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koumine

Basic information Safety Supplier Related

koumine Basic information

Product Name:
koumine
Synonyms:
  • koumine
  • (3R,7alpha,20alpha)-1,2,18,19-Tetradehydro-3,17-epoxy-7,20(2H,19H)cyclovobasan
  • 7,20(2H,19H)-Cyclovobasan, 1,2,18,19-tetradehydro-3,17-epoxy-, (3R,7alpha,20alpha)-
  • 6,4-(Epoxymethano)-3,11b-methano-11bH-pyrido[4,3-c]carbazole, 11c-ethenyl-1,2,3,4,4a,5,6,11c-octahydro-2-methyl-, (3S,4S,4aR,6R,11bS,11cS)-
  • (3S,4S,4aR,6R,11bS,11cS)-2-Methyl-11c-vinyl-1,2,3,4,4a,5,6,11c-octahydro-6,4-(epoxymethano)-3,11b-methanopyrido[4,3-c]carbazole
CAS:
1358-76-5
MF:
C20H22N2O
MW:
306.4
Product Categories:
  • Alkaloids
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
Mol File:
1358-76-5.mol
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koumine Chemical Properties

Melting point:
168℃
Boiling point:
436.5±45.0 °C(Predicted)
Density 
1.42
storage temp. 
2-8°C
solubility 
DMSO : 31.25 mg/mL (101.99 mM; Need ultrasonic)
form 
powder
pka
8.67±0.40(Predicted)
color 
Yellow-brown
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koumine Usage And Synthesis

Description

The Chinese drug 'Kou-wen', said to be derived from Gelsemium elegans Benth., is stated to contain this alkaloid which forms rhombic prisms from Me2 CO. It has [α]23D - 265° (EtOH) and forms a crystalline hydrochloride, m.p. 255°C (dec.) and a hydrobromide, m.p. 269°C (dec.).

Occurrence

Koumine is an alkaloid isolated from Gelsemium elegans Benth.

Uses

Koumine is known to attenuate the lipopolysaccharide-stimulated inflammation in RAW264.7 macrophages.

References

Chou, Pak, Hou., Chin. 1. Physiol., 5, 345 (1931)
Chou, Wang, Chen., ibid, 8,40 (1934)
Chi, Kao, Huang., 1. Amer. Chem. Soc., 60, 1723 (1938)

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