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Vasicine (peganine)

Alias: Vasicine l-Vasacine l-Peganine Peganin (-)-Linarine
Cat No.:V18085 Purity: ≥98%
Vasicine (peganine) is a naturally occuring alkaloid / quinazoline alkaloid isolated from Justicia adhatoda.
Vasicine (peganine)
Vasicine (peganine) Chemical Structure CAS No.: 6159-55-3
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
25mg
50mg
100mg
250mg
500mg

Other Forms of Vasicine (peganine):

  • Vasicine HCl
  • (±)-Vasicine
Official Supplier of:
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description
Vasicine (peganine) is a naturally occuring alkaloid / quinazoline alkaloid isolated from Justicia adhatoda. Vasicine (peganine) possesses anti- tuberculosis activity. .
Vasicine (peganine) is a quinazoline alkaloid found in various plants, particularly in Adhatoda vasica (Malabar nut) and Peganum harmala (Syrian rue). It has been used in traditional medicine for its bronchodilator, expectorant, and anti-inflammatory properties. Vasicine has been studied for its potential in the treatment of respiratory disorders, including asthma and bronchitis. It also exhibits antimicrobial and antioxidant activities.
Biological Activity I Assay Protocols (From Reference)
Targets
Vasicine targets multiple pathways including bronchodilation through relaxation of bronchial smooth muscle, possibly mediated by beta-adrenergic receptor activation or phosphodiesterase inhibition. It also exhibits anti-inflammatory activity by inhibiting the production of pro-inflammatory mediators. The compound shows antimicrobial activity against various bacterial and fungal pathogens. Its antioxidant properties are mediated through free radical scavenging and modulation of antioxidant enzyme systems.
ln Vitro
In vitro, vasicine demonstrates bronchodilator activity by relaxing bronchial smooth muscle in isolated tissue preparations. It shows anti-inflammatory activity by inhibiting the production of pro-inflammatory cytokines and mediators. The compound exhibits antimicrobial activity against various bacterial and fungal strains. Specific IC₅₀ values for these activities are documented in the literature. Vasicine also shows antioxidant activity by scavenging free radicals and reducing oxidative stress in cell-based assays.
ln Vivo
In vivo, vasicine has been studied in animal models of respiratory disorders, including asthma and bronchitis. It shows bronchodilator and expectorant effects, improving respiratory function. The compound has been used in traditional medicine for the treatment of respiratory conditions. Its anti-inflammatory and antimicrobial activities contribute to its therapeutic effects in respiratory infections and inflammatory airway diseases. Clinical studies have been conducted to evaluate its efficacy in respiratory disorders.
Enzyme Assay
Bronchodilator activity is assessed using isolated tracheal or bronchial smooth muscle preparations. Tissues are mounted in organ baths, and contractile responses to various agonists are measured. Vasicine is tested at various concentrations, and EC₅₀ values for relaxation are calculated. Anti-inflammatory assays measure inhibition of cytokine production in activated immune cells. Antimicrobial susceptibility testing is performed using broth microdilution methods. Antioxidant activity is assessed by DPPH or ABTS radical scavenging assays.
Cell Assay
In vitro cellular assays use bronchial epithelial cells, smooth muscle cells, or immune cells. Cells are treated with vasicine at various concentrations. Bronchodilator activity is assessed by measuring relaxation of pre-contracted smooth muscle cells. Anti-inflammatory activity is measured by cytokine production (ELISA) and NF-κB activation. Antimicrobial activity is assessed using bacterial or fungal cultures with MIC determination. Cell viability is assessed by MTT assay.
Animal Protocol
In vivo efficacy is evaluated in animal models of asthma (ovalbumin-induced airway hyperresponsiveness), bronchitis, and other respiratory disorders. Vasicine is administered orally or intraperitoneally. Endpoints include airway resistance, bronchoalveolar lavage inflammatory cell counts, cytokine levels, and histopathological assessment of lung tissues. Expectorant activity is assessed by measuring mucus production and clearance. Pharmacokinetic studies are conducted to determine plasma concentrations.
ADME/Pharmacokinetics
Vasicine (peganine) is a quinazoline alkaloid. Specific chemical properties including molecular weight, molecular formula, and CAS number are documented in the literature. The compound is typically stored at -20°C and protected from light. It is soluble in DMSO and other organic solvents. Specific pharmacokinetic parameters are documented in the literature from preclinical and clinical studies. It is metabolized in the liver and excreted primarily in urine.
Toxicity/Toxicokinetics
Specific toxicity data for vasicine are documented in preclinical studies. The compound is generally well-tolerated at therapeutic doses. Common adverse effects may include mild gastrointestinal disturbances. High doses may cause central nervous system effects. The compound should be used with caution in patients with known hypersensitivity to quinazoline alkaloids. Standard laboratory safety precautions should be followed when handling this compound. It is intended for research use only.
References
Duraipandiyan V, Al-Dhabi NA, Balachandran C, Ignacimuthu S, Sankar C, Balakrishna K. Antimicrobial, antioxidant, and cytotoxic properties of vasicine acetate synthesized from vasicine isolated from Adhatoda vasica L. Biomed Res Int. 2015;2015:727304.
Additional Infomation
Vasicine has reportedly been found in Anisotes trisulcus, Galega lindblomii, and other organisms with available data.
Vasicine (peganine) is a quinazoline alkaloid from Adhatoda vasica and Peganum harmala with bronchodilator, expectorant, anti-inflammatory, antimicrobial, and antioxidant activities. It has been used in traditional medicine for the treatment of respiratory disorders including asthma, bronchitis, and cough. The compound's bronchodilator and expectorant effects make it valuable for respiratory conditions. It has been studied in preclinical and clinical research for its potential in respiratory medicine. It is commercially available as a research compound and reference standard.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C11H12N2O
Molecular Weight
188.23
Exact Mass
188.094
CAS #
6159-55-3
Related CAS #
Vasicine hydrochloride;7174-27-8;(±)-Vasicine;6159-56-4
PubChem CID
667496
Appearance
Typically exists as solid at room temperature
Density
1.1124
Boiling Point
373.8±52.0 °C at 760 mmHg
Melting Point
211.5°C
Flash Point
179.9±30.7 °C
Vapour Pressure
0.0±0.9 mmHg at 25°C
Index of Refraction
1.5850
LogP
-1
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
0
Heavy Atom Count
14
Complexity
264
Defined Atom Stereocenter Count
1
SMILES
O[C@H]1CCN2C1=NC3=C(C=CC=C3)C2
InChi Key
YIICVSCAKJMMDJ-SNVBAGLBSA-N
InChi Code
InChI=1S/C11H12N2O/c14-10-5-6-13-7-8-3-1-2-4-9(8)12-11(10)13/h1-4,10,14H,5-7H2/t10-/m1/s1
Chemical Name
(R)-1,2,3,9-tetrahydropyrrolo[2,1-b]quinazolin-3-ol
Synonyms
Vasicine l-Vasacine l-Peganine Peganin (-)-Linarine
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

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 : ~83.33 mg/mL (~442.70 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (13.28 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 (13.28 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 (13.28 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 5.3126 mL 26.5632 mL 53.1265 mL
5 mM 1.0625 mL 5.3126 mL 10.6253 mL
10 mM 0.5313 mL 2.6563 mL 5.3126 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)
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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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