39089-30-0

A second atisine base found in the tubers of Aconitum karacolicum, the structure has been elucidated from chemical and spectroscopic data. Oxidation with KMn04 gives anhydroepoxykaracoline. The alkaloid furnishes a triacetyl deriva_x0002_tive which, after pyrolysis and hydrolysis, yields acetyldemethylisopyrokaracoline.

Karacoline is an Aconitane (A189875) derivative, which is a neurotoxin which activates tetrodotoxin-sensitive Na+ channels, inducing presynaptic depolarization, thus blocking the nerve action potential which, in turn, blocks the release of neurotransmitters and decreases the end plate potential at the neuromuscular junction.

ChEBI: An organonitrogen heterocyclic compound that is aconitane bearing hydroxy groups at the 1alpha, 8, and 14alpha positions and substituted at on the nitrogen and at positions 4 and 16beta by ethyl, methyl, a d methoxy groups, respectively.

Sultankhodzhaev, Yunusov, Yunusov., Khim. Prir. Soedin., 9, 199 (1973)