Basic information Safety Supplier Related

CNICIN

Basic information Safety Supplier Related

CNICIN Basic information

Product Name:
CNICIN
Synonyms:
  • cnicine
  • -lactone,8-(3,4-dihydroxy-2-methylenebutyrate)
  • CYNISIN
  • CNICIN
  • CENTAURIN
  • 2,3,3a,4,5,8,9,11a-octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-2-oxocyclodeca[b]furan-4-yl 3,4-dihydroxy-2-methylenebutyrate
  • (3R)-3,4-Dihydroxy-2-methylenebutyric acid (3aR,4S,6E,10Z,11aR)-2,3,3a,4,5,8,9,11a-octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-2-oxocyclodeca[b]furan-4-yl ester
  • 3,4-Dihydroxy-2-methylenebutanoic acid 2,3,3A,4,5,8,9,11A-octahydro-10-(hydroxymethyl)-6-methyl-3-methylene-2-oxocyclodeca[B]furan-4-yl ester
CAS:
24394-09-0
MF:
C20H26O7
MW:
378.42
EINECS:
246-221-8
Product Categories:
  • Heterocycles
Mol File:
24394-09-0.mol
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CNICIN Chemical Properties

Melting point:
142-143°C
alpha 
D20 +158° (c = 2.3 in ethanol)
Boiling point:
622.3±55.0 °C(Predicted)
Density 
1.27±0.1 g/cm3 (20 ºC 760 Torr)
storage temp. 
2-8°C
solubility 
Acetonitrile: Soluble
Methanol: Soluble
form 
Solid
pka
12.77±0.20(Predicted)
color 
White to off-white
LogP
2.320 (est)
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Safety Information

Safety Statements 
22-24/25
Toxicity
mouse,LD50,oral,452mg/kg (452mg/kg),Planta Medica. Vol. 53, Pg. 247, 1987.
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CNICIN Usage And Synthesis

Uses

(+)-Cnicin is a useful research chemical exhibiting antifungal activity of sesquiterpene lactones from Centaurea species.

References

[1] ANKE BACHELIER  Christian D K  Ralf Mayer. Sesquiterpene lactones are potent and irreversible inhibitors of the antibacterial target enzyme MurA[J]. Bioorganic & Medicinal Chemistry Letters, 2006, 16 21: Pages 5605-5609. DOI: 10.1016/j.bmcl.2006.08.021
[2] VASILIKI SAROGLOU. Sesquiterpene Lactones from Centaurea spinosa and Their Antibacterial and Cytotoxic Activities[J]. Journal of Natural Products , 2005, 68 9: 1404-1407. DOI: 10.1021/np058042u
[3] TUGCE DEMIROZ . Anti-inflammatory properties of Centaurea calolepis Boiss. and cnicin against Macrovipera lebetina obtusa (Dwigubsky, 1832) and Montivipera xanthina (Gray, 1849) venoms in rat[J]. Toxicon, 2018, 152: Pages 37-42. DOI: 10.1016/j.toxicon.2018.07.016

CNICINSupplier

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