CAS 64285-06-9

Anatoxin a

Description:

Anatoxin-a is a potent neurotoxin produced by certain species of cyanobacteria, commonly known as blue-green algae. It is classified as an alkaloid and is known for its ability to mimic the neurotransmitter acetylcholine, leading to overstimulation of the nervous system. This compound is characterized by its rapid action, causing symptoms such as muscle twitching, paralysis, and potentially death in high doses. Anatoxin-a is highly soluble in water, which contributes to its environmental persistence and potential for bioaccumulation in aquatic ecosystems. Its structure features a bicyclic framework, which is essential for its biological activity. Due to its toxicity, anatoxin-a poses significant risks to both human health and wildlife, particularly in freshwater bodies where cyanobacterial blooms occur. Monitoring and management of water quality are crucial to mitigate the risks associated with this toxin, especially in recreational and drinking water sources.

Formula: C₁₀H₁₅NO

InChI: InChI=1/C10H15NO/c1-7(12)9-4-2-3-8-5-6-10(9)11-8/h4,8,10-11H,2-3,5-6H2,1H3

InChI key: InChIKey=SGNXVBOIDPPRJJ-PSASIEDQSA-N

SMILES: C(C)(=O)C=1[C@@]2(N[C@@](CC2)(CCC1)[H])[H]

Synonyms:

• (+)-Anatoxin a
• 1-(1R,6R)-9-Azabicyclo[4.2.1]non-2-en-2-ylethanone
• 1-(9-Azabicyclo[4.2.1]non-2-en-2-yl)ethanon
• 9-Azabicyclo[4.2.1]nonane, ethanone deriv.
• Anatoxin I
• Ethanone, 1-(1R,6R)-9-azabicyclo[4.2.1]non-2-en-2-yl-
• Ethanone, 1-(9-Azabicyclo[4.2.1]Non-2-En-2-Yl)-
• Ethanone, 1-(9-azabicyclo(4.2.1)non-2-en-2-yl)-, (1R)-
• 1-(9-Azabicyclo[4.2.1]non-2-en-2-yl)ethanone
• 1-(9-Azabicyclo[4.2.1]non-2-én-2-yl)éthanone