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509-20-6

509-20-6 Structure

509-20-6 Structure
IdentificationBack Directory
[Name]

ACONINE
[CAS]

509-20-6
[Synonyms]

ACONINE
Jesaconine
ACONINE USP/EP/BP
Aconine (Jesaconine)
20-ethyl-1,6,16-trimethoxy-4-(methoxymethyl)aconitane-3,8,13...
20-Ethyl-1α,6α,16β-trimethoxy-4-(methoxymethyl)aconitane-3α,8,13,14α,15α-pentol
(15S,16S)-20-Ethyl-1α,6α,16-trimethoxy-4-(methoxymethyl)aconitane-3α,8β,13β,14α,15-pentol
Aconitane-3,8,13,14,15-pentol,20-ethyl-1,6,16-trimethoxy-4-(methoxymethyl)-, (1a,3a,6a,14a,15a,16b)-
Aconitane-3,8,13,14,15-pentol, 20-ethyl-1,6,16-trimethoxy-4-(methoxymethyl)-, (1α,3α,6α,14α,15α,16β)-
(1alpha,3alpha,6alpha,14alpha,15alpha,16beta)-20-Ethyl-1,6,16-trimethoxy-4-(methoxymethyl)aconitane-3,8,13,14,15-pentol
[Molecular Formula]

C25H41NO9
[MDL Number]

MFCD01673464
[MOL File]

509-20-6.mol
[Molecular Weight]

499.597
Chemical PropertiesBack Directory
[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)
[form ]

Solid
[pka]

9.52(at 25℃)
[color ]

Off-White to Pale Yellow
Questions And AnswerBack Directory
[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.

Hazard InformationBack Directory
[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.
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