Benzoylmesaconine | CAS#63238-67-5 | Biologically diverse alkaloid

MedKoo Cat#: 463962 | Name: Benzoylmesaconine

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Description:

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

Benzoylmesaconine is an alkaloid that has been found in A. carmichaelii and has diverse biological activities. It promotes isolated rat liver mitochondrial energy metabolism. Benzoylmesaconine increases survival in a mouse model of burn-associated herpes simplex virus type 1 (HSV1) infection from 5 to 90%. It also increases the latency to tail withdrawal or a struggling response in a tail pressure test in mice.

Chemical Structure

Benzoylmesaconine

CAS#63238-67-5

Theoretical Analysis

MedKoo Cat#: 463962

Name: Benzoylmesaconine

CAS#: 63238-67-5

Chemical Formula: C31H43NO10

Exact Mass: 589.2887

Molecular Weight: 589.68

Elemental Analysis: C, 63.14; H, 7.35; N, 2.38; O, 27.13

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 350.00	2 Weeks
25mg	USD 950.00	2 Weeks

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Synonym

Benzoylmesaconine; 14-Benzoylmesaconine; 14 Benzoylmesaconine;

IUPAC/Chemical Name

(3R,4R,6S,7R,7aR,8R,9R,10S,11S,11aR,13R,14S)-4,9,11,11a-tetrahydroxy-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

PULWZCUZNRVAHT-JQGYJHISSA-N

InChi Code

InChI=1S/C31H43NO10/c1-32-13-28(14-38-2)17(33)11-18(39-3)30-16-12-29(36)25(42-27(35)15-9-7-6-8-10-15)19(16)31(37,24(34)26(29)41-5)20(23(30)32)21(40-4)22(28)30/h6-10,16-26,33-34,36-37H,11-14H2,1-5H3/t16-,17-,18+,19-,20?,21+,22-,23?,24+,25-,26+,28+,29-,30?,31-/m1/s1

SMILES Code

CO[C@H](C(C1C2[C@@H]3OC)([C@]3([C@@]4(CN1C)COC)[H])[C@@]([H])([C@@H]([C@]2(O)[C@H]5O)[C@]6(OC(C7=CC=CC=C7)=O)[H])C[C@]6(O)[C@H]5OC)C[C@H]4O

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

Soluble in DMSO

Shelf Life

>2 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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 589.68 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.

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: 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. 2: 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. 3: Sun L, You G, Zheng F, Wang M, Ren X, Deng Y. In vitro and in vivo evaluation of the influences of polysaccharides derived from Glycyrrhiza uralensis on three alkaloids and potential interaction mechanisms. Int J Biol Macromol. 2020 Aug 15;157:452-460. doi: 10.1016/j.ijbiomac.2020.04.140. Epub 2020 Apr 24. PMID: 32339577. 4: 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. 5: Zhao J, Li P, Zheng Z, Pi Z, Xu L, Duan L, Ao W, Sun X, Liu Z, Liu J. pH- Zone-refining counter-current chromatography for two new lipo-alkaloids separated from refined alkaline extraction of Kusnezoff monkshood root. J Sep Sci. 2020 Jun;43(12):2447-2458. doi: 10.1002/jssc.201901224. Epub 2020 Apr 8. PMID: 32162842; PMCID: PMC7318226. 6: 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. 7: 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. 8: 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. 9: 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. 10: Tanimura Y, Yoshida M, Ishiuchi K, Ohsawa M, Makino T. Neoline is the active ingredient of processed aconite root against murine peripheral neuropathic pain model, and its pharmacokinetics in rats. J Ethnopharmacol. 2019 Sep 15;241:111859. doi: 10.1016/j.jep.2019.111859. Epub 2019 Apr 8. PMID: 30974202. 11: Ye Q, Liu H, Fang C, Liu Y, Liu X, Liu J, Zhang C, Zhang T, Peng C, Guo L. Cardiotoxicity evaluation and comparison of diterpene alkaloids on zebrafish. Drug Chem Toxicol. 2019 Mar 21:1-8. doi: 10.1080/01480545.2019.1586916. Epub ahead of print. PMID: 30895830. 12: Zhang M, Peng Y, Wang M, Gao B, Zhao L, Li X. The influence of compatibility of Si-Ni decoction with metabolism in intestinal bacteria on transports of toxic diterpenoid alkaloids from processed aconite root across Caco-2 monolayers. J Ethnopharmacol. 2019 Jan 10;228:164-178. doi: 10.1016/j.jep.2018.09.022. Epub 2018 Sep 15. PMID: 30223050. 13: Ouyang H, Liu F, Tang Z, Chen X, Bo F, Liu H, Chang Y, He J. A Validated LC- MS/MS Method for Simultaneous Determination of Six Aconitum Alkaloids and Seven Ginsenosides in Rat Plasma and Application to Pharmacokinetics of Shen-Fu Prescription. Evid Based Complement Alternat Med. 2018 Jun 28;2018:5107083. doi: 10.1155/2018/5107083. PMID: 30050589; PMCID: PMC6046171. 14: 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 Sep;41(18):3515-3526. doi: 10.1002/jssc.201800149. Epub 2018 Aug 28. PMID: 29974648. 15: 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. Chinese. doi: 10.19540/j.cnki.cjcmm.20180208.006. PMID: 29902899. 16: Yun WJ, Yao ZH, Fan CL, Qin ZF, Tang XY, Gao MX, Dai Y, Yao XS. Systematic screening and characterization of Qi-Li-Qiang-Xin capsule-related xenobiotics in rats by ultra-performance liquid chromatography coupled with quadrupole time-of- flight tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2018 Jul 15;1090:56-64. doi: 10.1016/j.jchromb.2018.05.014. Epub 2018 May 12. PMID: 29787993. 17: 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. PMID: 29699844. 18: Dong YZ, Liu ZL, Liu YY, Song ZQ, Guo N, Wang C, Ning ZC, Ma XL, Lu AP. Quality Control of the Fuzi Lizhong Pill Through Simultaneous Determination of 16 Major Bioactive Constituents by RRLC-MS-MS. J Chromatogr Sci. 2018 Jul 1;56(6):541-554. doi: 10.1093/chromsci/bmy029. PMID: 29635273. 19: He F, Wang CJ, Xie Y, Cheng CS, Liu ZQ, Liu L, Zhou H. Simultaneous quantification of nine aconitum alkaloids in Aconiti Lateralis Radix Praeparata and related products using UHPLC-QQQ-MS/MS. Sci Rep. 2017 Oct 12;7(1):13023. doi: 10.1038/s41598-017-13499-6. PMID: 29026200; PMCID: PMC5638814. 20: Zhang M, Peng CS, Li XB. Human intestine and liver microsomal metabolic differences between C19-diester and monoester diterpenoid alkaloids from the roots of Aconitum carmichaelii Debx. Toxicol In Vitro. 2017 Dec;45(Pt 3):318-333. doi: 10.1016/j.tiv.2017.09.011. Epub 2017 Sep 14. PMID: 28919359.