Anatoxin-a

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Template:Chembox E number
Anatoxin-a
IUPAC name 1-[(1R,6R)-9-azabicyclo[4.2.1]non-4-en-5-yl]ethanone
Other names Anatoxin A
Identifiers
3D model (JSmol)
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Properties
C10H15NO
Molar mass 165.232
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Anatoxin-a is a secondary, bicyclic amine alkaloid and cyanotoxin with acute neurotoxicity. The toxin is produced by at least four different genera of cyanobacteria and has been reported in North America, Europe, Africa, Asia, and Australia. Symptoms of anatoxin exposure are loss of coordination, muscular fasciculations, convulsions and death by respiratory paralysis. Itsmode of action is through the nicotinic acetylcholine receptor where it acts as an analogue of acetylcholine. The molecule is not degraded by cholinesterase thus causes permanent stimulation of muscle cells leading to paralysis. Information on carcinogenicity is not available.

References

  • Wood, S. A., J. P. Rasmussen, P. T. Holland, R. Campbell, and A. L. M. Crowe. 2007. "First Report of the Cyanotoxin Anatoxin-A from Aphanizomenon issatschenkoi (cyanobacteria)" Journal of Phycology 43:356-365.
  • National Center for Environmental Assessment. "Toxicological Reviews of Cyanobacterial Toxins: Anatoxin-a" NCEA-C-1743

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