Chemistry:Iridomyrmecin

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Iridomyrmecin
Iridomyrmecin.svg
Names
Preferred IUPAC name
(4S,4aS,7S,7aR)-4,7-Dimethylhexahydrocyclopenta[c]pyran-3(1H)-one
Other names
Iridomyrmexin
Identifiers
3D model (JSmol)
ChemSpider
UNII
Properties
C10H16O2
Molar mass 168.236 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
Tracking categories (test):

Iridomyrmecin is a defensive chemical, classified as an iridoid, isolated from ants of the genus Iridomyrmex.[1] It has also evolved into a sex pheromone in wasps such as Leptopilina,[2] with host species using the smell of iridomyrmecin as a way of detecting the presence of the parasitoid wasps.[3] Iridomyrmecin is also found in a variety of plants including Actinidia polygama.[4]

See also

  • Cat pheromone#Cat attractants for other chemicals that have behavioural effects on cats

References

  1. "The chemistry of ants. I. Terpenoid constituents of some Australian Iridomyrmex species". Australian Journal of Chemistry 9 (2): 288–293. 1956. doi:10.1071/CH9560288. 
  2. "A nonspecific defensive compound evolves into a competition avoidance cue and a female sex pheromone". Nature Communications 4 (1): 2767. 2013-11-15. doi:10.1038/ncomms3767. PMID 24231727. Bibcode2013NatCo...4.2767W. 
  3. "Drosophila Avoids Parasitoids by Sensing Their Semiochemicals via a Dedicated Olfactory Circuit". PLOS Biology 13 (12): e1002318. December 2015. doi:10.1371/journal.pbio.1002318. PMID 26674493. 
  4. "Exact nature of matatabilactone and the terpenes of Nepeta cataria". Tetrahedron Letters 6 (46): 4097–4102. 1965. doi:10.1016/s0040-4039(01)99572-3.