| Identification | Back Directory | [Name]
YANGONIN | [CAS]
500-62-9 | [Synonyms]
Yan
Y100550
YANGONIN
11-METHOXYYANGONIN
Yangoninpproved, it should be
Yangonin, 98%, from Piper methysticum Forst
4-methoxy-6-(p-methoxystyryl)-2h-pyran-2-on
4-methoxy-6-(p-methoxystyryl)-2h-pyran-2-one
4-Methoxy-6-((E)-4-methoxystyryl)pyran-2-one
4-methoxy-6-(beta-(p-anisyl)vinyl)-alpha-pyrone
(E)-4-Methoxy-6-(4-methoxystyryl)-2H-pyran-2-one
4-Methoxy-6-[2-(4-methoxyphenyl)ethenyl]-2H-pyran-2-one
4-Methoxy-6-[(E)-2-(4-methoxyphenyl)vinyl]-2H-pyran-2-one
2H-Pyran-2-one, 4-methoxy-6-[(1E)-2-(4-methoxyphenyl)ethenyl]-
5-hydroxy-3-methoxy-7-(p-methoxyphenyl)-2,4,6-heptatrienoicacidgamma-lacton | [Molecular Formula]
C15H14O4 | [MDL Number]
MFCD00221733 | [MOL File]
500-62-9.mol | [Molecular Weight]
258.27 |
| Questions And Answer | Back Directory | [Uses]
A lactone isolated from the Kava plant (Piper methysticum). The active constituents of Kava are a group of approx. 18 compounds collectively referred to as kavalactones or kava pyrones. Kawain, dihydrokawain, methysticin, dihydromethysticin, yangonin, and desmethoxyyangonin are the six major kavalactones. Kava beverages and other preparations are known to be anxiolytic and are used for anxiety disorders. Dietary supplements containing the root of the kava shrub have been implicated in several cases of liver toxicity in humans, including several who required liver transplants after using kava supplements. |
| Chemical Properties | Back Directory | [Melting point ]
155-157° | [Boiling point ]
487.6±45.0 °C(Predicted) | [density ]
1.325 g/cm3 | [storage temp. ]
2-8°C | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
neat | [color ]
Pale Yellow to Pale Green | [BRN ]
230710 | [Stability:]
Light Sensitive | [LogP]
1.750 (est) |
| Hazard Information | Back Directory | [Description]
Yangonin is a natural kavalactone from the kava plant, P. methysticum. It enhances the binding of bicuculline at the γ-amino butyric acid (GABA) receptor GABAA at 1.0 μM.1 Yangonin also binds the central cannabinoid (CB1) receptor with a Ki value of 0.72 μM, but whether it serves as an agonist or antagonist at this receptor remains to be determined.2 Yangonin blocks the activation of NF-κB by TNF-α.3 It also inhibits anchorage-dependent and independent growth of bladder cancer cell lines through induction of autophagic cell death (IC50s = 15-59 mg/mL).4 | [Definition]
ChEBI: Yangonin is a member of 2-pyranones and an aromatic ether. |
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