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| 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 | | Major Application | food and beverages | | InChIKey | ZTDFZLVUIVPZDU-QGNHJMHWSA-N | | LogP | 2.320 (est) |
| Safety Statements | 22-24/25 | | WGK Germany | WGK 3 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 | | 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 |
| | CNICIN Preparation Products And Raw materials |
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