicidal and Fungicidal Activities of Lactones in Kava (Piper methysticum). J Agric Food Chem. 2006 Feb 8;54(3):720-5. PMID: 16448174.

Boonen G, Häberlein H. Influence of genuine kavapyrone enantiomers on the GABA-A binding site. Planta Med. 1998 Aug;64(6):504-6. PMID: 9776662.

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