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MedKoo Cat#: 592383 | Name: Aconitine
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Aconitine is a C19 norditerpenoid alkaloid (DITERPENES) from the root of ACONITUM plants. It activates VOLTAGE-GATED SODIUM CHANNELS. It has been used to induce ARRHYTHMIAS in experimental animals and it has antiinflammatory and antineuralgic properties.

Chemical Structure

Aconitine
Aconitine
CAS#302-27-2

Theoretical Analysis

MedKoo Cat#: 592383

Name: Aconitine

CAS#: 302-27-2

Chemical Formula: C34H47NO11

Exact Mass: 645.3149

Molecular Weight: 645.75

Elemental Analysis: C, 63.24; H, 7.34; N, 2.17; O, 27.25

Price and Availability

Size Price Availability Quantity
5mg USD 350.00 2 Weeks
25mg USD 650.00 2 Weeks
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Related CAS #
No Data
Synonym
Aconitine; NSC 56464; NSC-56464; NSC56464; Acetylbenzoylaconine
IUPAC/Chemical Name
(3R,4R,6R,8R,9R,10S,11S,11aR,13R)-11a-acetoxy-1-ethyl-4,9,11-trihydroxy-6,10,13-trimethoxy-3-(methoxymethyl)tetradecahydro-2H-3,6a,12-(epiethane[1,1,2]triyl)-7,9-methanonaphtho[2,3-b]azocin-8-yl benzoate
InChi Key
XFSBVAOIAHNAPC-OXAGEOCMSA-N
InChi Code
InChI=1S/C34H47NO11/c1-7-35-15-31(16-41-3)20(37)13-21(42-4)33-19-14-32(40)28(45-30(39)18-11-9-8-10-12-18)22(19)34(46-17(2)36,27(38)29(32)44-6)23(26(33)35)24(43-5)25(31)33/h8-12,19-29,37-38,40H,7,13-16H2,1-6H3/t19-,20-,21+,22-,23+,24+,25+,26-,27+,28-,29+,31+,32-,33+,34-/m1/s1
SMILES Code
CCN1C[C@@]2([C@@H](C[C@@H]([C@@]34[C@@H]5C[C@@]6([C@H]([C@@H]([C@]([C@H]([C@@H]14)C([C@@H]23)OC)([C@H]5[C@H]6OC(c7ccccc7)=O)OC(C)=O)O)OC)O)OC)O)COC
Appearance
Solid powder
Purity
>95% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 645.75 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Adami F, Paganussi P, Perone G, Bera P, Braga G, Concoreggi C. Recurrent Ventricular Arrhythmia Caused by Ingestion of Aconitum (Monkshood) Flowers. Wilderness Environ Med. 2018 Jul 3. pii: S1080-6032(18)30097-8. doi: 10.1016/j.wem.2018.05.001. [Epub ahead of print] PubMed PMID: 29980430. 2: Gao W, Liu XG, Liu L, Li P, Yang H. Targeted profiling and relative quantification of benzoyl diterpene alkaloids in Aconitum roots by using LC-MS/MS with precursor ion scan. J Sep Sci. 2018 Jul 4. doi: 10.1002/jssc.201800149. [Epub ahead of print] PubMed PMID: 29974648. 3: Tang JF, Zhang SQ, Wang XY, Li WX, He YN, Cao ZX, Zhang DK. [Quality consistency evaluation of Fuzi formula granules using determination of multi-component contents by HPLC-MS/MS method]. Zhongguo Zhong Yao Za Zhi. 2018 May;43(9):1871-1879. doi: 10.19540/j.cnki.cjcmm.20180208.006. Chinese. PubMed PMID: 29902899. 4: Zhao D, Shen Y, Shi Y, Shi X, Qiao Q, Zi S, Zhao E, Yu D, Kennelly EJ. Probing the transcriptome of Aconitum carmichaelii reveals the candidate genes associated with the biosynthesis of the toxic aconitine-type C(19)-diterpenoid alkaloids. Phytochemistry. 2018 Aug;152:113-124. doi: 10.1016/j.phytochem.2018.04.022. Epub 2018 May 21. PubMed PMID: 29758520. 5: Zhang F, Zhang Y, Li X, Zhang S, Zhu M, Du W, Xiao X. Research on Q-markers of Qiliqiangxin capsule for chronic heart failure treatment based on pharmacokinetics and pharmacodynamics association. Phytomedicine. 2018 May 15;44:220-230. doi: 10.1016/j.phymed.2018.03.003. Epub 2018 Mar 21. PubMed PMID: 29699844. 6: Chen MF, Ho CH, Tsai TN, Chen PS, Chen SJ. Amiodarone for the Successful Management of Caowu Poisoning - Induced Cardiac Arrhythmia. Acta Cardiol Sin. 2018 Mar;34(2):189-191. doi: 10.6515/ACS.201803_34(2).20171120A. PubMed PMID: 29643705; PubMed Central PMCID: PMC5863073. 7: Zan K, Wangjie CR, Lu J, Guo LN, Zheng J, Ma SC. [Content determination of four diester diterpenoid alkaloids in leaves of Aconitum kusnezoffii by HPLC]. Zhongguo Zhong Yao Za Zhi. 2018 Feb;43(4):766-771. doi: 10.19540/j.cnki.cjcmm.2018.0019. Chinese. PubMed PMID: 29600653. 8: Jin R, Wang YG, Zhang B. [Establishment and verification of risk assessment scale for clinical safety medication of aconitine]. Zhongguo Zhong Yao Za Zhi. 2018 Jan;43(2):222-226. doi: 10.19540/j.cnki.cjcmm.20171107.004. Chinese. PubMed PMID: 29552836. 9: Read MI, Millen RN, McCann DM, Harrison JC, Kerr DS, Sammut IA. Improved cardiac outcomes with combined atenolol and diazepam intervention in seizure. Epilepsia. 2018 Apr;59(4):854-865. doi: 10.1111/epi.14039. Epub 2018 Mar 7. PubMed PMID: 29512824. 10: Kintsurashvili L, Mshvildadze V, Suladze T. [ALKALOIDS OF UNDERGROUND PARTS OF GEORGIAN FLORA'S ACONITUM ORIENTALE MILL. AND ACONITUM NASUTUM FISCH. EX REICHEMB AND THEIR BIOLOGICAL ACTIVITY]. Georgian Med News. 2018 Jan;(274):164-167. Russian. PubMed PMID: 29461247. 11: Zhao YT, Zhou H, Cui Y. Accelerated idioventricular rhythm degenerating into bidirectional ventricular tachycardia following acute myocardial infarction. Am J Emerg Med. 2018 Apr;36(4):735.e1-735.e3. doi: 10.1016/j.ajem.2018.01.030. Epub 2018 Jan 8. PubMed PMID: 29429799. 12: Liu M, Cao Y, Lv D, Zhang W, Zhu Z, Zhang H, Chai Y. Effect of processing on the alkaloids in Aconitum tubers by HPLC-TOF/MS. J Pharm Anal. 2017 Jun;7(3):170-175. doi: 10.1016/j.jpha.2017.01.001. Epub 2017 Jan 7. PubMed PMID: 29404034; PubMed Central PMCID: PMC5790648. 13: Li XM, Liu J, Pan FF, Shi DD, Wen ZG, Yang PL. Quercetin and aconitine synergistically induces the human cervical carcinoma HeLa cell apoptosis via endoplasmic reticulum (ER) stress pathway. PLoS One. 2018 Jan 11;13(1):e0191062. doi: 10.1371/journal.pone.0191062. eCollection 2018. PubMed PMID: 29324796; PubMed Central PMCID: PMC5764366. 14: Wu JJ, Zhu YF, Guo ZZ, Lou YM, He SG, Guan Y, Zhu LJ, Liu ZQ, Lu LL, Liu L. Aconitum alkaloids, the major components of Aconitum species, affect expression of multidrug resistance-associated protein 2 and breast cancer resistance protein by activating the Nrf2-mediated signalling pathway. Phytomedicine. 2018 May 15;44:87-97. doi: 10.1016/j.phymed.2017.12.007. Epub 2017 Dec 8. PubMed PMID: 29277460. 15: Xu W, Zhang M, Liu H, Wei K, He M, Li X, Hu D, Yang S, Zheng Y. Antiviral activity of aconite alkaloids from Aconitum carmichaelii Debx. Nat Prod Res. 2017 Dec 22:1-5. doi: 10.1080/14786419.2017.1416385. [Epub ahead of print] PubMed PMID: 29271255. 16: Eberl M, Seidel M. [Accidental poisoning with aconite napel (monkshood) : Simultaneous treatment of two patients]. Med Klin Intensivmed Notfmed. 2017 Dec 13. doi: 10.1007/s00063-017-0388-4. [Epub ahead of print] German. PubMed PMID: 29236129. 17: Samanbay A, Zhao B, Aisa HA. A new denudatine type C(20)-diterpenoid alkaloid from Aconitum sinchiangense W. T. Wang. Nat Prod Res. 2017 Dec 6:1-6. doi: 10.1080/14786419.2017.1410814. [Epub ahead of print] PubMed PMID: 29212360. 18: Rai M, Rai A, Kawano N, Yoshimatsu K, Takahashi H, Suzuki H, Kawahara N, Saito K, Yamazaki M. De Novo RNA Sequencing and Expression Analysis of Aconitum carmichaelii to Analyze Key Genes Involved in the Biosynthesis of Diterpene Alkaloids. Molecules. 2017 Dec 5;22(12). pii: E2155. doi: 10.3390/molecules22122155. PubMed PMID: 29206203. 19: Park I, Yang S, Choi G, Kim WJ, Moon BC. The Complete Chloroplast Genome Sequences of Aconitum pseudolaeve and Aconitum longecassidatum, and Development of Molecular Markers for Distinguishing Species in the Aconitum Subgenus Lycoctonum. Molecules. 2017 Nov 21;22(11). pii: E2012. doi: 10.3390/molecules22112012. PubMed PMID: 29160852. 20: Khan H, Nabavi SM, Sureda A, Mehterov N, Gulei D, Berindan-Neagoe I, Taniguchi H, Atanasov AG. Therapeutic potential of songorine, a diterpenoid alkaloid of the genus Aconitum. Eur J Med Chem. 2018 Jun 10;153:29-33. doi: 10.1016/j.ejmech.2017.10.065. Epub 2017 Nov 11. Review. PubMed PMID: 29133056.