(+)-Matrine (Vegard)

Alias:
Cat No.:V1279 Purity: ≥98%
Matrine (Vegard; α-Matrine; Matridin-15-one; NSC-146051; NSC146051; (+)-Matrine) is a naturally occuring alkaloid found in plants from the Sophora family.
(+)-Matrine (Vegard) Chemical Structure CAS No.: 519-02-8
Product category: Opioid Receptor
This product is for research use only, not for human use. We do not sell to patients.
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1g
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Matrine (Vegard; α-Matrine; Matridin-15-one; NSC-146051; NSC146051; (+)-Matrine) is a naturally occuring alkaloid found in plants from the Sophora family. It acts as a kappa opioid receptor agonist and has a range of other pharmacological effects, such as anti-cancer effects. In vitro, marrine exhibits strong anti-proliferative activity against a variety of cancer cell lines, including the gastric cancer cell line MNK45. The anti-tumor function was attained by regulating the expression of p-ERK, XIAP, CIAP, and NF-κB proteins in the MNK45 cell line.

Biological Activity I Assay Protocols (From Reference)
Targets
κ Opioid Receptor/KOR; μ Opioid Receptor/MOR
ln Vitro

In vitro activity: Matrine ((+)-Matrine) is an alkaloid that is present in plants belonging to the Sophora family. It possesses multiple pharmacological effects, such as acting as a kappa opioid receptor agonist and having anti-cancer properties. Human non-small cell lung cancer A549 and hepatoma SMMC-7721 cells are highly inhibited in their growth by marrine, which also induces apoptosis by dramatically lowering the viability and Bcl-2/Bax protein ratio in A549 cells.[1] matrine may activate the descending dynorphinergic neuron, which in turn activates the spinal cord's kappa-opioid receptors (KORs), which in turn causes mice to exhibit antinociception.[2]

ln Vivo
Matrine (200, 100, and 50 mg/kg) administered orally greatly reduced the left ventricular dysfunction and cardiac necrosis caused by isoproterenol. When mice were administered LPS, a high dose of matrine significantly decreased their mortality rate. Matrine treatment improved the histopathologic changes in the lung caused by LPS, reduced the production of inflammatory mediators such as TNF-α, IL-6, and HMGB1, alleviated pulmonary edema, and stopped lung vascular leak.
Animal Protocol
200, 100 and 50 mg/kg
Mouse
References

[1]. Cytotechnology . 2009 Apr;59(3):191-200.

[2]. Biol Pharm Bull . 2005 May;28(5):845-8.

[3]. Nan Fang Yi Ke Da Xue Xue Bao . 2010 Sep;30(9):2154-5.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H24N2O
Molecular Weight
248.36
Exact Mass
248.19
Elemental Analysis
C, 72.54; H, 9.74; N, 11.28; O, 6.44
CAS #
519-02-8
Related CAS #
519-02-8
Appearance
Solid powder
SMILES
C1C[C@@H]2[C@H]3CCCN4[C@H]3[C@@H](CCC4)CN2C(=O)C1
InChi Key
ZSBXGIUJOOQZMP-JLNYLFASSA-N
InChi Code
InChI=1S/C15H24N2O/c18-14-7-1-6-13-12-5-3-9-16-8-2-4-11(15(12)16)10-17(13)14/h11-13,15H,1-10H2/t11-,12+,13+,15-/m0/s1
Chemical Name
(1R,2R,9S,17S)-7,13-diazatetracyclo[7.7.1.02,7.013,17]heptadecan-6-one
Synonyms

Vegard; α-Matrine; Matridin-15-one; NSC 146051; NSC146051; Matrine; NSC-146051;

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: ~49 mg/mL (~197.3 mM)
Water: ~11 mg/mL(~44.3 mM)
Ethanol: ~49 mg/mL (~197.3 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (10.07 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 (10.07 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 (10.07 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.


Solubility in Formulation 4: 37.5 mg/mL (150.99 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.0264 mL 20.1321 mL 40.2641 mL
5 mM 0.8053 mL 4.0264 mL 8.0528 mL
10 mM 0.4026 mL 2.0132 mL 4.0264 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.

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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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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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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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.

Biological Data
  • (+)-Matrine

    In vitro (A) and ex vivo (B) effects of matrine and sera from matrine-treated rabbits on the growth of human hepatoma SMMC-7721 cells. Cytotechnology. 2009 Apr;59(3):191-200.
  • (+)-Matrine

    In vitro effects of matrine on induction of apoptosis (A) and reduction of Bcl-2/Bax protein ratio (B) in A549 cells by matrine with its synergistic anticancer agent trichostatin A. Cytotechnology. 2009 Apr;59(3):191-200.
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