Eugenitin is a chromone derivative, a type of phenolic compound found in cloves. It has also been isolated from the fungal species Cylindrocarpon sp. C.M.I. 127996.[1]
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| IUPAC name
5-Hydroxy-7-methoxy-2,6-dimethylchromen-4-one
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| Preferred IUPAC name
5-Hydroxy-7-methoxy-2,6-dimethyl-4H-1-benzopyran-4-one | |
| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C12H12O4 | |
| Molar mass | 220.224 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Synthesis
editEugenitin has also synthethised using the Kostanecki sodium acetate-acetic anhydride cyclization of C-methylphloracetophenone in 1952[2] and from visnagin, khellin and khellol in 1953.[3]
See also
editReferences
edit- ^ Coombe, RG; Lowe, HIC; Watson, TR (1972). "Fungal metabolites. I. Chromone and naphthoquinone metabolites from a Cylindrocarponspecies". Australian Journal of Chemistry. 25 (4): 875. doi:10.1071/CH9720875.
- ^ Whalley, W. B. (1952). "A New Synthesis of Eugenitin". Journal of the American Chemical Society. 74 (22): 5795–5796. doi:10.1021/ja01142a530.
- ^ Schönberg, Alexander; Badran, Nasry; Starkowsky, Nicolas A. (1953). "Furo-chromones and -Coumarins. VII. Degradation of Visnagin, Khellin and Related Substances; Experiments with Chromic Acid and Hydrogen Peroxide; and a Synthesis of Eugenitin". Journal of the American Chemical Society. 75 (20): 4992. doi:10.1021/ja01116a032.
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