WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H585195
CAS#: 18059-10-4
Description: Peiminine is an alkaloid extracted from Fritillaria plants reported to have potent anti-inflammatory properties.
Hodoodo Cat#: H585195
Name: Peiminine
CAS#: 18059-10-4
Chemical Formula: C27H43NO3
Exact Mass: 429.32
Molecular Weight: 429.645
Elemental Analysis: C, 75.48; H, 10.09; N, 3.26; O, 11.17
Synonym: Peiminine; Imperialine; Fritillarine; Sipeimine; Zhebeinone
IUPAC/Chemical Name: 3beta,20-Dihydroxy-5alpha-cevan-6-one
InChi Key: IQDIERHFZVCNRZ-YUYPDVIUSA-N
InChi Code: InChI=1S/C27H43NO3/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/h15-23,25,29,31H,4-14H2,1-3H3/t15-,16-,17+,18+,19-,20-,21-,22-,23+,25-,26+,27-/m0/s1
SMILES Code: [H][C@]12C[C@@H](O)CC[C@]1(C)[C@@]3([H])C[C@@]4([H])[C@]5([H])CN6C[C@@H](C)CC[C@]([H])6[C@@](C)(O)[C@]([H])5CC[C@]([H])4[C@]3([H])CC2=O
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:
| Biological target: | |
| In vitro activity: | |
| In vivo activity: |
The following data is based on the product molecular weight 429.65 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 |
| Formulation protocol: | |
| In vitro protocol: | |
| In vivo protocol: |
1: Guo H, Ji F, Liu B, Chen X, He J, Gong J. Peiminine ameliorates bleomycin-induced acute lung injury in rats. Mol Med Rep. 2013 Apr;7(4):1103-10. doi: 10.3892/mmr.2013.1312. Epub 2013 Feb 7. PubMed PMID: 23404624.
2: Lee B, Kim EY, Kim JH, Min JH, Jeong DW, Jun JY, Cho CY, Sohn Y, Jung HS. Antiallergic effects of peiminine through the regulation of inflammatory mediators in HMC-1 cells. Immunopharmacol Immunotoxicol. 2015;37(4):351-8. doi: 10.3109/08923973.2015.1059441. Epub 2015 Jun 30. PubMed PMID: 26121924.
3: Chen LH, Zhang HM, Guan ZY, Zhu WF, Yi WJ, Guan YM, Wang S, Liu HN. Sex dependent pharmacokinetics, tissue distribution and excretion of peimine and peiminine in rats assessed by liquid chromatography-tandem mass spectrometry. J Ethnopharmacol. 2013 Jan 9;145(1):77-84. doi: 10.1016/j.jep.2012.09.054. Epub 2012 Nov 1. PubMed PMID: 23123795.
4: Lyu Q, Tou F, Su H, Wu X, Chen X, Zheng Z. The natural product peiminine represses colorectal carcinoma tumor growth by inducing autophagic cell death. Biochem Biophys Res Commun. 2015 Jun 19;462(1):38-45. doi: 10.1016/j.bbrc.2015.04.102. Epub 2015 Apr 29. PubMed PMID: 25935480.
5: Guan ZY, Zhang LH, Chen LH, Zhu WF, Liu HN. [Rat intestinal absorption trait of peimine and peiminine in Thunberg fritillary bulb extract]. Yao Xue Xue Bao. 2013 Dec;48(12):1836-43. Chinese. PubMed PMID: 24689243.
6: Pan F, Hou K, Gao F, Hu B, Chen Q, Wu W. Peimisine and peiminine production by endophytic fungus Fusarium sp. isolated from Fritillaria unibracteata var. wabensis. Phytomedicine. 2014 Jul-Aug;21(8-9):1104-9. doi: 10.1016/j.phymed.2014.04.010. Epub 2014 May 20. PubMed PMID: 24854573.
7: Gong Q, Li Y, Ma H, Guo W, Kan X, Xu D, Liu J, Fu S. Peiminine Protects against Lipopolysaccharide-Induced Mastitis by Inhibiting the AKT/NF-κB, ERK1/2 and p38 Signaling Pathways. Int J Mol Sci. 2018 Sep 6;19(9). pii: E2637. doi: 10.3390/ijms19092637. PubMed PMID: 30200569; PubMed Central PMCID: PMC6164606.
8: Lim JM, Lee B, Min JH, Kim EY, Kim JH, Hong S, Kim JJ, Sohn Y, Jung HS. Effect of peiminine on DNCB-induced atopic dermatitis by inhibiting inflammatory cytokine expression in vivo and in vitro. Int Immunopharmacol. 2018 Mar;56:135-142. doi: 10.1016/j.intimp.2018.01.025. Epub 2018 Feb 3. PubMed PMID: 29414643.
9: 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.
10: Liu L, You W, Zheng L, Chen F, Jia Z. Determination of peimine and peiminine in Bulbus Fritillariae Thunbergii by capillary electrophoresis by indirect UV detection using N-(1-naphthyl)ethylenediamine dihydrochloride as probe. Electrophoresis. 2012 Jul;33(14):2152-8. doi: 10.1002/elps.201200021. PubMed PMID: 22821492.
11: Xue Y, Gu HL. [Determination of peimine and peiminine in Fritillaria thunbergii by HPLC-ELSD]. Yao Xue Xue Bao. 2005 Jun;40(6):550-2. Chinese. PubMed PMID: 16144323.
12: Zhao B, Shen C, Zheng Z, Wang X, Zhao W, Chen X, Peng F, Xue L, Shu M, Hou X, Wang K, Zhong C, Sun J, Wan J, Zhao S. Peiminine Inhibits Glioblastoma in Vitro and in Vivo Through Cell Cycle Arrest and Autophagic Flux Blocking. Cell Physiol Biochem. 2018;51(4):1566-1583. doi: 10.1159/000495646. Epub 2018 Nov 29. PubMed PMID: 30497066.
13: Chen LH, Liu LL, Liu HN, Zhu WF, Yi WJ, Zhao Y. [Simultaneous determination of peimine and peiminine in rat plasma by LC-MS/MS and its application in the pharmacokinetic study]. Yao Xue Xue Bao. 2010 Jul;45(7):891-4. Chinese. PubMed PMID: 20931788.
14: Zheng Z, Xu L, Zhang S, Li W, Tou F, He Q, Rao J, Shen Q. Peiminine inhibits colorectal cancer cell proliferation by inducing apoptosis and autophagy and modulating key metabolic pathways. Oncotarget. 2017 Jul 18;8(29):47619-47631. doi: 10.18632/oncotarget.17411. PubMed PMID: 28496003; PubMed Central PMCID: PMC5564592.
15: Chen G, Liu J, Jiang L, Ran X, He D, Li Y, Huang B, Wang W, Liu D, Fu S. Peiminine Protects Dopaminergic Neurons from Inflammation-Induced Cell Death by Inhibiting the ERK1/2 and NF-κB Signalling Pathways. Int J Mol Sci. 2018 Mar 12;19(3). pii: E821. doi: 10.3390/ijms19030821. PubMed PMID: 29534526; PubMed Central PMCID: PMC5877682.
16: Wu X, Chen J, Pan Y. Simultaneous determination of peimine and peiminine in rat plasma by LC-ESI-MS employing solid-phase extraction. Biomed Chromatogr. 2010 Aug;24(8):902-7. doi: 10.1002/bmc.1384. PubMed PMID: 20033892.
17: 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.
18: 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.
19: Chao X, Wang G, Tang Y, Dong C, Li H, Wang B, Wu J, Zhao J. The effects and mechanism of peiminine-induced apoptosis in human hepatocellular carcinoma HepG2 cells. PLoS One. 2019 Jan 7;14(1):e0201864. doi: 10.1371/journal.pone.0201864. eCollection 2019. PubMed PMID: 30615617; PubMed Central PMCID: PMC6322737.
20: Xue Y, Wang F. [Simultaneous determination of peimine, peiminine and zhebeinine in Fritillaria thunbergii from different habitat by HPLC-ELSD]. Zhongguo Zhong Yao Za Zhi. 2007 Aug;32(16):1628-30. Chinese. PubMed PMID: 18027652.
