ACONINE Chemical Properties

Melting point:

129-131℃

alpha 

D +23°

Boiling point:

590.79°C (rough estimate)

Density 

1.42

refractive index 

1.6000 (estimate)

storage temp. 

-20°C Freezer

solubility 

Chloroform (Slightly), DMSO (Slightly)

pka

9.52(at 25℃)

form 

Solid

color 

Off-White to Pale Yellow

ACONINE Usage And Synthesis

Toxicity

In vivo, aconine is toxic to mice when administered intravenously at a dose of 120 mg/kg. It induces flaccid paralysis and toxicity in rats with toxic dose (TD50) and LD50 values of 1.5 and 1.7 μmol per animal, respectively.

Description

Aconine is an alkaloid originally isolated from Aconitum species and active metabolite of aconitine. It inhibits osteoclast differentiation of RANKL-stimulated RAW 264.7 cells and bone resorption in a pit formation assay in a concentration-dependent manner. Aconine also inhibits RANKL-induced activation of NF-κB and NFATc1 in RAW 264.7 cells.

Description

Aconine is an alkaloid originally isolated from Aconitum species and active metabolite of aconitine. It inhibits osteoclast differentiation of RANKL-stimulated RAW 264.7 cells and bone resorption in a pit formation assay in a concentration-dependent manner. Aconine also inhibits RANKL-induced activation of NF-κB and NFATc1 in RAW 264.7 cells. In vivo, aconine is toxic to mice when administered intravenously at a dose of 120 mg/kg. It induces flaccid paralysis and toxicity in rats with toxic dose (TD₅₀) and LD₅₀ values of 1.5 and 1.7 μmol per animal, respectively.

Uses

Aconine is a derivative of Aconitine (A189875), 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: Aconine is a diterpene alkaloid with formula C25H41NO9 that is isolated from several Aconitum species. It has a role as a plant metabolite, a human urinary metabolite, a NF-kappaB inhibitor and a xenobiotic. It is a bridged compound, a diterpene alkaloid, an organic heteropolycyclic compound, a polyether, a tertiary amino compound, a pentol, a secondary alcohol and a tertiary alcohol. It derives from a hydride of an aconitane.

IC 50

NF-κB

References

[1] KENTARO WADA  Youkichi O  Makoto Nihira. Effects of chronic administrations of aconitine on body weight and rectal temperature in mice[J]. Journal of ethnopharmacology, 2006, 105 1: Pages 89-94. DOI: 10.1016/j.jep.2005.10.007
[2] XIANG-ZHOU ZENG. Aconine inhibits RANKL-induced osteoclast differentiation in RAW264.7 cells by suppressing NF-κB and NFATc1 activation and DC-STAMP expression[J]. Acta Pharmacologica Sinica, 2015, 37 2: 255-263. DOI: 10.1038/aps.2015.85
[3] TENG-FEI LI Y W Nian Gong. Ester Hydrolysis Differentially Reduces Aconitine-Induced Anti-hypersensitivity and Acute Neurotoxicity: Involvement of Spinal Microglial Dynorphin Expression and Implications for Aconitum Processing[J]. Frontiers in Pharmacology, 2016, 7 1. DOI: 10.3389/fphar.2016.00367

ACONINE(509-20-6)Related Product Information

• Mesaconine
• CRASSICAULINE A
• Hypaconitine
• Aconitine
• Aconitane-1,8,14,15-tetrol, 20-ethyl-6,16-dimethoxy-4-(methoxymethyl)- , (1alpha,6alpha,14alpha,15alpha,16beta)-
• 12-epi-Napelline
• songorine
• Aconifine
• CHASMANINE
• INDACONITINE
• KARAKOLINE
• ACOFORESTININE
• Benzoylhypacoitine
• Schisandrin A
• ACONINE
• benzoylaconine
• (R,R)-(-)-1,2-CYCLOHEPTANEDIOL
• (S,S)-(+)-1,2-CYCLOHEPTANEDIOL