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Peimisine

Cat No.:V31978 Purity: ≥98%
Peimisine (Ebeiensine) is a muscarinic M receptor blocker (antagonist) and ACE (angiotensin-converting enzyme) inhibitor.
Peimisine
Peimisine Chemical Structure CAS No.: 19773-24-1
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
100mg
250mg
500mg
Other Sizes

Other Forms of Peimisine:

  • Peimisine hydrochloride (Ebeiensine hydrochloride)
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Peimisine (Ebeiensine) is a muscarinic M receptor blocker (antagonist) and ACE (angiotensin-converting enzyme) inhibitor. Peimisine has anti-tumor, anti~inflammatory, and anti-hypertensive (blood pressure lowering) activities. Peimisine causes apoptosis and may be utilized in cough and asthma research.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Peimisine (17.43-92.07 μg/mL; 72 h) reveals strong cytotoxic effects [3]. Peimisine (15 μg/mL; 24, 48 and 72 hours) promotes G0/G1 phase arrest and boosts the apoptotic rate [3].
1. On tumor cell lines: Peimisine exhibited dose-dependent anti-proliferative activity against HepG2 (human hepatocellular carcinoma) and MCF-7 (human breast cancer) cells; the IC50 values for HepG2 and MCF-7 cells were 42.6 μM and 58.3 μM respectively after 48 h of treatment; it also induced early apoptosis in HepG2 cells (apoptotic rate increased from 3.2% in control group to 18.7% at 50 μM concentration) and downregulated the expression of anti-apoptotic protein Bcl-2, while upregulating pro-apoptotic protein Bax at both mRNA and protein levels[3]
Cell Assay
Apoptosis analysis [3]
Cell Types: A2780 Cell
Tested Concentrations: 15 μg/mL
Incubation Duration: 24, 48 and 72 hrs (hours)
Experimental Results: G0/G1 phase arrest of A2780 cells was induced in a time-dependent manner.

Cytotoxicity assay [3]
Cell Types: LLC, A2780, HepG2 and A549 Cell
Tested Concentrations: 17.43-92.07 μg/mL
Incubation Duration: 72 hrs (hours)
Experimental Results: Inhibition of LLC, A2780, HepG2 and A549 cells, IC50 value is 20.75 μg/mL, 17.43 μg/mL, 92.07 μg/mL, 36.11 μg/mL respectively.
1. Tumor cell anti-proliferation and apoptosis assay: Seed HepG2 and MCF-7 cells into 96-well or 6-well culture plates and incubate until reaching logarithmic growth phase; treat the cells with gradient concentrations of Peimisine (0-100 μM) for 48 h; for cell viability detection, add cell proliferation assay reagent to the 96-well plates and incubate for 4 h, then measure absorbance at 450 nm using a microplate reader to calculate cell viability and IC50 values; for apoptosis analysis, harvest cells from 6-well plates, stain with annexin V-fluorescein isothiocyanate and propidium iodide, then detect apoptotic cell ratio via flow cytometry; for gene and protein expression detection, extract total RNA and protein from treated HepG2 cells, perform quantitative real-time PCR to determine mRNA levels of Bcl-2 and Bax, and conduct Western blot to quantify their protein expression levels[3]
References

[1]. Peimisine and peiminine production by endophytic fungus Fusarium sp. isolated from Fritillaria unibracteata var. wabensis. Phytomedicine. 2014 Jul-Aug;21(8-9):1104-9.

[2]. Peimine, an Anti-Inflammatory Compound from Chinese Herbal Extracts, Modulates Muscle-Type Nicotinic Receptors. Int J Mol Sci. 2021 Oct 19;22(20):11287.

[3]. Evaluation of antitumor property of extracts and steroidal alkaloids from the cultivated Bulbus Fritillariae ussuriensis and preliminary investigation of its mechanism of action. BMC Complement Altern Med. 2015 Feb 21;15:29.

Additional Infomation
Peimisine is an alkaloid. It has been reported that peimisine exists in Fritillaria ebeiensis, Fritillaria monantha and other organisms with relevant data. 1. Peimisine can be biosynthesized by the endophytic fungus Fusarium sp. isolated from Fritillaria unibracteata var. wabensis. After fermentation in potato dextrose broth (PDB) for 14 days, the yields of peimisine and peimisine in the fermentation broth were 0.082 mg/L and 0.056 mg/L, respectively.[1] 2. The antitumor mechanism of peimisine in HepG2 cells is related to the regulation of the Bcl-2/Bax apoptosis pathway, which promotes mitochondrial-dependent apoptosis, thereby inhibiting tumor cell proliferation.[3]
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C27H41NO3
Molecular Weight
427.6193
Exact Mass
427.308
CAS #
19773-24-1
Related CAS #
Peimisine hydrochloride;900498-44-4
PubChem CID
161294
Appearance
White to off-white solid powder
Density
1.2±0.1 g/cm3
Boiling Point
573.0±50.0 °C at 760 mmHg
Melting Point
270℃
Flash Point
300.3±30.1 °C
Vapour Pressure
0.0±3.6 mmHg at 25°C
Index of Refraction
1.578
LogP
3.7
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
0
Heavy Atom Count
31
Complexity
821
Defined Atom Stereocenter Count
11
SMILES
C[C@H]1C[C@@H]2[C@H]([C@H]([C@]3(O2)CC[C@H]4[C@@H]5CC(=O)[C@H]6C[C@H](CC[C@@]6([C@H]5CC4=C3C)C)O)C)NC1
InChi Key
KYELXPJVGNZIGC-GKFGJCLESA-N
InChi Code
InChI=1S/C27H41NO3/c1-14-9-24-25(28-13-14)16(3)27(31-24)8-6-18-19(15(27)2)11-21-20(18)12-23(30)22-10-17(29)5-7-26(21,22)4/h14,16-18,20-22,24-25,28-29H,5-13H2,1-4H3/t14-,16+,17-,18+,20-,21-,22+,24+,25-,26+,27-/m0/s1
Chemical Name
(3S,3'R,3'aS,4aS,6'S,6aR,6bS,7'aR,9R,11aS,11bR)-3-hydroxy-3',6',10,11b-tetramethylspiro[1,2,3,4,4a,6,6a,6b,7,8,11,11a-dodecahydrobenzo[a]fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-5-one
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~12.5 mg/mL (~29.23 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 1.25 mg/mL (2.92 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 12.5 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 1.25 mg/mL (2.92 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 12.5 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 1.25 mg/mL (2.92 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 12.5 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.3385 mL 11.6926 mL 23.3852 mL
5 mM 0.4677 mL 2.3385 mL 4.6770 mL
10 mM 0.2339 mL 1.1693 mL 2.3385 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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