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ChemicalBook--->CAS DataBase List--->39089-30-0

39089-30-0

39089-30-0 Structure

39089-30-0 Structure
IdentificationBack Directory
[Name]

KARAKOLINE
[CAS]

39089-30-0
[Synonyms]

Karacoline
Carmicheline(7CI)
(16S)-20-Ethyl-16-methoxy-4-methylaconitane-1α,8,14α-triol
Aconitane-1,8,14-triol,20-ethyl-16-methoxy-4-methyl-, (1a,14a,16b)-
Aconitane-1,8,14-triol, 20-ethyl-16-methoxy-4-methyl-, (1α,14α,16β)-
11aH-12,3,6a-Ethanylylidene-7,9-methanonaphth[2,3-b]azocine, aconitane-1,8,14-triolderiv.
[Molecular Formula]

C22H35NO4
[MDL Number]

MFCD00285963
[MOL File]

39089-30-0.mol
[Molecular Weight]

377.522
Chemical PropertiesBack Directory
[Melting point ]

185-186℃ (acetone )
[Boiling point ]

540.2±50.0 °C(Predicted)
[density ]

1.30±0.1 g/cm3 (20 ºC 760 Torr)
[storage temp. ]

2-8°C
[form ]

Solid
[pka]

13.80±0.70(Predicted)
[color ]

White to off-white
Safety DataBack Directory
[RTECS ]

AR5569480
Hazard InformationBack Directory
[Description]

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.
[Uses]

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.
[Definition]

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.
[References]

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