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Pinobanksin (3,5,7-Trihydroxyflavanone)

Cat No.:V54814 Purity: ≥98%
Pinobanksin causes apoptosis in B-cell lymphoma cell lines.
Pinobanksin (3,5,7-Trihydroxyflavanone)
Pinobanksin (3,5,7-Trihydroxyflavanone) Chemical Structure CAS No.: 548-82-3
Product category: Apoptosis
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
Official Supplier of:
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Product Description
Pinobanksin causes apoptosis in B-cell lymphoma cell lines.
Pinobanksin (CAS 548-82-3) is a natural flavonoid also known as 3,5,7-trihydroxyflavanone. It is a flavanone compound found in various plant sources including propolis. Pinobanksin exhibits diverse biological activities including antioxidant, antimicrobial, and anti-inflammatory properties. As a flavonoid, it functions as a free radical scavenger and can modulate various cellular signaling pathways. The compound has been studied for its potential health benefits and its role in traditional medicine.
Biological Activity I Assay Protocols (From Reference)
Targets
Pinobanksin targets multiple cellular pathways involved in oxidative stress, inflammation, and microbial growth. As a flavonoid, it acts as an antioxidant by scavenging free radicals and chelating metal ions. The compound also exhibits antimicrobial activity against various bacterial and fungal pathogens. Its anti-inflammatory effects are mediated through the modulation of inflammatory cytokine production and signaling pathways.
ln Vitro
In cell-free biochemical systems, Pinobanksin exhibits potent antioxidant activity as measured by DPPH and ABTS free radical scavenging assays. The compound's ability to chelate metal ions and inhibit lipid peroxidation can be assessed in cell-free systems. Its antimicrobial activity can be evaluated using standard disk diffusion or microdilution assays against various bacterial and fungal strains.
ln Vivo
In cell-based assays, Pinobanksin exhibits antioxidant effects by reducing intracellular reactive oxygen species (ROS) levels and protecting cells from oxidative stress-induced damage. The compound's anti-inflammatory effects are evaluated by measuring the inhibition of pro-inflammatory cytokine production in immune cells. Its antimicrobial activity can be assessed in cell culture models of infection.
Enzyme Assay
The cell-free assay for antioxidant activity involves measuring the compound's ability to scavenge free radicals such as DPPH (2,2-diphenyl-1-picrylhydrazyl) or ABTS (2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid)). The compound is incubated with the radical solution, and the decrease in absorbance is measured spectrophotometrically. The IC50 or EC50 is determined from dose-response curves. Metal chelation activity can be assessed using ferrozine-based assays.
Cell Assay
Cell-based assays for Pinobanksin involve culturing relevant cell lines and treating them with the compound at concentrations ranging from 0.1 to 1000 μM. Antioxidant activity is assessed by measuring the compound's ability to protect cells from oxidative stress induced by H2O2 or other oxidants. Anti-inflammatory effects are assessed by measuring cytokine production in LPS-stimulated immune cells. Cell viability is assessed using MTT or CCK-8 assays.
Animal Protocol
There is no established animal experimental protocol for Pinobanksin specifically. As a natural flavonoid with antioxidant and anti-inflammatory activities, the compound could potentially be evaluated in animal models of oxidative stress, inflammation, and infection. Typical studies involve administration of the compound to mice via oral or intraperitoneal routes. Tissue damage, oxidative stress markers, and inflammatory markers are assessed.
ADME/Pharmacokinetics
Pharmacokinetic properties of Pinobanksin have not been extensively reported. As a flavonoid with a molecular weight of approximately 272.25 g/mol, the compound would be expected to have limited oral bioavailability due to poor absorption and extensive metabolism. The compound is typically metabolized by gut microbiota and undergoes phase II conjugation. Further pharmacokinetic studies would be required for therapeutic development.
Toxicity/Toxicokinetics
Pinobanksin is intended for research use only and lacks established toxicity profiles for therapeutic applications. Standard laboratory safety precautions should be observed when handling this natural product. As a flavonoid with diverse biological activities, it may have effects on multiple cellular processes. The compound is generally considered to have low toxicity based on its natural occurrence in foods.
References

[1]. Apoptotic induction by pinobanksin and some of its ester derivatives from Sonoran propolis in a B-cell lymphoma cell line. Chem Biol Interact.

Additional Infomation
Pinobanksin is a trihydroxyflavanone with three hydroxyl substituents located at positions 3, 5, and 7. It possesses antimutagenic, antioxidant, and metabolite properties. It is a trihydroxyflavanone and also a secondary α-hydroxyketone. Pinobanksin has been reported to be found in bees, Yunnan poplar, and other organisms with relevant data.
Pinobanksin is a research-grade natural product supplied for antioxidant and anti-inflammatory research. It is not an approved pharmaceutical and has no clinical trial history. The compound is a flavonoid also known as 3,5,7-trihydroxyflavanone. It is found in various plant sources including propolis. This product is intended for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H12O5
Molecular Weight
272.25
Exact Mass
272.068
CAS #
548-82-3
PubChem CID
73202
Appearance
White to off-white solid powder
Density
1.5±0.1 g/cm3
Boiling Point
570.6±50.0 °C at 760 mmHg
Flash Point
222.0±23.6 °C
Vapour Pressure
0.0±1.7 mmHg at 25°C
Index of Refraction
1.696
LogP
3.15
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
1
Heavy Atom Count
20
Complexity
365
Defined Atom Stereocenter Count
2
SMILES
C1=CC=C(C=C1)[C@@H]2[C@H](C(=O)C3=C(C=C(C=C3O2)O)O)O
InChi Key
SUYJZKRQHBQNCA-LSDHHAIUSA-N
InChi Code
InChI=1S/C15H12O5/c16-9-6-10(17)12-11(7-9)20-15(14(19)13(12)18)8-4-2-1-3-5-8/h1-7,14-17,19H/t14-,15+/m0/s1
Chemical Name
(2R,3R)-3,5,7-trihydroxy-2-phenyl-2,3-dihydrochromen-4-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

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 : ~100 mg/mL (~367.31 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (9.18 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 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 (9.18 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 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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (9.18 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 25.0 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 3.6731 mL 18.3655 mL 36.7309 mL
5 mM 0.7346 mL 3.6731 mL 7.3462 mL
10 mM 0.3673 mL 1.8365 mL 3.6731 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

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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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  • 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

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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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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