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MedKoo Cat#: 464228 | Name: Mesaconitine
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Description:

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

Mesaconitine is an alkaloid and Phytotoxin from Aconitum japonicum, used in Japan and China to increase peripheral body temperature.

Chemical Structure

Mesaconitine
CAS#2752-64-9

Theoretical Analysis

MedKoo Cat#: 464228

Name: Mesaconitine

CAS#: 2752-64-9

Chemical Formula: C33H45NO11

Exact Mass: 631.2993

Molecular Weight: 631.72

Elemental Analysis: C, 62.74; H, 7.18; N, 2.22; O, 27.86

Price and Availability

Size Price Availability Quantity
5mg USD 350.00 2 Weeks
10mg USD 600.00 2 Weeks
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Related CAS #
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Synonym
Mesaconitine; NSC 77210; NSC77210; NSC-77210;
IUPAC/Chemical Name
(3R,4R,6S,6aR,7R,7aR,8R,9R,10S,11S,11aR,12R,12aR,13R,14S)-11a-acetoxy-4,9,11-trihydroxy-6,10,13-trimethoxy-3-(methoxymethyl)-1-methyltetradecahydro-2H-3,6a,12-(epiethane[1,1,2]triyl)-7,9-methanonaphtho[2,3-b]azocin-8-yl benzoate
InChi Key
XUHJBXVYNBQQBD-XBFBFQHJSA-N
InChi Code
InChI=1S/C33H45NO11/c1-16(35)45-33-21-18(13-31(39,28(43-6)26(33)37)27(21)44-29(38)17-10-8-7-9-11-17)32-20(41-4)12-19(36)30(15-40-3)14-34(2)25(32)22(33)23(42-5)24(30)32/h7-11,18-28,36-37,39H,12-15H2,1-6H3/t18-,19-,20+,21-,22+,23+,24-,25-,26+,27-,28+,30+,31-,32-,33-/m1/s1
SMILES Code
COC[C@]12CN([C@@H]3[C@@H]4[C@@H]([C@H]1[C@@]3([C@@H]5C[C@@]6([C@H]([C@@H]([C@]4([C@H]5[C@H]6OC(c7ccccc7)=O)OC(C)=O)O)OC)O)[C@@H](OC)C[C@H]2O)OC)C
Appearance
Solid powder
Purity
>98% (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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Mesaconitine is the main active component of genus aconitum plants.
In vitro activity:
In HUVECs, 30 microM mesaconitine increased the [Ca(2+)](i) level in the presence of extracellular CaCl(2) and NaCl, and the response was inhibited by KBR7943. Mesaconitine increased intracellular Na(+) concentration level in HUVECs. Reference: Eur J Pharmacol. 2004 Jan 12;483(2-3):139-46. https://pubmed.ncbi.nlm.nih.gov/14729101/
In vivo activity:
Metabolomic and network toxicology methods were combined to explore the effect of MA (mesaconitine) on the liver of SD rats and the mechanism of hepatotoxicity in this study. Based on network toxicological analysis, MA can affect HIF-1 signal pathway, MAPK signal pathway, PI3K-Akt signal pathway and FoxO signal pathway by regulating ALB, AKT1, CASP3, IL2 and other targets. Western blot results showed that protein expression of HMOX1, IL2 and caspase-3 in liver significantly increased after MA administration (p < 0.05). Reference: Toxins (Basel). 2022 Jul 14;14(7):486. https://pubmed.ncbi.nlm.nih.gov/35878224/
Solvent mg/mL mM comments
Solubility
Ethanol 4.6 7.31
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 631.72 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
Formulation protocol:
1. Ogura J, Mitamura M, Someya A, Shimamura K, Takayama H, Aimi N, Horie S, Murayama T. Mesaconitine-induced relaxation in rat aorta: role of Na+/Ca2+ exchangers in endothelial cells. Eur J Pharmacol. 2004 Jan 12;483(2-3):139-46. doi: 10.1016/j.ejphar.2003.10.022. PMID: 14729101. 2. Mitamura M, Horie S, Sakaguchi M, Someya A, Tsuchiya S, Van de Voorde J, Murayama T, Watanabe K. Mesaconitine-induced relaxation in rat aorta: involvement of Ca2+ influx and nitric-oxide synthase in the endothelium. Eur J Pharmacol. 2002 Feb 2;436(3):217-25. doi: 10.1016/s0014-2999(01)01623-5. PMID: 11858801. 3. Chen Q, Zhang K, Jiao M, Jiao J, Chen D, Yin Y, Zhang J, Li F. Study on the Mechanism of Mesaconitine-Induced Hepatotoxicity in Rats Based on Metabonomics and Toxicology Network. Toxins (Basel). 2022 Jul 14;14(7):486. doi: 10.3390/toxins14070486. PMID: 35878224; PMCID: PMC9322933. 4. Ameri A, Seitz U. Effects of mesaconitine on [3H]noradrenaline uptake and neuronal excitability in rat hippocampus. Exp Brain Res. 1998 Aug;121(4):451-6. doi: 10.1007/s002210050480. PMID: 9746152.
In vitro protocol:
1. Ogura J, Mitamura M, Someya A, Shimamura K, Takayama H, Aimi N, Horie S, Murayama T. Mesaconitine-induced relaxation in rat aorta: role of Na+/Ca2+ exchangers in endothelial cells. Eur J Pharmacol. 2004 Jan 12;483(2-3):139-46. doi: 10.1016/j.ejphar.2003.10.022. PMID: 14729101. 2. Mitamura M, Horie S, Sakaguchi M, Someya A, Tsuchiya S, Van de Voorde J, Murayama T, Watanabe K. Mesaconitine-induced relaxation in rat aorta: involvement of Ca2+ influx and nitric-oxide synthase in the endothelium. Eur J Pharmacol. 2002 Feb 2;436(3):217-25. doi: 10.1016/s0014-2999(01)01623-5. PMID: 11858801.
In vivo protocol:
1. Chen Q, Zhang K, Jiao M, Jiao J, Chen D, Yin Y, Zhang J, Li F. Study on the Mechanism of Mesaconitine-Induced Hepatotoxicity in Rats Based on Metabonomics and Toxicology Network. Toxins (Basel). 2022 Jul 14;14(7):486. doi: 10.3390/toxins14070486. PMID: 35878224; PMCID: PMC9322933. 2. Ameri A, Seitz U. Effects of mesaconitine on [3H]noradrenaline uptake and neuronal excitability in rat hippocampus. Exp Brain Res. 1998 Aug;121(4):451-6. doi: 10.1007/s002210050480. PMID: 9746152.
1: Fan B, Xu S, Bi J, Huang S, Zu Z, Qian C. Simultaneous Determination of Six Alkaloids in Rat Plasma by SPE-HPLC-MS/MS and Their Pharmacokinetics after Oral Administration of Radix aconiti Preparata Extract. ACS Pharmacol Transl Sci. 2020 Dec 6;4(1):118-127. doi: 10.1021/acsptsci.0c00133. PMID: 33615166; PMCID: PMC7887741. 2: Shi Y, Zhao Y, Qian J, Dong Z, Wen G, Zhao D, Kennelly EJ. Aconitum Diterpenoid Alkaloid Profiling to Distinguish between the Official Traditional Chinese Medicine (TCM) Fuzi and Adulterant Species Using LC-qToF-MS with Chemometrics. J Nat Prod. 2021 Jan 26. doi: 10.1021/acs.jnatprod.0c00851. Epub ahead of print. PMID: 33496169. 3: Liu Y, Sun H, Li C, Pu Z, Wu Z, Xu M, Li X, Zhang Y, Li H, Dong J, Bi R, Xie H, Liang D. Comparative HPLC-MS/MS-based pharmacokinetic studies of multiple diterpenoid alkaloids following the administration of Zhenwu Tang and Radix Aconiti Lateralis Praeparata extracts to rats. Xenobiotica. 2021 Mar;51(3):345-354. doi: 10.1080/00498254.2020.1866229. Epub 2021 Jan 5. PMID: 33332226. 4: Li X, Ou X, Luo G, Ou X, Xie Y, Ying M, Qu W, Zuo H, Qi X, Wang Y, Liu Z, Zhu L. Mdr1a, Bcrp and Mrp2 regulate the efficacy and toxicity of mesaconitine and hypaconitine by altering their tissue accumulation and in vivo residence. Toxicol Appl Pharmacol. 2020 Dec 15;409:115332. doi: 10.1016/j.taap.2020.115332. Epub 2020 Nov 7. PMID: 33171190. 5: Zhi M, Liu K, Han S, Xu J, Li W, Li F, Han X, Tang Y, Liu Z, Wang H, Du H. Influence of Different Dosage Forms on Pharmacokinetics of 6 Alkaloids in Raw Aconiti Kusnezoffii Radix (Caowu) and Chebulae Fructus- (Hezi-) Processed Caowu by UPLC-MS/MS. Biomed Res Int. 2020 Sep 21;2020:1942849. doi: 10.1155/2020/1942849. PMID: 33029492; PMCID: PMC7528021. 6: Sun Z, Yang L, Zhao L, Cui R, Yang W. Neuropharmacological Effects of Mesaconitine: Evidence from Molecular and Cellular Basis of Neural Circuit. Neural Plast. 2020 Aug 21;2020:8814531. doi: 10.1155/2020/8814531. PMID: 32904549; PMCID: PMC7456483. 7: Zhang L, Li T, Wang R, Xu J, Zhou L, Yan L, Hu Z, Li H, Liu F, Du W, Tong P, Wu H, Zhang S, Shan L, Efferth T. Evaluation of Long-Time Decoction-Detoxicated Hei-Shun-Pian (Processed Aconitum carmichaeli Debeaux Lateral Root With Peel) for Its Acute Toxicity and Therapeutic Effect on Mono-Iodoacetate Induced Osteoarthritis. Front Pharmacol. 2020 Jul 24;11:1053. doi: 10.3389/fphar.2020.01053. PMID: 32848727; PMCID: PMC7396609. 8: Wang XC, Jia QZ, Yu YL, Wang HD, Guo HC, Ma XD, Liu CT, Chen XY, Miao QF, Guan BC, Su SW, Wei HM, Wang C. Inhibition of the INa/K and the activation of peak INa contribute to the arrhythmogenic effects of aconitine and mesaconitine in guinea pigs. Acta Pharmacol Sin. 2021 Feb;42(2):218-229. doi: 10.1038/s41401-020-0467-6. Epub 2020 Aug 3. PMID: 32747718. 9: Hsu SS, Liang WZ. Cytotoxic Effects of Mesaconitine, the Aconitum carmichaelii Debx Bioactive Compound, on HBEC-5i Human Brain Microvascular Endothelial Cells: Role of Ca2+ Signaling-Mediated Pathway. Neurotox Res. 2021 Apr;39(2):256-265. doi: 10.1007/s12640-020-00249-2. Epub 2020 Jun 25. PMID: 32588354. 10: Zhi MR, Gu XR, Han S, Liu KY, Liu ZQ, Tang YN, Han XT, Li F, Yang ZG, Tan P, Zhao HY, DU H. [Chemical variation in Aconti Kusnezoffii Radix before and after processing based on UPLC-Orbitrap-MS]. Zhongguo Zhong Yao Za Zhi. 2020 Mar;45(5):1082-1089. Chinese. doi: 10.19540/j.cnki.cjcmm.20191221.301. PMID: 32237450. 11: Zhang Y, Zong X, Wu JL, Liu Y, Liu Z, Zhou H, Liu L, Li N. Pharmacokinetics and tissue distribution of eighteen major alkaloids of Aconitum carmichaelii in rats by UHPLC-QQQ-MS. J Pharm Biomed Anal. 2020 Jun 5;185:113226. doi: 10.1016/j.jpba.2020.113226. Epub 2020 Mar 3. PMID: 32163851. 12: Cong J, Ruan Y, Lyu Q, Qin X, Qi X, Liu W, Kang L, Zhang J, Wu C. A proton- coupled organic cation antiporter is involved in the blood-brain barrier transport of Aconitum alkaloids. J Ethnopharmacol. 2020 Apr 24;252:112581. doi: 10.1016/j.jep.2020.112581. Epub 2020 Jan 20. PMID: 31968215. 13: Cao G, Ma F, Xu J, Zhang Y. Microbial community succession and toxic alkaloids change during fermentation of Huafeng Dan Yaomu. Lett Appl Microbiol. 2020 Apr;70(4):318-325. doi: 10.1111/lam.13276. Epub 2020 Feb 19. PMID: 31951031. 14: Yang Z, Lin Y, Gao L, Zhou Z, Wang S, Dong D, Wu B. Circadian clock regulates metabolism and toxicity of Fuzi(lateral root of Aconitum carmichaeli Debx) in mice. Phytomedicine. 2020 Feb;67:153161. doi: 10.1016/j.phymed.2019.153161. Epub 2019 Dec 27. PMID: 31911401. 15: Zhao L, Sun Z, Yang L, Cui R, Yang W, Li B. Neuropharmacological effects of Aconiti Lateralis Radix Praeparata. Clin Exp Pharmacol Physiol. 2020 Apr;47(4):531-542. doi: 10.1111/1440-1681.13228. Epub 2020 Jan 23. PMID: 31837236. 16: Miao LL, Zhou QM, Peng C, Meng CW, Wang XY, Xiong L. Discrimination of the Geographical Origin of the Lateral Roots of Aconitum carmichaelii Using the Fingerprint, Multicomponent Quantification, and Chemometric Methods. Molecules. 2019 Nov 14;24(22):4124. doi: 10.3390/molecules24224124. PMID: 31739601; PMCID: PMC6891363. 17: Oishi A, Nagatomi Y, Suzuki K. [Simultaneous LC-MS/MS Determination of 18 Plant Toxins in Beverages]. Shokuhin Eiseigaku Zasshi. 2019;60(4):108-112. Japanese. doi: 10.3358/shokueishi.60.108. PMID: 31474651. 18: Ji X, Yang M, Or KH, Yim WS, Zuo Z. Tissue Accumulations of Toxic Aconitum Alkaloids after Short-Term and Long-Term Oral Administrations of Clinically Used Radix Aconiti Lateralis Preparations in Rats. Toxins (Basel). 2019 Jun 18;11(6):353. doi: 10.3390/toxins11060353. PMID: 31216736; PMCID: PMC6628749. 19: Yang L, Wang Y, Xu H, Huang G, Zhang Z, Ma Z, Gao Y. Panax ginseng Inhibits Metabolism of Diester Alkaloids by Downregulating CYP3A4 Enzyme Activity via the Pregnane X Receptor. Evid Based Complement Alternat Med. 2019 Mar 21;2019:3508658. doi: 10.1155/2019/3508658. PMID: 31057647; PMCID: PMC6463675. 20: Su H, Liu KT, Chen BH, Lin YP, Jiang YM, Tsai YH, Chang FR, Shiea J, Lee CW. Rapid identification of herbal toxins using electrospray laser desorption ionization mass spectrometry for emergency care. J Food Drug Anal. 2019 Apr;27(2):415-427. doi: 10.1016/j.jfda.2018.11.001. Epub 2019 Jan 3. PMID: 30987713.

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