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Pinosylvin

Cat No.:V40641 Purity: ≥98%
Pinosylvin is a pre-infectious styrenoid toxin extracted from the heartwood of the Pinaceae family and has anti-bacterial activity.
Pinosylvin
Pinosylvin Chemical Structure CAS No.: 22139-77-1
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
Other Sizes
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Product Description
Pinosylvin is a pre-infectious styrenoid toxin extracted from the heartwood of the Pinaceae family and has anti-bacterial activity. Pinosylvin is a resveratrol analog that can cause apoptosis and autophagy in leukemia cells.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
The cytotoxic effects of pinosylvin (0-100 μM) on THP-1 and U937 cells are observed after 24 hours of incubation at 100 μM. In leukemia cells, pinosylvin exhibits IC50 values of 20-30 μM. At 50 μM and 100 μM, respectively, pinosylvin (0-100 μM; 24 hours) increases the number of Annexin V+ and PI+ cells in the U937 population and the THP-1 population [3]. By increasing the levels of LC3-II and p62/SQSTM1 degradation in leukemia cells, pinosylvin (0-100 μM; 24 hours) stimulates autophagy in leukemia cells [3].
ln Vivo
Sonacillin (iv; 10 mg/kg) produced plasma AUC, urine t, CL, and Vd values of 5.23 ± 1.20 mgh mL-1, 13.13 ± 2.05 h, 1.84 ± 0.44 Lh-1kg-1, and 2.29 Lkg-1 , PK experiments were conducted in male Sprague-Dawley rats [1].
Cell Assay
Cell viability assay [3]
Cell Types: Leukemia cells
Tested Concentrations: 0 μM; 0.1 μM; 1 μM; 10 μM; 50 μM; 100 μM
Incubation Duration: 24 hrs (hours)
Experimental Results: Cytotoxic to leukemia cells at high concentrations.

Apoptosis analysis [3]
Cell Types: U937 and THP-1 Cell
Tested Concentrations: 0 μM; 0.1 μM; 1 μM; 10 μM; 50 μM; 100 μM
Incubation Duration: 24 hrs (hours)
Experimental Results: Apoptosis induced in U937 and THP-1 cells Number of cells.

Western Blot Analysis [3]
Cell Types: U937 and THP-1 Cell
Tested Concentrations: 0 μM; 0.1 μM; 1 μM; 10 μM; 50 μM; 100 μM
Incubation Duration: 24 hrs (hours)
Experimental Results: Induction of autophagy in leukemia cells.
References

[1]. Antibacterial and antifungal activity of pinosylvin, a constituent of pine.Fitoterapia. 2005 Mar;76(2):258-60.

[2]. Pharmacokinetics of selected stilbenes: rhapontigenin, piceatannol and pinosylvin in rats.J Pharm Pharmacol. 2006 Nov;58(11):1443-50.

[3]. Pinosylvin enhances leukemia cell death via down-regulation of AMPKα expression. Phytother Res. 2018 Oct;32(10):2097-2104.

Additional Infomation
Pinosylvin is a stilbenol.
Pinosylvin has been reported in Pinaceae, Pinus pinea, and other organisms with data available.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C14H12O2
Molecular Weight
212.2439
Exact Mass
212.083
CAS #
22139-77-1
PubChem CID
5280457
Appearance
White to off-white solid powder
Density
1.3±0.1 g/cm3
Boiling Point
397.6±17.0 °C at 760 mmHg
Melting Point
155.5-156°
Flash Point
194.9±15.5 °C
Vapour Pressure
0.0±1.0 mmHg at 25°C
Index of Refraction
1.727
LogP
3.68
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
2
Heavy Atom Count
16
Complexity
221
Defined Atom Stereocenter Count
0
SMILES
C1=CC=C(C=C1)/C=C/C2=CC(=CC(=C2)O)O
InChi Key
YCVPRTHEGLPYPB-VOTSOKGWSA-N
InChi Code
InChI=1S/C14H12O2/c15-13-8-12(9-14(16)10-13)7-6-11-4-2-1-3-5-11/h1-10,15-16H/b7-6+
Chemical Name
5-[(E)-2-phenylethenyl]benzene-1,3-diol
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 (~471.16 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (11.78 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 (11.78 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 (11.78 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 4.7116 mL 23.5582 mL 47.1165 mL
5 mM 0.9423 mL 4.7116 mL 9.4233 mL
10 mM 0.4712 mL 2.3558 mL 4.7116 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:

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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)
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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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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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