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YANGONIN

Basic information Uses Safety Supplier Related

YANGONIN Basic information

Product Name:
YANGONIN
Synonyms:
  • YANGONIN
  • 11-METHOXYYANGONIN
  • 4-methoxy-6-(beta-(p-anisyl)vinyl)-alpha-pyrone
  • 4-methoxy-6-(p-methoxystyryl)-2h-pyran-2-on
  • 4-methoxy-6-(p-methoxystyryl)-2h-pyran-2-one
  • 5-hydroxy-3-methoxy-7-(p-methoxyphenyl)-2,4,6-heptatrienoicacidgamma-lacton
  • 4-Methoxy-6-[2-(4-methoxyphenyl)ethenyl]-2H-pyran-2-one
  • 4-Methoxy-6-[(E)-2-(4-methoxyphenyl)vinyl]-2H-pyran-2-one
CAS:
500-62-9
MF:
C15H14O4
MW:
258.27
Product Categories:
  • Aromatics
  • Heterocycles
  • Mutagenesis Research Chemicals
Mol File:
500-62-9.mol
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YANGONIN Chemical Properties

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 
Solid
color 
Pale Yellow to Pale Green
BRN 
230710
Stability:
Light Sensitive
LogP
1.750 (est)
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Safety Information

WGK Germany 
3
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YANGONIN Usage And Synthesis

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.

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. 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. Yangonin blocks the activation of NF-κB by TNF-α. It also inhibits anchorage-dependent and independent growth of bladder cancer cell lines through induction of autophagic cell death (IC50s = 15-59 mg/mL).

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.

Uses

A lactone isolated from the Kava plant (Piper methysticum). rokawain, 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 d isorders. a supplements.

Definition

ChEBI: Yangonin is a member of 2-pyranones and an aromatic ether.

YANGONINSupplier

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