1. Protein Tyrosine Kinase/RTK
  2. Insulin Receptor
  3. Peonidin 3-O-glucoside chloride

Peonidin 3-O-glucoside chloride is an agonist of the free fatty acid receptor FFAR1 and Glucokinase. Peonidin 3-O-glucoside chloride enhances insulin secretion of pancreatic beta cells and increases glucose uptake by liver cells. Peonidin 3-O-glucoside chloride activates FFAR1, promotes the phosphorylation of related proteins in the insulin secretion pathway, and increases the expression of FFAR1. In liver cells, Peonidin 3-O-glucoside chloride activates GK and regulates proteins associated with carbohydrate metabolism. Peonidin 3-O-glucoside chloride can be used in diabetes research.

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Peonidin 3-O-glucoside chloride Chemical Structure

Peonidin 3-O-glucoside chloride Chemical Structure

CAS No. : 6906-39-4

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Based on 1 publication(s) in Google Scholar

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Description

Peonidin 3-O-glucoside chloride is an agonist of the free fatty acid receptor FFAR1 and Glucokinase. Peonidin 3-O-glucoside chloride enhances insulin secretion of pancreatic beta cells and increases glucose uptake by liver cells. Peonidin 3-O-glucoside chloride activates FFAR1, promotes the phosphorylation of related proteins in the insulin secretion pathway, and increases the expression of FFAR1. In liver cells, Peonidin 3-O-glucoside chloride activates GK and regulates proteins associated with carbohydrate metabolism. Peonidin 3-O-glucoside chloride can be used in diabetes research[1][2].

In Vitro

Peonidin 3-O-glucoside (1-100 μM; 24 h) increases insulin secretion levels in INS-1E pancreatic β cells stimulated by glucose and increases the expression of FFAR1-dependent insulin secretion pathway-related proteins, such as phosphorylation of FFAR1, PLC, and PKD[1]. Peonidin 3-O-glucoside (100 μM; 24 h) increases glucose uptake in HepG2 hepatocytes, activated glucokinase (GK), and regulates proteins related to carbohydrate metabolism, such as increasing the phosphorylation level of AMP-activated protein kinase (AMPK) and reducing the expression of phosphoenolpyruvate carboxykinase (PEPCK)[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Viability Assay[1]

Cell Line: INS-1E pancreatic β-cells
Concentration: 1-100 μM
Incubation Time: 24 h
Result: The cells were treated with peonidin 3-O-glucoside at concentrations ranging from 1 to 100 μM for 24 h.
The results showed that compared with the untreated control group, the glucose-stimulated insulin secretion (GSIS) was enhanced by 18%-40%.
Western blot analysis indicated that the expression of proteins related to the FFAR1-dependent insulin secretory pathway, including FFAR1, PLC, and the phosphorylation of PKD, was increased.

Western Blot Analysis[1]

Cell Line: HepG2 hepatic cells
Concentration: 100 μM
Incubation Time: 24 h
Result: After treating HepG2 cells with 100 μM peonidin 3-O-glucoside for 24 h, the glucose uptake in these cells was increased by 19% compared to the untreated group.
Western blot analysis revealed that the phosphorylation of AMP-activated protein kinase (AMPK) was increased, and the expression of phosphoenolpyruvate carboxykinase (PEPCK) was reduced.
The activity of glucokinase (GK) was also activated, which indicated that peonidin 3-O-glucoside could modulate the carbohydrate metabolism in HepG2 cells.
Molecular Weight

498.86

Formula

C22H23ClO11

CAS No.
Appearance

Solid

Color

Brown to black

SMILES

OC1=CC(O)=CC2=C1C=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C(C4=CC=C(O)C(OC)=C4)=[O+]2.[Cl-]

Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

4°C, sealed storage, away from moisture and light

*In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light)

Solvent & Solubility
In Vitro: 

DMSO : ≥ 50 mg/mL (100.23 mM; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

H2O : 5 mg/mL (10.02 mM; ultrasonic and warming and heat to 60°C)

*"≥" means soluble, but saturation unknown.

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 2.0046 mL 10.0229 mL 20.0457 mL
5 mM 0.4009 mL 2.0046 mL 4.0091 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

  • Molarity Calculator

  • Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

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Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

  • Protocol 1

    Add each solvent one by one:  10% DMSO    40% PEG300    5% Tween-80    45% Saline

    Solubility: ≥ 1.25 mg/mL (2.51 mM); Clear solution

    This protocol yields a clear solution of ≥ 1.25 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (12.5 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

    Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
  • Protocol 2

    Add each solvent one by one:  10% DMSO    90% (20% SBE-β-CD in Saline)

    Solubility: ≥ 1.25 mg/mL (2.51 mM); Clear solution

    This protocol yields a clear solution of ≥ 1.25 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (12.5 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

    Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:

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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
%
DMSO +
+
%
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%
Saline
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
The co-solvents required include: DMSO, PEG300/PEG400, Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Purity & Documentation
References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
H2O / DMSO 1 mM 2.0046 mL 10.0229 mL 20.0457 mL 50.1143 mL
5 mM 0.4009 mL 2.0046 mL 4.0091 mL 10.0229 mL
10 mM 0.2005 mL 1.0023 mL 2.0046 mL 5.0114 mL
DMSO 15 mM 0.1336 mL 0.6682 mL 1.3364 mL 3.3410 mL
20 mM 0.1002 mL 0.5011 mL 1.0023 mL 2.5057 mL
25 mM 0.0802 mL 0.4009 mL 0.8018 mL 2.0046 mL
30 mM 0.0668 mL 0.3341 mL 0.6682 mL 1.6705 mL
40 mM 0.0501 mL 0.2506 mL 0.5011 mL 1.2529 mL
50 mM 0.0401 mL 0.2005 mL 0.4009 mL 1.0023 mL
60 mM 0.0334 mL 0.1670 mL 0.3341 mL 0.8352 mL
80 mM 0.0251 mL 0.1253 mL 0.2506 mL 0.6264 mL
100 mM 0.0200 mL 0.1002 mL 0.2005 mL 0.5011 mL

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

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Peonidin 3-O-glucoside chloride
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