Aconine - CAS 509-20-6
Catalog number: 509-20-6
Category: Inhibitor
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Molecular Formula:
C25H41NO9
Molecular Weight:
499.59
COA:
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Targets:
Others
Description:
Aconine is extracted form the roots of Aconitum kusnezoffii Reichb, a derivative of Aconitine.
Purity:
≥98%
Appearance:
Solid powder
Synonyms:
Jesaconine; 11aH-12,3,6a-Ethanylylidene-7,9-methanonaphth[2,3-b]azocine;
Solubility:
Soluble in DMSO
Storage:
Store at -20 °C
MSDS:
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Application:
A neurotoxin
Quality Standard:
Enterprise Standard
Shelf Life:
As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
Quantity:
Milligrams-Grams
InChIKey:
SQMGCPHFHQGPIF-JIOYIOPFSA-N
InChI:
1S/C25H41NO9/c1-6-26-9-22(10-32-2)12(27)7-13(33-3)24-11-8-23(30)19(28)14(11)25(31,20(29)21(23)35-5)15(18(24)26)16(34-4)17(22)24/h11-21,27-31H,6-10H2,1-5H3/t11-,12-,13+,14-,15+,16+,17-,18?,19-,20+,21+,22+,23-,24+,25-/m1/s1
Canonical SMILES:
CCN1CC2(C(CC(C34C2C(C(C31)C5(C6C4CC(C6O)(C(C5O)OC)O)O)OC)OC)O)COC
1.Aconine inhibits RANKL-induced osteoclast differentiation in RAW264.7 cells by suppressing NF-κB and NFATc1 activation and DC-STAMP expression.
Zeng XZ1,2, He LG1, Wang S3, Wang K1, Zhang YY1, Tao L1, Li XJ1, Liu SW1. Acta Pharmacol Sin. 2016 Feb;37(2):255-63. doi: 10.1038/aps.2015.85. Epub 2015 Nov 23.
AIM: Aconiti Lateralis Radix Preparata is a traditional Chinese medicine used to treat chronic arthritis and is highly effective against rheumatoid arthritis. However, the effects of aconine, a derivative of aconitum alkaloids, on osteoclasts, which can absorb bone, remain unknown. Here, we investigated the effects of aconine on osteoclast differentiation and bone resorption in vitro.
2.Ring A conformation of aconine and pseudaconine in CDCl3.
Deng HY, Chen QH, Wang FP. Nat Prod Commun. 2014 Jun;9(6):785-6.
On the basis of intensive interpretation of the 1H NMR spectroscopic data, the ring A conformation of aconine (1) was speculated as twist boat in CDCl3, and as chair or twist boat in acetone-d6 and pyridine-d5. The ring A of pseudaconine (2) adopts the chair conformation in CDCl3, acetone-d6, and pyridine-ds. Accordingly, the boat conformation of ring A in these two diterpenoid alkaloids in CDCl3 reported in the literature [1] should be revised. The difference in 13C NMR data for the same compound (1 or 2) in two different solvents (CDCl3, pyridine-d5) can be attributed to solvent effects.
3.Biological activities and pharmacokinetics of aconitine, benzoylaconine, and aconine after oral administration in rats.
Zhang H1,2, Sun S1, Zhang W1, Xie X3, Zhu Z2, Chai Y2, Zhang G1. Drug Test Anal. 2015 Sep 11. doi: 10.1002/dta.1858. [Epub ahead of print]
Aconitine (AC), benzoylaconine (BAC), and aconine (ACN) are three representative alkaloids in Aconitum tubers. Knowing that the drug disposal process in vivo is closely related to the toxicity and efficacy of a drug, it is important to classify the disposal properties of these alkaloids. In this study, the pharmacokinetics of the three alkaloids was investigated. The results showed that the three alkaloids could be quickly absorbed, especially BAC, whose Tmax was 0.31 ± 0.17 h. Their Cmax was 10.99, 3.99, and 4.29 ng·mL-1 respectively, indicating that AC had better absorption than BAC and ACN. Subsequently, we further investigated their absorption mechanism using the Caco-2 cell monolayer model in vitro. The results showed that they were poorly absorbed, and the absorption of AC and BAC was inhibited by P-gp, while the absorption of ACN was in a form of passive diffusion. The t1/2 of AC, BAC and ACN was 1.41, 9.49, and 3.32 h, respectively, indicating that the metabolic or excretion rate of AC was quicker than that of BAC and ACN.
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CAS 509-20-6 Aconine

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