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