Octadecanolide is an organic compound with the chemical formula C18H34O2. It is a cyclic ester or lactone, more specifically a macrolide.
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| IUPAC name
oxacyclononadecan-2-one
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Other names
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3D model (JSmol)
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PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C18H34O2 | |
| Molar mass | 282.468 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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Occurrence
editSeveral species of bees (such as some of genera Colletes, Halictus, Lasioglossum) and butterflies (such as some of genus Heliconius) use octadecanolide as a pheromone.[1] The Dufour's gland of bees in the Halictinae subfamily, contains octadecanolide along with other macrocyclic lactones, which could be used for a range of different applications like nest building, larval food and chemical communication.[2][3][4]
References
edit- ^ octadecanolide in Pherobase
- ^ Hefetz, Abraham; Blum, Murray; Eickwort, George; Wheeler, James (1978). "Chemistry of the dufour's gland secretion of halictine bees". Comparative Biochemistry and Physiology B. 61 (1): 129–132. doi:10.1016/0305-0491(78)90229-8.
- ^ Johansson, Ingela (1982). "Systematic relationship of halictinae bees based on the pattern of macrocyclic lactones in the Dufour gland secretion". Insect Biochemistry. 12 (2): 161–170. doi:10.1016/0020-1790(82)90004-X.
- ^ Mitra, Aniruddha (2013). "Function of the Dufour's gland in solitary and social Hymenoptera". Journal of Hymenoptera Research. 35: 33–58. doi:10.3897/JHR.35.4783.
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