Anatoxin-a

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ImageFile=Anatoxin-a.pngImageSize=150px
IUPACName=1- [(1R,6R)-9-azabicyclo [4.2.1] non-4-en-5-yl] ethanone
OtherNames=Anatoxin A
Section1= Chembox Identifiers
CASNo=64285-06-9
PubChem=3034748
SMILES=CC(=O)C1=CCCC2CCC1N2
Section2= Chembox Properties
Formula=C₁₀H₁₅NO
MolarMass=165.232
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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. Its mode 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