| Identification | Back Directory | [Name]
CNICIN | [CAS]
24394-09-0 | [Synonyms]
CNICIN
cnicine
CYNISIN
CENTAURIN
Aids104627
Aids-104627
-lactone,8-(3,4-dihydroxy-2-methylenebutyrate)
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
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
(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
Butanoic acid, 3,4-dihydroxy-2-methylene-, (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, (3R)- | [EINECS(EC#)]
246-221-8 | [Molecular Formula]
C20H26O7 | [MDL Number]
MFCD00075707 | [MOL File]
24394-09-0.mol | [Molecular Weight]
378.42 |
| Chemical Properties | Back Directory | [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) |
| Hazard Information | Back Directory | [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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