Global InformationJasmolone information
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| Names | |
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| Preferred IUPAC name
4-Hydroxy-3-methyl-2-[(2E)-pent-2-en-1-yl]cyclopent-2-en-1-one | |
| Other names
Jasmolone; Jasmololone; Jasmololon
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| Identifiers | |
CAS Number
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3D model (JSmol)
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PubChem CID
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SMILES
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| Properties | |
Chemical formula
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C11H16O2 |
| Molar mass | 180.247 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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Jasmolone is an irregular monoterpene. Irregular monoterpenes are derived from two isoprene C5 units, but do not follow the usual head-to-tail coupling mechanism. Jasmolins are found in pyrethrum flowers. They can specifically be found in the flower heads of Chrysanthemum cinerariaefolium. Jasmolins act as an insecticide for the flower.[1] It is found in the cytoplasm of plants.[2]
Jasmolone is part of the secondary alcohol family. Jasmolone is found in the alcohol portion of pyrethrins. It is thought that jasmolone is a derivative of cyclized and altered fatty acids. The cyclization of the fatty acids is similar to the biosynthetic pathway cyclization of prostaglandins.
A precursor of jasmolone could be alpha-linolenic acid with a 12-oxophytodienoic acid intermediate. The chain shortening could be produced by a beta-oxidation then a decarboxylation.
12-Oxophytodienoic acid is also used in the production of jasmonic acid. Jasmonic acid is used in the production of secondary metabolites in a plants signaling system. Jasmonic acid is used in a plant's response to a microbial infection or wound.
- ^ R.Dewick, “Medicinal Natural Products: A Biosynthetic Approach”, United Kingdom: John Wiley & Sons Ltd, 2009, 204-5.
- ^ Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.