| Size | Price | Stock | Qty |
|---|---|---|---|
| 1mg |
|
||
| 5mg |
|
||
| 10mg |
|
||
| 100mg | |||
| Other Sizes |
Purity: ≥98%
| Targets |
Natural product; TRPV1
Pellitorine targets multiple proteins and enzymes. It is an inhibitor of ACAT (acyl-CoA cholesteryl acyl transferase) and α-glucosidase. It also acts as a TRPV1 antagonist. Additionally, pellitorine suppresses the expression of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2). These targets are involved in cholesterol metabolism, glucose regulation, pain sensation, and inflammation. |
|---|---|
| ln Vitro |
Pellitorine on the other hand was extremely cytotoxic with an IC50 value of 13.0 µg/mL against the same cell line. It however, gave a much lower IC50 value of 1.8 µg/mL against the MCF-7 (breast cancer) cell line. Hence pellitorine could be a potential anti-cancer hit compound. On the other hand, the petroleum ether could also provide potential anti-cancer activity against the HL60 (Human promyelocytic leukemia cells) cells due to synergistic effects of the bioactives present in the extract.[1]
In vitro, pellitorine shows strong cytotoxic activities against HL-60 leukemia cells and MCF-7 breast cancer cells with IC50 values of 13 µg/mL and 1.8 µg/mL, respectively. It suppresses expression of iNOS and COX-2. It inhibits ACAT and α-glucosidase activities. It also acts as a TRPV1 antagonist. These activities demonstrate its potential as a multi-target bioactive compound. |
| ln Vivo |
In vivo, pellitorine has potential applications as a lead molecule for the control of mosquito populations. Its anti-inflammatory, anticancer, and enzyme inhibitory activities suggest potential therapeutic applications. However, detailed in vivo efficacy data in disease models is limited in publicly available sources. The compound is primarily used as a research tool.
|
| Enzyme Assay |
In vitro enzyme assays for pellitorine measure inhibition of ACAT using microsomal preparations. ACAT activity is assessed by measuring the incorporation of radiolabeled oleoyl-CoA into cholesteryl esters. α-Glucosidase activity is measured using a chromogenic substrate (p-nitrophenyl-α-D-glucopyranoside). Various concentrations of pellitorine are added. IC50 values are calculated from dose-response curves.
|
| Cell Assay |
Cellular assays for pellitorine use HL-60 leukemia cells and MCF-7 breast cancer cells. Cells are treated with various concentrations of pellitorine. Cell viability is measured using MTT or ATP-lite assays. iNOS and COX-2 expression are assessed by Western blotting or qRT-PCR. TRPV1 antagonism is assessed by calcium imaging in TRPV1-expressing cells.
|
| Animal Protocol |
In vivo animal studies for pellitorine would utilize models of inflammation, cancer, or metabolic disorders. The compound would be administered orally or intraperitoneally. Inflammatory markers, tumor growth, or metabolic parameters would be measured. Efficacy would be compared to vehicle and reference compounds. However, detailed in vivo data is limited.
|
| ADME/Pharmacokinetics |
Pellitorine has molecular weight of 223.35 g/mol and molecular formula C14H25NO. It is a fatty amide. It is typically stored at -20°C. It is soluble in organic solvents. Pharmacokinetic properties such as oral bioavailability and half-life would need to be determined in preclinical studies. The compound is a natural product and is available for research purposes.
|
| Toxicity/Toxicokinetics |
Preclinical toxicity of pellitorine has not been extensively documented. As a natural product with diverse biological activities, potential adverse effects would be evaluated in standard toxicology studies. The compound's cytotoxicity against cancer cell lines suggests potential for anticancer applications, but also indicates possible toxicity to normal cells. Safety pharmacology studies would be required.
|
| References | |
| Additional Infomation |
Pellitorine (1), isolated from the roots of black pepper (Piper nigrum), exhibited strong cytotoxic activity against HL60 and MCT-7 cell lines. Pellitorine (2) was transformed by microorganisms to yield a new compound, 5-[3,4-(methylenedioxy)phenyl]-pent-2-enepiperidine (3). In addition, two other alkaloids were found in black pepper, namely (E)-1-[3',4'-(methylenedioxy)cinnamyl]piperidine (4) and 2,4-tetradecadienoic acid isobutyramide (5). These compounds were separated by chromatography and their structures were identified by mass spectrometry (MS), infrared spectroscopy (IR), and nuclear magnetic resonance (NMR). [1] Pellitorine is a fatty amide with the function of a metabolite. Pellitorine has been reported to be found in Artemisia indica, Achillea asiatica, and other organisms with relevant data.
Pellitorine is an amide alkaloid found in Piper nigrum. It exhibits cytotoxic activity against HL-60 and MCF-7 cells. It inhibits ACAT, α-glucosidase, and acts as a TRPV1 antagonist. It suppresses iNOS and COX-2 expression. It is available for research purposes only. |
| Molecular Formula |
C14H25NO
|
|---|---|
| Molecular Weight |
223.36
|
| Exact Mass |
223.193
|
| Elemental Analysis |
C, 75.28; H, 11.28; N, 6.27; O, 7.16
|
| CAS # |
18836-52-7
|
| PubChem CID |
5318516
|
| Appearance |
White to off-white solid powder
|
| Density |
0.9±0.1 g/cm3
|
| Boiling Point |
368.7±15.0 °C at 760 mmHg
|
| Melting Point |
88-89ºC
|
| Flash Point |
224.6±5.3 °C
|
| Vapour Pressure |
0.0±0.8 mmHg at 25°C
|
| Index of Refraction |
1.470
|
| LogP |
3.92
|
| Hydrogen Bond Donor Count |
1
|
| Hydrogen Bond Acceptor Count |
1
|
| Rotatable Bond Count |
8
|
| Heavy Atom Count |
16
|
| Complexity |
229
|
| Defined Atom Stereocenter Count |
0
|
| SMILES |
CCCCC/C=C/C=C/C(=O)NCC(C)C
|
| InChi Key |
MAGQQZHFHJDIRE-BNFZFUHLSA-N
|
| InChi Code |
InChI=1S/C14H25NO/c1-4-5-6-7-8-9-10-11-14(16)15-12-13(2)3/h8-11,13H,4-7,12H2,1-3H3,(H,15,16)/b9-8+,11-10+
|
| Chemical Name |
(2E,4E)-N-(2-methylpropyl)deca-2,4-dienamide
|
| Synonyms |
Pellitorine; Pellitorin; AI3-19560
|
| 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 Note: This product requires protection from light (avoid light exposure) during transportation and storage. |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
|
| Solubility (In Vitro) |
DMSO : ~50 mg/mL (~223.86 mM)
|
|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: 2.5 mg/mL (11.19 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 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: 2.5 mg/mL (11.19 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 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. View More
Solubility in Formulation 3: ≥ 2.5 mg/mL (11.19 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 4.4771 mL | 22.3854 mL | 44.7708 mL | |
| 5 mM | 0.8954 mL | 4.4771 mL | 8.9542 mL | |
| 10 mM | 0.4477 mL | 2.2385 mL | 4.4771 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.
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.
Products are for research use only; We do not sell to patients
Copyright 2020 InvivoChem LLC | All Rights Reserved
COA