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Proanthocyanidin A4

Cat No.:V33849 Purity: ≥98%
Proanthocyanidin A4 is a polyphenol found in a variety of plants.
Proanthocyanidin A4
Proanthocyanidin A4 Chemical Structure CAS No.: 111466-29-6
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
100mg
Other Sizes
Official Supplier of:
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Product Description
Proanthocyanidin A4 is a polyphenol found in a variety of plants. Proanthocyanidin A4 has anti~inflammatory properties.
Proanthocyanidin A4 (CAS: 111466-29-6) is a naturally occurring polyphenol found in a variety of plants, including E. sinica roots. It is a type A proanthocyanidin with a complex structure containing multiple phenolic hydroxyl groups. The compound exhibits strong antioxidant, anti-inflammatory, and antimicrobial properties, protecting cells against oxidative stress and modulating immune responses. It has been studied for cardiovascular protection, anticancer potential, and neuroprotection.
Biological Activity I Assay Protocols (From Reference)
Targets
Proanthocyanidin A4 targets multiple cellular pathways involved in inflammation and oxidative stress. It scavenges free radicals and regulates signaling pathways related to inflammation and cell survival. The compound modulates immune responses and protects cells against oxidative damage. Its antioxidant activity is attributed to its ability to scavenge free radicals and chelate metal ions. The compound's anti-inflammatory effects are mediated through modulation of inflammatory signaling pathways.
ln Vitro
In vitro, proanthocyanidin A4 demonstrates strong antioxidant properties by scavenging free radicals and protecting cells against oxidative stress. It shows anti-inflammatory activity by modulating immune responses and reducing inflammatory mediators. The compound exhibits antimicrobial properties against various pathogens. Its anticancer potential has been investigated in cancer cell lines, where it shows cytotoxic effects. The compound's ability to regulate signaling pathways makes it a valuable bioactive compound for research.
ln Vivo
In vivo, proanthocyanidin A4 has been studied for its potential health benefits including cardiovascular protection, anticancer effects, and neuroprotection. Its antioxidant and anti-inflammatory properties suggest it may protect against various chronic diseases. The compound is found naturally in plants and is consumed as part of the diet. Studies have investigated its effects on oxidative stress markers, inflammatory parameters, and tissue protection in animal models.
Enzyme Assay
For non-cell enzyme/receptor binding assays, proanthocyanidin A4 antioxidant activity is assessed using cell-free radical-scavenging assays such as DPPH, ABTS, and FRAP. The compound's ability to scavenge free radicals is measured spectrophotometrically. Its metal-chelating activity can also be assessed. The compound's interactions with inflammatory signaling molecules can be studied using biochemical assays and surface plasmon resonance.
Cell Assay
For in vitro cell-based assays, proanthocyanidin A4 is tested in various cell types including cancer cells, immune cells, and neuronal cells. Its antioxidant activity is measured by assessing protection against oxidative stress-induced cell damage. Anti-inflammatory activity is evaluated by measuring cytokine production and inflammatory marker expression. Cytotoxicity and antiproliferative effects are assessed in cancer cell lines. Neuroprotective effects are studied in neuronal cell models.
Animal Protocol
For in vivo animal experiments, proanthocyanidin A4 can be administered orally or intraperitoneally to rodent models. Its effects on cardiovascular health are assessed in models of cardiovascular disease. Anticancer activity is evaluated in tumor-bearing animals. Neuroprotective effects are studied in models of neurodegenerative diseases. Oxidative stress markers, inflammatory parameters, and tissue pathology are assessed following compound administration.
ADME/Pharmacokinetics
Proanthocyanidin A4 has a molecular weight of 576.50 g/mol and molecular formula C₃₀H₂₄O₁₂. It is a polyphenolic compound with multiple hydroxyl groups. The compound should be stored at -20°C for long-term stability. It is a natural product isolated from plant sources with purity ≥95% available for research purposes. The compound is soluble in organic solvents and has characteristic polyphenolic properties.
Toxicity/Toxicokinetics
Proanthocyanidin A4 is a natural polyphenol found in various plants and is considered safe at dietary levels. It is consumed as part of the diet through plant-based foods. No significant toxicity has been reported at physiological concentrations. The compound is for research use only and is not approved as a pharmaceutical drug. Standard safety precautions for handling natural products should be followed. Its antioxidant properties suggest it may have health benefits.
References

[1]. Transformation of proanthocyanidin A2 to its isomers under different physiological pH conditions and common cell culture medium. J Agric Food Chem. 2011 Jun 8;59(11):6214-20.

Additional Infomation
Proanthocyanidin A4 is a naturally occurring type A proanthocyanidin found in various plants including E. sinica roots. It exhibits strong antioxidant, anti-inflammatory, and antimicrobial properties. The compound has been studied for its potential health benefits including cardiovascular protection, anticancer activity, and neuroprotection. Its ability to scavenge free radicals and regulate signaling pathways makes it a valuable bioactive compound for nutritional and pharmacological research. No clinical trials have been conducted for this compound as a therapeutic agent.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C30H24O13
Molecular Weight
592.503769874573
Exact Mass
576.127
CAS #
111466-29-6
PubChem CID
53349182
Appearance
White to off-white solid powder
Density
1.766±0.06 g/cm3
LogP
2.793
Hydrogen Bond Donor Count
10
Hydrogen Bond Acceptor Count
13
Rotatable Bond Count
2
Heavy Atom Count
43
Complexity
1010
Defined Atom Stereocenter Count
5
SMILES
C1[C@@H]([C@H](OC2=C1C(=CC3=C2[C@H]4[C@@H]([C@@](O3)(OC5=CC(=CC(=C45)O)O)C6=CC(=C(C(=C6)O)O)O)O)O)C7=CC(=C(C=C7)O)O)O
InChi Key
WODBGULXKVZGQF-WWFYOJLTSA-N
InChi Code
InChI=1S/C30H24O13/c31-12-6-17(35)23-21(7-12)42-30(11-4-18(36)26(39)19(37)5-11)29(40)25(23)24-22(43-30)9-15(33)13-8-20(38)27(41-28(13)24)10-1-2-14(32)16(34)3-10/h1-7,9,20,25,27,29,31-40H,8H2/t20-,25-,27+,29-,30+/m0/s1
Chemical Name
(1S,5R,6S,13R,21S)-5-(3,4-dihydroxyphenyl)-13-(3,4,5-trihydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol
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 Data
Solubility (In Vitro)
DMSO : ≥ 50 mg/mL (~86.73 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 1.25 mg/mL (2.17 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 (2.17 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 (2.17 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 1.6878 mL 8.4388 mL 16.8776 mL
5 mM 0.3376 mL 1.6878 mL 3.3755 mL
10 mM 0.1688 mL 0.8439 mL 1.6878 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:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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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?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • 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:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
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  • The answer appears in the Volume (to add to vial) box
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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