Talatisamine | CAS# 20501-56-8 | Diterpene Alkaloid

MedKoo Cat#: 574101 | Name: Talatisamine

Featured

Description:

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

Talatisamine is a diterpene alkaloid that blocks delayed rectifier potassium (IK) current in hippocampal neurons. Talatisamine reduces increases in IK current and cytotoxicity in primary cortical neurons induced by amyloid-β (1-40) (Aβ40).

Chemical Structure

Talatisamine

CAS#20501-56-8

Theoretical Analysis

MedKoo Cat#: 574101

Name: Talatisamine

CAS#: 20501-56-8

Chemical Formula: C24H39NO5

Exact Mass: 421.2828

Molecular Weight: 421.58

Elemental Analysis: C, 68.38; H, 9.32; N, 3.32; O, 18.98

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 275.00
10mg	USD 455.00
25mg	USD 785.00
50mg	USD 1,400.00

Bulk Inquiry

Buy Now

Add to Cart

Related CAS #

No Data

Synonym

Talatisamine

IUPAC/Chemical Name

(3S,6S,7R,7aR,8S,9S,10S,11aS,14R)-1-ethyl-6,10-dimethoxy-3-(methoxymethyl)tetradecahydro-11aH-3,6a,12-(epiethane[1,1,2]triyl)-7,9-methanonaphtho[2,3-b]azocine-8,11a-diol

InChi Key

BDCURAWBZJMFIK-FIIQKEKKSA-N

InChi Code

InChI=1S/C24H39NO5/c1-5-25-11-22(12-28-2)7-6-18(30-4)24-14-8-13-16(29-3)10-23(27,19(14)20(13)26)15(21(24)25)9-17(22)24/h13-21,26-27H,5-12H2,1-4H3/t13-,14-,15?,16+,17-,18+,19-,20+,21?,22+,23+,24?/m1/s1

SMILES Code

[H][C@]1(C2)C([C@@H](OC)CC[C@]34COC)(C5N(CC)C4)[C@]3([H])CC5[C@]6(O)[C@@]1([H])[C@@H](O)[C@@]2([H])[C@@H](OC)C6

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

>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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 421.58 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: Zhou Q, Ma J, Liu Q, Wu C, Yang Z, Yang T, Chen Q, Yue Y, Shang J. Traditional Chinese Medicine formula, Sanwujiao granule, attenuates ischemic stroke by promoting angiogenesis through early administration. J Ethnopharmacol. 2024 Mar 1;321:117418. doi: 10.1016/j.jep.2023.117418. Epub 2023 Nov 17. PMID: 37979814. 2: Li X, Zhang J, Chen Q, Tang P, Zhang T, Feng Q, Chen J, Liu Y, Wang FP, Peng C, Qin Y, Ouyang L, Xiao K, Liu XY. Diversity-oriented synthesis of diterpenoid alkaloids yields a potent anti-inflammatory agent. Phytomedicine. 2023 Aug;117:154907. doi: 10.1016/j.phymed.2023.154907. Epub 2023 May 29. PMID: 37295024. 3: Huang S, Lv Y, Wang JZ, Ye MZ, Lu RJ, Chen L, Xie J, Gao F, Zhou XL. Metabolite Profiling of Talatisamine in Heart Tissue After Oral Administration and Analysis of Cardiac Bioactivities. Planta Med. 2023 May;89(6):674-682. doi: 10.1055/a-1956-7542. Epub 2022 Oct 6. PMID: 36202094. 4: Yao LL, Zhang SQ, Guo C, Li BX, Yang HJ, Yin TP, Cai L. A new C19-diterpenoid alkaloid in Aconitum georgei Comber. Nat Prod Res. 2024 Jan-Feb;38(1):85-90. doi: 10.1080/14786419.2022.2104276. Epub 2022 Aug 1. PMID: 35913407. 5: Xie CY, Huang S, Chen L, Gao F, Zhou XL. [Diterpenoid alkaloids from roots of Aconitum kongboense]. Zhongguo Zhong Yao Za Zhi. 2021 Sep;46(17):4424-4432. Chinese. doi: 10.19540/j.cnki.cjcmm.20210622.201. PMID: 34581046. 6: Wong AR, Fastuca NJ, Mak VW, Kerkovius JK, Stevenson SM, Reisman SE. Total Syntheses of the C19 Diterpenoid Alkaloids (-)-Talatisamine, (-)-Liljestrandisine, and (-)-Liljestrandinine by a Fragment Coupling Approach. ACS Cent Sci. 2021 Aug 25;7(8):1311-1316. doi: 10.1021/acscentsci.1c00540. Epub 2021 Jul 27. PMID: 34471676; PMCID: PMC8393236. 7: Xu X, Xie X, Zhang H, Wang P, Li G, Chen J, Chen G, Cao X, Xiong L, Peng F, Peng C. Water-soluble alkaloids extracted from Aconiti Radix lateralis praeparata protect against chronic heart failure in rats via a calcium signaling pathway. Biomed Pharmacother. 2021 Mar;135:111184. doi: 10.1016/j.biopha.2020.111184. Epub 2021 Jan 5. PMID: 33418305. 8: Chen LL, Lai CJ, Mao LY, Yin BW, Tian M, Jin BL, Wei XY, Chen JL, Ge H, Zhao X, Li WY, Guo J, Cui GH, Huang LQ. Chemical constituents in different parts of seven species of Aconitum based on UHPLC-Q-TOF/MS. J Pharm Biomed Anal. 2021 Jan 30;193:113713. doi: 10.1016/j.jpba.2020.113713. Epub 2020 Oct 20. PMID: 33160222. 9: Demirbağ Karaali M, Aydın Karataş E. Investigation of the potential anticancer effects of napelline and talatisamine dirterpenes on experimental brain tumor models. Cytotechnology. 2020 Aug;72(4):569-578. doi: 10.1007/s10616-020-00405-8. Epub 2020 Jun 11. PMID: 32529352; PMCID: PMC7450011. 10: Kamakura D, Todoroki H, Urabe D, Hagiwara K, Inoue M. Total Synthesis of Talatisamine. Angew Chem Int Ed Engl. 2020 Jan 2;59(1):479-486. doi: 10.1002/anie.201912737. Epub 2019 Nov 19. PMID: 31677324. 11: Yang B, Han Y, Zhang QY, Dong H, Sun H, Wang XJ. [Study on absorbed components of Aconitum kusnezoffii under Yunnan Baiyao compatibility in effect of activating blood circulation and removing blood stasis]. Zhongguo Zhong Yao Za Zhi. 2019 Aug;44(15):3349-3357. Chinese. doi: 10.19540/j.cnki.cjcmm.20190711.202. PMID: 31602894. 12: Chen M, Chen Y, Wang X, Zhou Y. Quantitative determination of talatisamine and its pharmacokinetics and bioavailability in mouse plasma by UPLC-MS/MS. J Chromatogr B Analyt Technol Biomed Life Sci. 2019 Aug 15;1124:180-187. doi: 10.1016/j.jchromb.2019.06.015. Epub 2019 Jun 8. PMID: 31207562. 13: 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. 14: Liu WY, He D, Zhao DK, Chen YP, Shen Y. Four new C19-diterpenoid alkaloids from the roots of Aconitum ouvrardianum. J Asian Nat Prod Res. 2019 Jan;21(1):9-16. doi: 10.1080/10286020.2018.1451520. Epub 2018 Mar 23. PMID: 29569945. 15: Samanbay A, Zhao B, Aisa HA. A new denudatine type C20-diterpenoid alkaloid from Aconitum sinchiangense W. T. Wang. Nat Prod Res. 2018 Oct;32(19):2319-2324. doi: 10.1080/14786419.2017.1410814. Epub 2017 Dec 6. PMID: 29212360. 16: Zhao D, Shi Y, Zhu X, Liu L, Ji P, Long C, Shen Y, Kennelly EJ. Identification of Potential Biomarkers from Aconitum carmichaelii, a Traditional Chinese Medicine, Using a Metabolomic Approach. Planta Med. 2018 Apr;84(6-07):434-441. doi: 10.1055/s-0043-121708. Epub 2017 Oct 26. PMID: 29076119. 17: Yamashita H, Takeda K, Haraguchi M, Abe Y, Kuwahara N, Suzuki S, Terui A, Masaka T, Munakata N, Uchida M, Nunokawa M, Kaneda K, Goto M, Lee KH, Wada K. Four new diterpenoid alkaloids from Aconitum japonicum subsp. subcuneatum. J Nat Med. 2018 Jan;72(1):230-237. doi: 10.1007/s11418-017-1139-9. Epub 2017 Oct 19. PMID: 29052027. 18: Xu Y, Li Y, Zhang P, Yang B, Wu H, Guo X, Li Y, Zhang Y. Sensitive UHPLC- MS/MS quantitation and pharmacokinetic comparisons of multiple alkaloids from Fuzi- Beimu and single herb aqueous extracts following oral delivery in rats. J Chromatogr B Analyt Technol Biomed Life Sci. 2017 Jul 15;1058:24-31. doi: 10.1016/j.jchromb.2017.05.016. Epub 2017 May 15. PMID: 28528229. 19: Zhang DK, Han X, Tan P, Li RY, Niu M, Zhang CE, Wang JB, Yang M, Xiao XH. Establishment of one-step approach to detoxification of hypertoxic aconite based on the evaluation of alkaloids contents and quality. Chin J Nat Med. 2017 Jan;15(1):49-61. doi: 10.1016/S1875-5364(17)30008-0. PMID: 28259253. 20: Zhou H, Zhang P, Hou Z, Xie J, Wang Y, Yang B, Xu Y, Li Y. Research on the Relationships between Endogenous Biomarkers and Exogenous Toxic Substances of Acute Toxicity in Radix Aconiti. Molecules. 2016 Nov 25;21(12):1623. doi: 10.3390/molecules21121623. PMID: 27898008; PMCID: PMC6273418.