Octadecanolide

Organic chemical compound From Wikipedia, the free encyclopedia

Octadecanolide is an organic compound with the chemical formula C18H34O2. It is a cyclic ester or lactone, more specifically a macrolide.

Quick facts Names, Identifiers ...
Octadecanolide
Names
IUPAC name
oxacyclononadecan-2-one
Other names
  • 1-oxacyclononadecan-2-one
  • 18-Octadecanolide
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
  • InChI=1S/C18H34O2/c19-18-16-14-12-10-8-6-4-2-1-3-5-7-9-11-13-15-17-20-18/h1-17H2
    Key: PGRBVLPTXLOMNB-UHFFFAOYSA-N
  • C1CCCCCCCCC(=O)OCCCCCCCC1
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

Several 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

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