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Peonidin chloride (YGM-6 chloride)

Cat No.:V74859 Purity: ≥98%
Peonidin chloride is an O-methylated anthocyanin that, as a major plant pigment, gives flowers such as peonies their purple-red hue, hence their name, and also gives berries and vegetables their purple-red color.
Peonidin chloride (YGM-6 chloride)
Peonidin chloride (YGM-6 chloride) Chemical Structure CAS No.: 134-01-0
Product category: COX
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
Other Sizes
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Product Description
Peonidin chloride is an O-methylated anthocyanin that, as a major plant pigment, gives flowers such as peonies their purple-red hue, hence their name, and also gives berries and vegetables their purple-red color. Peonidin chloride has chemopreventive and anti-inflammatory activities against cancer cells in vitro and blocks the expression and transformation of COX-2 in JB6 P+ mouse epidermal cells.
Peonidin chloride (YGM-6 chloride, CAS#: 134-01-0) is an O-methylated anthocyanidin that functions as a primary plant pigment, endowing purplish-red hues to flowers such as the peony, from which it takes its name, as well as berries and vegetables. Peonidin chloride exhibits chemopreventive, antioxidant, and anti-inflammatory activities. It has shown potent inhibitory and apoptotic effects on cancer cells in vitro, notably metastatic human breast cancer cells. It is a hydrolysis product from bilberries and other fruits and flowers.
Biological Activity I Assay Protocols (From Reference)
Targets
COX-2
Multiple targets have been reported for Peonidin chloride. It inhibits phorbol-ester-induced COX-2 expression by blocking phosphorylation of ERK-1 and -2. Peonidin also exhibits antioxidant activity and can ameliorate MNU-induced photoreceptors degeneration. As an anthocyanidin, it may interact with various cellular signaling pathways including those involved in inflammation, apoptosis, and oxidative stress responses.
ln Vitro
Peonidin chloride has antioxidant activity. It inhibits phorbol-ester-induced COX-2 expression and transformation in JB6 P+ mouse epidermal cells by blocking phosphorylation of ERK-1 and -2. Peonidin has shown potent inhibitory and apoptotic effects on cancer cells in vitro, notably metastatic human breast cancer cells. It also exhibits chemopreventive and anti-inflammatory activities.
ln Vivo
In vivo, Peonidin chloride has been shown to ameliorate MNU-induced photoreceptors degeneration and rectify abnormalities in inner visual signal pathways. This demonstrates the compound's neuroprotective effects in the retina. As an anthocyanidin pigment, peonidin may exert systemic antioxidant and anti-inflammatory effects. Further studies are needed to fully characterize its in vivo pharmacokinetic and pharmacodynamic properties in various disease models.
Enzyme Assay
Receptor binding or enzyme inhibition assays can be performed to evaluate the interaction of Peonidin chloride with its targets. Kinase activity assays can measure the inhibition of ERK-1 and -2 phosphorylation. Antioxidant activity can be assessed using cell-free assays such as DPPH or ABTS radical scavenging assays. COX-2 enzyme activity assays can measure the compound's ability to inhibit prostaglandin synthesis.
Cell Assay
Cellular assays are used to evaluate the anti-inflammatory and anticancer activities of Peonidin chloride. JB6 P+ mouse epidermal cells are treated with phorbol ester (TPA) in the presence of increasing concentrations of Peonidin chloride to assess inhibition of COX-2 expression and cell transformation. Cancer cell lines (e.g., metastatic human breast cancer cells) are treated with the compound to assess inhibition of cell proliferation and induction of apoptosis. ROS detection assays can measure antioxidant activity.
Animal Protocol
In vivo efficacy of Peonidin chloride has been evaluated in animal models of photoreceptor degeneration. MNU-induced photoreceptor degeneration models are used to assess the compound's neuroprotective effects. The compound is typically administered orally or intraperitoneally. Efficacy endpoints include preservation of photoreceptor cells, improvement in visual function, and reduction of oxidative stress markers in the retina.
ADME/Pharmacokinetics
As an anthocyanidin with molecular weight of 336.72 g/mol and molecular formula C16H13ClO6, Peonidin chloride is a small molecule pigment. It is a hydrolysis product from bilberries and other fruits and flowers. The compound is soluble in appropriate solvents for in vitro studies. Pharmacokinetic properties would be expected to be similar to other anthocyanidins, with moderate oral bioavailability and rapid metabolism. Further pharmacokinetic studies are needed to fully characterize its absorption and distribution.
Toxicity/Toxicokinetics
No specific toxicity data has been reported for Peonidin chloride. As a naturally occurring anthocyanidin pigment found in foods, it is generally recognized as safe at dietary intake levels. Standard toxicity assessments would include evaluation of cytotoxicity in cell lines, genotoxicity assays, and acute and sub-chronic toxicity studies in animal models. The compound is for research use only and not intended for human therapeutic use.
Additional Infomation
Paeoniflorin chloride is an anthocyanin chloride whose cationic component is paeoniflorin. It possesses functions as a metabolite, antitumor agent, apoptosis inducer, and antioxidant. It contains paeoniflorin.
Peonidin chloride (YGM-6 chloride, CAS#: 134-01-0) is an O-methylated anthocyanidin that functions as a primary plant pigment. It has a molecular formula of C16H13ClO6 and molecular weight of 336.72. Peonidin chloride exhibits antioxidant, anti-inflammatory, and chemopreventive activities. It inhibits COX-2 expression by blocking ERK-1 and -2 phosphorylation. It has shown inhibitory and apoptotic effects on cancer cells, notably metastatic human breast cancer cells. It is a hydrolysis product from bilberries and other fruits and flowers.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H13CLO6
Molecular Weight
336.72
Exact Mass
336.04
CAS #
134-01-0
PubChem CID
164544
Appearance
Brown to black solid powder
LogP
0.215
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
2
Heavy Atom Count
23
Complexity
378
Defined Atom Stereocenter Count
0
SMILES
COC1=C(C=CC(=C1)C2=[O+]C3=CC(=CC(=C3C=C2O)O)O)O.[Cl-]
InChi Key
OGBSHLKSHNAPEW-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H12O6.ClH/c1-21-15-4-8(2-3-11(15)18)16-13(20)7-10-12(19)5-9(17)6-14(10)22-16;/h2-7H,1H3,(H3-,17,18,19,20);1H
Chemical Name
2-(4-hydroxy-3-methoxyphenyl)chromenylium-3,5,7-triol;chloride
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: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
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: 100 mg/mL (296.98 mM)
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.9698 mL 14.8491 mL 29.6983 mL
5 mM 0.5940 mL 2.9698 mL 5.9397 mL
10 mM 0.2970 mL 1.4849 mL 2.9698 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.

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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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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
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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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