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MedKoo Cat#: 585195 | Name: Peiminine
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Description:

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

Peiminine is an alkaloid extracted from Fritillaria plants reported to have potent anti-inflammatory properties and protect the epithelial barrier in cells. Peiminine is shown to suppress the development of a variety of tumors.

Chemical Structure

Peiminine
Peiminine
CAS#18059-10-4

Theoretical Analysis

MedKoo Cat#: 585195

Name: Peiminine

CAS#: 18059-10-4

Chemical Formula: C27H43NO3

Exact Mass: 429.3243

Molecular Weight: 429.65

Elemental Analysis: C, 75.48; H, 10.09; N, 3.26; O, 11.17

Price and Availability

Size Price Availability Quantity
10mg USD 525.00 2 weeks
25mg USD 800.00 2 Weeks
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Related CAS #
No Data
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

Preparing Stock Solutions

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.

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: Pradhan SM, Mandal P, Mathew AA, Unni AR, Gowd GS, Panonnummal R, Kanthlal SK. Unveiling the therapeutic potential of plant steroid peimine: A study on apoptotic induction in MRMT-1 cell line-induced breast cancer in rats. Steroids. 2024 Sep;209:109467. doi: 10.1016/j.steroids.2024.109467. Epub 2024 Jul 2. PMID: 38959994. 2: Qiu Q, Geng Z, Wang L, Zuo L, Deng M, Zhang H, Yang Y, Wang Y, Zhao Z, Wen H, Wang Q, Wang Y, He X, Li J, Wang Y, Zhang X, Liu M, Song X. Peiminine ameliorates Crohn's disease-like colitis by enhancing the function of the intestinal epithelial barrier through Nrf2/HO1 signal. Int Immunopharmacol. 2024 Jul 30;136:112380. doi: 10.1016/j.intimp.2024.112380. Epub 2024 Jun 7. PMID: 38850790. 3: Yang Z, Guo R, Bi Y, Xu W, Hao M, Liang Y, Li Y, Wang H, Zhang J, Xie J, Wan C, Sun J. Peimenine unleashes therapeutic promise in urothelial bladder cancer: inhibition of proliferation, induction of cell death and modulation of key pathways. Chem Biol Drug Des. 2024 Jun;103(6):e14528. doi: 10.1111/cbdd.14528. PMID: 38811358. 4: Xu J, Zhang Z, Hu H, Yang Y, Xiao C, Xi L, Lu J, Tian S, Zhao H. Synergistic antitumor effects of Peiminine and Doxorubicin on breast cancer through enhancing DNA damage via ZEB1. Biomed Pharmacother. 2024 Apr;173:116353. doi: 10.1016/j.biopha.2024.116353. Epub 2024 Mar 2. PMID: 38432128. 5: Yi N, Wang L, Jiang Z, Xu G, Li L, Zhang Y, Tan Y. Peiminine triggers ferroptosis to inhibit breast cancer growth through triggering Nrf2 signaling. Tissue Cell. 2024 Apr;87:102323. doi: 10.1016/j.tice.2024.102323. Epub 2024 Feb 4. PMID: 38412577. 6: Zhang J, Wang C, He Y, Wang Y, Fang X, Shi M, Chen H, Zhang J, Zou H. Peiminine alleviate coliti-like phenotype in mice induced by lead exposure. Int J Environ Health Res. 2024 Feb 22:1-13. doi: 10.1080/09603123.2024.2307344. Epub ahead of print. PMID: 38385345. 7: Cha SJ, Kim SS, Shin JH, Seo SR. Peiminine Exerts Its Anti-Acne Effects by Regulating the NF-κB Pathway. Antioxidants (Basel). 2024 Jan 22;13(1):131. doi: 10.3390/antiox13010131. PMID: 38275656; PMCID: PMC10812726. 8: Pai M, Er-Bu A, Wu Y, Ming TW, Gaun TKW, Ye B. Total alkaloids of bulbus of Fritillaria cirrhosa alleviate bleomycin-induced inflammation and pulmonary fibrosis in rats by inhibiting TGF-β and NF-κB signaling pathway. Food Nutr Res. 2023 Dec 29;67. doi: 10.29219/fnr.v67.10292. PMID: 38187805; PMCID: PMC10770707. 9: Gao X, Dang H, Gao H, Wang J, Qian M, Feng J, Hu G, Ren G, Chen X, Cao L, Wang Z, Xiao W. Exploration of material basis: Chemical composition profile, metabolic profile and pharmacokinetic characteristics in Xingbei Zhike granule. J Ethnopharmacol. 2024 Mar 25;322:117582. doi: 10.1016/j.jep.2023.117582. Epub 2023 Dec 23. PMID: 38145860. 10: Morais MG, Saldanha AA, Mendes IC, Rodrigues JPC, Azevedo LS, Ferreira LM, Amado PA, Zanuncio VSS, Farias KS, Silva DB, Pinto FCH, Soares AC, Lima LARS. Antinociceptive and anti-inflammatory potential, and chemical characterization of the dichloromethane fraction of Solanum lycocarpum (Solanaceae) ripe fruits by LC-DAD-MS. J Ethnopharmacol. 2024 Mar 25;322:117640. doi: 10.1016/j.jep.2023.117640. Epub 2023 Dec 20. PMID: 38135235. 11: Bhat BA, Rashid Mir W, Alkhanani M, Almilaibary A, Mir MA. Network pharmacology and experimental validation for deciphering the action mechanism of Fritillaria cirrhosa D. Don constituents in suppressing breast carcinoma. J Biomol Struct Dyn. 2023 Nov 10:1-21. doi: 10.1080/07391102.2023.2274966. Epub ahead of print. PMID: 37948293. 12: Ranjbar Bushehri M, Babaei N, Esmaeili Gouvarchin Ghaleh H, Khamisipour G, Farnoosh G. Anti-inflammatory activity of peiminine in acetic acid-induced ulcerative colitis model. Inflammopharmacology. 2024 Feb;32(1):657-665. doi: 10.1007/s10787-023-01360-4. Epub 2023 Oct 19. PMID: 37855980. 13: Alrouji M, Alhumaydhi FA, Al Abdulmonem W, Sharaf SE, Shahwan M, Majarisi T, Atiya A, Shamsi A. Identifying β-secretase 1 (BACE1) inhibitors from plant-based compounds: an approach targeting Alzheimer's therapeutics employing molecular docking and dynamics simulation. Mol Divers. 2023 Sep 20. doi: 10.1007/s11030-023-10726-3. Epub ahead of print. Erratum in: Mol Divers. 2024 Mar 21. doi: 10.1007/s11030-023-10804-6. PMID: 37728805. 14: Cheng X, Li D, Jiang Z, Qu C, Yan H, Wu Q. Metabolite profiling and transcriptomic analyses demonstrate the effects of biocontrol agents on alkaloid accumulation in Fritillaria thunbergii. BMC Plant Biol. 2023 Sep 18;23(1):435. doi: 10.1186/s12870-023-04459-6. PMID: 37723471; PMCID: PMC10506312. 15: Wang S, Yang XX, Li TJ, Tian XM, Wang YL, Bai G, Bao YR, Meng XS. Metabolic regularity of bioactive compounds in Bufei Jianpi granule in rats using ultra- high-performance liquid chromatography coupled with triple quadrupole mass spectrometry analysis technology. Biomed Chromatogr. 2023 Dec;37(12):e5740. doi: 10.1002/bmc.5740. Epub 2023 Sep 5. PMID: 37670539. 16: Liao H, Quan H, Huang B, Ji H, Zhang T, Chen J, Zhou J. Integrated transcriptomic and metabolomic analysis reveals the molecular basis of tissue- specific accumulation of bioactive steroidal alkaloids in Fritillaria unibracteata. Phytochemistry. 2023 Oct;214:113831. doi: 10.1016/j.phytochem.2023.113831. Epub 2023 Aug 19. PMID: 37598994. 17: Le-Xin C, Ming-Jun L, Chun-Qi X, Jia-Xin Z, Jing-Ya Y, Li-Xin N, Mei-Qi W, En-Xin Z, Xiao-Jun Z. Yi Qi Chu Tan Formula (YQCTF) inhibited the progress of lung cancer via regulating tumor-associated neutrophil: An integrated study of network pharmacology, proteomics and pharmacodynamics. J Ethnopharmacol. 2024 Jan 10;318(Pt B):116943. doi: 10.1016/j.jep.2023.116943. Epub 2023 Aug 1. PMID: 37532072. 18: Peng M, Li J, Zhou J, Zhang B, Liao J, Yang D, Wang Y, Yang Y, Li R, Tang X, Lu Q, Zhao Q. Total alkaloids of Fritillaria unibracteata var. wabuensis bulbus ameliorate chronic asthma via the TRPV1/Ca2+/NFAT pathway. Phytomedicine. 2023 Sep;118:154946. doi: 10.1016/j.phymed.2023.154946. Epub 2023 Jul 2. PMID: 37421766. 19: Fu RH, Hong SY, Tsai CW, Liu SP, Chiu SC, Wu MZ, Shyu WC, Lin SZ. Interaction of a Novel Alternatively Spliced Variant of HSD11B1L with Parkin Enhances the Carcinogenesis Potential of Glioblastoma: Peiminine Interferes with This Interaction. Cells. 2023 Mar 14;12(6):894. doi: 10.3390/cells12060894. PMID: 36980235; PMCID: PMC10047488. 20: Huang D, Shen Z, Zhao S, Pei C, Jia N, Wang Y, Wu Y, Wang X, Shi S, He Y, Wang Z, Wang F. Sipeimine attenuates PM2.5-induced lung toxicity via suppression of NLRP3 inflammasome-mediated pyroptosis through activation of the PI3K/AKT pathway. Chem Biol Interact. 2023 May 1;376:110448. doi: 10.1016/j.cbi.2023.110448. Epub 2023 Mar 9. PMID: 36898572.