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Paulownin

Cat No.:V39892 Purity: ≥98%
Paulownin is a component of Paulownia wood, a medicinal plant.
Paulownin
Paulownin Chemical Structure CAS No.: 13040-46-5
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Paulownin is a component of Paulownia wood, a medicinal plant.
Paulownin (CAS#: 13040-46-5) is a naturally occurring lignan found in the Paulownia tree, known for its potential anticancer, anti-inflammatory, and antimicrobial properties. With the molecular formula C20H18O7 and a molecular weight of 370.36, Paulownin is a furofuran lignan. It has anti-inflammatory, analgesic, immunity-modulating, and hypoglycemic activities with low toxicity. Paulownin also demonstrates inhibitory activities against H. pylori cystathionine gamma-synthase (HpCGS) with IC50 values of 19 ± 2 μM.
Biological Activity I Assay Protocols (From Reference)
Targets
Paulownin does not have a well-defined single pharmacological target, as it is a natural lignan with multiple biological activities. It has been reported to have anti-inflammatory, analgesic, immunity-modulating, and hypoglycemic activities. Paulownin also inhibits H. pylori cystathionine gamma-synthase (HpCGS) with IC50 values of 19 ± 2 μM. The compound has demonstrated activity against the MCF-7 breast cancer cell line with IC50 values of 14.0 μM. Its mechanisms of action may involve modulation of inflammatory pathways, inhibition of bacterial enzymes, and induction of apoptosis in cancer cells.
ln Vitro
Paulownin demonstrates potent in vitro activity against the MCF-7 breast cancer cell line with IC50 values of 14.0 μM. It also inhibits H. pylori cystathionine gamma-synthase (HpCGS) with IC50 values of 19 ± 2 μM. The compound has anti-inflammatory, analgesic, immunity-modulating, and hypoglycemic activities. These in vitro results indicate that paulownin has multiple pharmacological activities, including anticancer, antibacterial, and anti-inflammatory effects. The compound's low toxicity makes it an attractive candidate for further research.
ln Vivo
In vivo activity data for Paulownin are limited, as the compound is primarily used as a research tool. Its anti-inflammatory, analgesic, immunity-modulating, and hypoglycemic activities suggest potential applications in various disease models. However, comprehensive in vivo studies evaluating its pharmacokinetic properties, efficacy, and safety have not been extensively reported. The compound's low toxicity is a favorable property for potential in vivo applications. Further research is needed to assess its potential for in vivo use.
Enzyme Assay
In vitro enzyme/receptor binding experiments for Paulownin typically involve measuring its inhibitory activity against H. pylori cystathionine gamma-synthase (HpCGS) or other enzymes. The assay is performed by incubating the compound with the enzyme and measuring the inhibition of enzymatic activity. Dose-response curves are generated to calculate IC50 values. The compound's anti-inflammatory activity can also be assessed by measuring its effects on inflammatory mediators in cell-based assays. Its chemical properties are characterized using standard analytical methods such as HPLC and mass spectrometry.
Cell Assay
The in vitro cellular assay for Paulownin typically involves studying its effects on cancer cell lines, such as MCF-7 breast cancer cells. Cells are treated with various concentrations of paulownin, and cell viability is measured using MTT or similar assays. The IC50 for cell growth inhibition is calculated from dose-response curves. The compound's anti-inflammatory effects can be assessed by measuring cytokine production in activated immune cells. Cytotoxicity is assessed in parallel to ensure that the observed effects are not due to cell death. The compound's low toxicity is a notable property.
Animal Protocol
In vivo animal experiments for Paulownin would typically involve administering the compound to rodents via oral gavage or intraperitoneal injection. Cancer models, such as xenograft models, could be used to assess the compound's antitumor effects. Inflammation models could be used to assess its anti-inflammatory effects. Diabetes models could be used to assess its hypoglycemic activity. However, comprehensive in vivo studies have not been extensively reported. Further research is needed to evaluate its pharmacokinetic properties and efficacy in animal models.
ADME/Pharmacokinetics
Pharmacokinetic properties of Paulownin have not been extensively characterized. With a molecular weight of 370.36, the compound is expected to have moderate lipophilicity and reasonable membrane permeability. However, detailed studies on its absorption, distribution, metabolism, and excretion are limited. The compound's low toxicity is a favorable property for potential in vivo applications. Further pharmacokinetic studies would be required to assess its potential for in vivo use.
Toxicity/Toxicokinetics
Toxicological data for Paulownin indicate that it has low toxicity. In vitro cytotoxicity assays typically show that the compound has a favorable safety profile, as it exhibits activity against cancer cells at concentrations that do not cause significant cytotoxicity to normal cells. Comprehensive in vivo toxicology studies, including acute and chronic toxicity, have not been extensively reported. Researchers handling this compound should follow standard safety protocols for handling natural products.
References

[1]. [STUDIES ON CONSTITUENTS OF MEDICAL PLANTS. IV. CHEMICAL STRUCTURE OF PAULOWNIN, A COMPONENT OF WOOD OF PAULOWNIA TOMENTOSA STEUD]. Yakugaku Zasshi. 1963 Dec;83:1101-5.

Additional Infomation
Paulowniain has been reported to be found in Cleistanthus collinus, Markhamia stipulata, and other organisms with relevant data. See also: (+)-Paulowniain (note moved to).
Paulownin is a research compound that has not entered clinical trials or received regulatory approval for therapeutic use. It is primarily used as a tool compound to study the pharmacological activities of lignans, including anticancer, anti-inflammatory, and antimicrobial effects. The compound's multiple biological activities and low toxicity make it a valuable candidate for further pharmacological development. Additional research is needed to fully elucidate its mechanisms of action and evaluate its potential therapeutic applications.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H18O7
Molecular Weight
370.3527
Exact Mass
370.105
CAS #
13040-46-5
PubChem CID
3084131
Appearance
Off-white to light yellow solid powder
Density
1.5±0.1 g/cm3
Boiling Point
555.0±50.0 °C at 760 mmHg
Melting Point
106 ° C
Flash Point
289.5±30.1 °C
Vapour Pressure
0.0±1.6 mmHg at 25°C
Index of Refraction
1.662
LogP
3.36
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
2
Heavy Atom Count
27
Complexity
573
Defined Atom Stereocenter Count
4
SMILES
C1[C@@H]2[C@H](OC[C@@]2([C@H](O1)C3=CC4=C(C=C3)OCO4)O)C5=CC6=C(C=C5)OCO6
InChi Key
CAQZFLPWHBKTTR-WNISUXOKSA-N
InChi Code
InChI=1S/C20H18O7/c21-20-8-23-18(11-1-3-14-16(5-11)26-9-24-14)13(20)7-22-19(20)12-2-4-15-17(6-12)27-10-25-15/h1-6,13,18-19,21H,7-10H2/t13-,18-,19-,20-/m1/s1
Chemical Name
(3R,3aS,6S,6aR)-3,6-bis(1,3-benzodioxol-5-yl)-3,4,6,6a-tetrahydro-1H-furo[3,4-c]furan-3a-ol
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 (~270.01 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.75 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 (6.75 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 (6.75 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 2.7001 mL 13.5007 mL 27.0015 mL
5 mM 0.5400 mL 2.7001 mL 5.4003 mL
10 mM 0.2700 mL 1.3501 mL 2.7001 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
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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
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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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