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MedKoo Cat#: 330192 | Name: Peimine
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Description:

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

Peimine, also known as Verticine, is a known MAPK inhibitor, as well as an inhibitor of p38, ERK and JNK phosphorylation, and NFκB activation. Peimine shows antitussive, expectorant and anti-inflammatory effects in vivo. Peimine inhibits the growth and motility of prostate cancer cells and induces apoptosis by disruption of intracellular calcium homeostasis through Ca2+ /CaMKII/JNK pathway.

Chemical Structure

Peimine
Peimine
CAS#23496-41-5

Theoretical Analysis

MedKoo Cat#: 330192

Name: Peimine

CAS#: 23496-41-5

Chemical Formula: C27H45NO3

Exact Mass: 431.3399

Molecular Weight: 431.66

Elemental Analysis: C, 75.13; H, 10.51; N, 3.24; O, 11.12

Price and Availability

Size Price Availability Quantity
10mg USD 450.00 2 weeks
25mg USD 750.00 2 weeks
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Related CAS #
No Data
Synonym
5α-Cevane-3β,6α,20-triol; Verticine; Dihydroisoimperialine
IUPAC/Chemical Name
(3S,4aS,5S,6aS,6bS,8aS,9S,9aS,12S,15aR,15bR,16aR,16bS)-9,12,16b-trimethyltetracosahydrobenzo[4,5]indeno[1,2-h]pyrido[1,2-b]isoquinoline-3,5,9-triol
InChi Key
IUKLSMSEHKDIIP-SCTZYUJLSA-N
InChi Code
InChI=1S/C27H45NO3/c1-15-4-7-25-27(3,31)21-6-5-17-18(20(21)14-28(25)13-15)11-22-19(17)12-24(30)23-10-16(29)8-9-26(22,23)2/h15-25,29-31H,4-14H2,1-3H3/t15-,16-,17+,18+,19-,20+,21-,22+,23+,24-,25-,26-,27-/m0/s1
SMILES Code
O[C@@H](CC1)C[C@@]([C@@H](O)C[C@]23[H])([H])[C@]1(C)[C@]2([H])C[C@]4([H])[C@@]3([H])CC[C@]5([H])[C@@](O)(C)[C@@](CC[C@H](C)C6)([H])N6C[C@]45[H]
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

Preparing Stock Solutions

The following data is based on the product molecular weight 431.66 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: Tan H, Zhang G, Yang X, Jing T, Shen D, Wang X. Peimine inhibits the growth and motility of prostate cancer cells and induces apoptosis by disruption of intracellular calcium homeostasis through Ca(2+) /CaMKII/JNK pathway. J Cell Biochem. 2019 May 12. doi: 10.1002/jcb.28870. [Epub ahead of print] PubMed PMID: 31081133. 2: Jiang JM, Yu XG, Wang WJ, Wang ZH, Shao JW, Wang ZA. [Breeding and variety characteristics of a new variety of Fritillaria thunbergii "Zhebei 3"]. Zhongguo Zhong Yao Za Zhi. 2019 Feb;44(3):448-453. doi: 10.19540/j.cnki.cjcmm.20181204.005. Chinese. PubMed PMID: 30989906. 3: Yin Z, Zhang J, Guo Q, Chen L, Zhang W, Kang W. Pharmacological Effects of Verticine: Current Status. Evid Based Complement Alternat Med. 2019 Mar 7;2019:2394605. doi: 10.1155/2019/2394605. eCollection 2019. Review. PubMed PMID: 30956677; PubMed Central PMCID: PMC6431433. 4: Cheng IC, Li RK, Leung GP, Li SL, Kong M, Lao LX, Zhang ZJ, Lin WL, Ng EH, Rong JH, Chen JP, Su J, Zhang KY, Meng W. Application of UPLC-MS/MS to simultaneously detect four bioactive compounds in the tumour-shrinking decoction (FM1523) for uterine fibroids treatment. Phytochem Anal. 2019 Jul;30(4):447-455. doi: 10.1002/pca.2827. Epub 2019 Mar 27. PubMed PMID: 30916852. 5: Chen K, Lv ZT, Zhou CH, Liang S, Huang W, Wang ZG, Zhu WT, Wang YT, Jing XZ, Lin H, Guo FJ, Cheng P, Chen AM. Peimine suppresses interleukin 1β induced inflammation via MAPK downregulation in chondrocytes. Int J Mol Med. 2019 May;43(5):2241-2251. doi: 10.3892/ijmm.2019.4141. Epub 2019 Mar 21. PubMed PMID: 30896805. 6: Zhou W, Liu Y, Liao X, Chen Z. Capillary electrophoresis-mass spectrometry using robust poly(ether ether ketone) capillary for tolerance to high content of organic solvents. J Chromatogr A. 2019 May 24;1593:156-163. doi: 10.1016/j.chroma.2019.01.070. Epub 2019 Jan 27. PubMed PMID: 30718059. 7: Wang Z, Cao F, Chen Y, Tang Z, Wang Z. Simultaneous Determination and Pharmacokinetics of Peimine and Peiminine in Beagle Dog Plasma by UPLC-MS/MS after the Oral Administration of Fritillariae ussuriensis Maxim and Fritillariae thunbergii Miq Powder. Molecules. 2018 Jun 28;23(7). pii: E1573. doi: 10.3390/molecules23071573. PubMed PMID: 29958456; PubMed Central PMCID: PMC6100562. 8: Wu X, Chan SW, Ma J, Li P, Shaw PC, Lin G. Investigation of association of chemical profiles with the tracheobronchial relaxant activity of Chinese medicinal herb Beimu derived from various Fritillaria species. J Ethnopharmacol. 2018 Jan 10;210:39-46. doi: 10.1016/j.jep.2017.08.027. Epub 2017 Aug 31. PubMed PMID: 28842340. 9: He J, He Y, Zhang AC. Determination and Visualization of Peimine and Peiminine Content in Fritillaria thunbergii Bulbi Treated by Sulfur Fumigation Using Hyperspectral Imaging with Chemometrics. Molecules. 2017 Aug 23;22(9). pii: E1402. doi: 10.3390/molecules22091402. PubMed PMID: 28832506; PubMed Central PMCID: PMC6151643. 10: Park JH, Lee B, Kim HK, Kim EY, Kim JH, Min JH, Kim S, Sohn Y, Jung HS. Peimine Inhibits the Production of Proinflammatory Cytokines Through Regulation of the Phosphorylation of NF-κB and MAPKs in HMC-1 Cells. Pharmacogn Mag. 2017 Jul;13(Suppl 2):S359-S364. doi: 10.4103/0973-1296.210173. Epub 2017 Jul 11. PubMed PMID: 28808406; PubMed Central PMCID: PMC5538180. 11: 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. PubMed PMID: 28528229. 12: Li J, Li D, Pan Y, Hu JH, Huang W, Wang ZZ, Xiao W, Wang Y. Simultaneous determination of ten bioactive constituents of Sanjie Zhentong Capsule in rat plasma by ultra-high-performance liquid chromatography tandem mass spectrometry and its application to a pharmacokinetic study. J Chromatogr B Analyt Technol Biomed Life Sci. 2017 Jun 1;1054:20-26. doi: 10.1016/j.jchromb.2017.03.001. Epub 2017 Mar 9. PubMed PMID: 28415020. 13: Kan L, Zhao W, Pan L, Xu J, Chen Q, Xu K, Xiao L, Chen Y. Peimine inhibits hERG potassium channels through the channel inactivation states. Biomed Pharmacother. 2017 May;89:838-844. doi: 10.1016/j.biopha.2017.02.070. Epub 2017 Mar 6. PubMed PMID: 28282785. 14: Ma Y, Zhang Y, Zhai Y, Zhu Z, Pan Y, Qian D, Su S, Fan X, Duan J. Development of a UPLC-TQ/MS Approach for the Determination of Eleven Bioactive Components in Haizao Yuhu Decoction Plus-Minus Haizao and Gancao Drug Combination after Oral Administration in a Rat Model of Hypothyroidism. Molecules. 2016 Dec 22;22(1). pii: E7. doi: 10.3390/molecules22010007. PubMed PMID: 28025523; PubMed Central PMCID: PMC6155732. 15: Ruan X, Yang L, Cui WX, Zhang MX, Li ZH, Liu B, Wang Q. Optimization of Supercritical Fluid Extraction of Total Alkaloids, Peimisine, Peimine and Peiminine from the Bulb of Fritillaria thunbergii Miq, and Evaluation of Antioxidant Activities of the Extracts. Materials (Basel). 2016 Jun 29;9(7). pii: E524. doi: 10.3390/ma9070524. PubMed PMID: 28773648; PubMed Central PMCID: PMC5456939. 16: Niu HY, Jin SS, Jia YP, Zhang XX, Yu HS, Song XB. [Comparative Analysis of Content of Four Alkaloids in Fritillaria hupehensis and Fritillaria ebeiensis var. purpurea]. Zhong Yao Cai. 2015 Oct;38(10):2105-8. Chinese. PubMed PMID: 27254925. 17: Cui MC, Zhang JY, Chen SJ, Jiang HL, Zhou HB, Ling QZ. [Identification of alkaloids and flavonoids in all parts of Fritillaria thunbergii using LC-LTQ-Orbitrap MSn]. Zhongguo Zhong Yao Za Zhi. 2016 Jun;41(11):2124-2130. doi: 10.4268/cjcmm20161124. Chinese. PubMed PMID: 28901111. 18: Zhang Y, Qian DW, Pan Y, Zhai YJ, Zhou XP, Zhong GS, Zhu ZH, Duan JA. [comparisons of pharmacokinetic profile of eleven bioactive components in Haizao Yuhu decoction modified with Haizao and Gancao anti-drug pair in normal rats]. Zhongguo Zhong Yao Za Zhi. 2015 Dec;40(23):4672-9. Chinese. PubMed PMID: 27141682. 19: Xu J, Zhao W, Pan L, Zhang A, Chen Q, Xu K, Lu H, Chen Y. Peimine, a main active ingredient of Fritillaria, exhibits anti-inflammatory and pain suppression properties at the cellular level. Fitoterapia. 2016 Jun;111:1-6. doi: 10.1016/j.fitote.2016.03.018. Epub 2016 Mar 28. PubMed PMID: 27033404. 20: Chen L, Lu X, Liang X, Hong D, Guan Z, Guan Y, Zhu W. Mechanistic studies of the transport of peimine in the Caco-2 cell model. Acta Pharm Sin B. 2016 Mar;6(2):125-31. doi: 10.1016/j.apsb.2016.01.006. Epub 2016 Feb 16. PubMed PMID: 27006896; PubMed Central PMCID: PMC4788709.