Acetylaconitine - CAS 77181-26-1
Catalog number: 77181-26-1
Category: Inhibitor
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Molecular Formula:
C36H49NO12
Molecular Weight:
687.77
COA:
Inquire
Targets:
Others
Description:
Acetylaconitine is a diterpenoid alkaloid isolated from the roots of Aconitum kusnezoffii Reichb. It is used in analgesia in rats for the treatment of chronic pain and rheumatoid arthritis.
Purity:
>98%
Appearance:
Solid powder
Synonyms:
Aconine-3,8-diacetate 14-benzoate;Aconitane-3,8,13,14,15-pentol,20-ethyl-1,6,16-;Flaconitine;Trimethoxy-4-(methoxymethyl)-, 3,8-diacetate14-;3-Acetylaconitine
Solubility:
10 mM in DMSO
Storage:
-20°C Freezer
MSDS:
Inquire
Application:
Acetylaconitine is used in analgesia in rats for the treatment of chronic pain and rheumatoid arthritis.
Quality Standard:
In-house standard
Shelf Life:
2 month in rt, long time
Quantity:
Milligrams-Grams
Boiling Point:
715.9±60.0 °C | Condition: Press: 760 Torr
Melting Point:
196-197 °C
Density:
1.36±0.1 g/cm3 | Condition: Temp: 20 °C Press: 760 Torr
InChIKey:
RIPYIJVYDYCPKW-UOGIXDCTSA-N
InChI:
InChI=1S/C36H49NO12/c1-8-37-16-33(17-43-4)22(47-18(2)38)14-23(44-5)35-21-15-34(42)30(48-32(41)20-12-10-9-11-13-20)24(21)36(49-19(3)39,29(40)31(34)46-7)25(28(35)37)26(45-6)27(33)35/h9-13,21-31,40,42H,8,14-17H2,1-7H3/t21-,22-,23+,24-,25+,26+,27-,28?,29+,30-
Canonical SMILES:
CCN1CC2(C(CC(C34C2C(C(C31)C5(C6C4CC(C6OC(=O)C7=CC=CC=C7)(C(C5O)OC)O)OC(=O)C)OC)OC)OC(=O)C)COC
1.Inhibition of rat hippocampal excitability by the plant alkaloid 3-acetylaconitine mediated by interaction with voltage-dependent sodium channels.
Ameri A1. Naunyn Schmiedebergs Arch Pharmacol. 1997 Feb;355(2):273-80.
The effects of the Aconitum alkaloid 3-acetylaconitine on neuronal activity were investigated in the slice preparation and on cultivated neurons of rat hippocampus by extracellular and patch-clamp recordings, respectively. 3-Acetylaconitine (0.01-1 microM) diminished the orthodromic and antidromic population spike in a concentration-dependent manner. The inhibitory action of the drug was preceded by a transiently enhanced excitability. The latency of onset of the inhibition was accelerated by increased stimulation frequency, whereas recovery during washout of the alkaloid was accelerated by decreased stimulation frequency. Moreover, the inhibitory effect of 3-acetylaconitine was evaluated in two different models of epileptiform activity induced either by blockade of GABA receptors by bicuculline (10 microM) or by a nominal Mg(2+)-free bathing medium. In accordance with the activity-dependent mode of action, this compound abolished the synaptically evoked population spikes in the presence of bicuculline or nominal Mg(2+)-free bathing medium, respectively.
2.Different effects on [3H]noradrenaline uptake of the Aconitum alkaloids aconitine, 3-acetylaconitine, lappaconitine, and N-desacetyllappaconitine in rat hippocampus.
Seitz U1, Ameri A. Biochem Pharmacol. 1998 Mar 15;55(6):883-8.
The effect of the Aconitum alkaloids aconitine, 3-acetylaconitine, lappaconitine, and N-desacetyllappaconitine to inhibit [3H]noradrenaline uptake was investigated in rat hippocampal synaptosomes. Aconitine and 3-acetylaconitine, which are known to activate sodium channels, had comparable inhibitory potencies and yielded Ki (inhibitor constant) values of 230 +/- 66 nM and 316 +/- 96 nM, respectively. In contrast, lappaconitine and N-desacetyllappaconitine failed to inhibit [3H]noradrenaline uptake. When either lappaconitine or N-desacetyllappaconitine was applied in combination with aconitine, [3H]noradrenaline uptake was not affected. The sodium channel blocker tetrodotoxin enhanced [3H]noradrenaline uptake, whereas uptake was completely blocked in sodium-free incubation medium. The inhibitory action of aconitine and 3-acetylaconitine on [3H]noradrenaline uptake was blocked by addition of tetrodotoxin. Patch clamp studies performed on cultured rat hippocampal neurons revealed an inhibitory action of lappaconitine and N-desacetyllappaconitine on whole cell sodium currents.
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Chemical Structure

CAS 77181-26-1 Acetylaconitine

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