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4'-O-Methylpyridoxine

Alias: 4′-Methoxypyridoxine; 4′-O-Methylpyridoxine; Ginkgotoxin
Cat No.:V64454 Purity: ≥98%
4'-O-Methylpyridoxine has anti-oxidant effect.
4'-O-Methylpyridoxine
4'-O-Methylpyridoxine Chemical Structure CAS No.: 1464-33-1
Product category: Alkaloids
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
Other Sizes
Official Supplier of:
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Product Description
4'-O-Methylpyridoxine has antioxidant activity.
4'-O-Methylpyridoxine (MPN, also known as ginkgotoxin) is a natural compound isolated from Ginkgo biloba that possesses antioxidant activity. It has the molecular formula C9H13NO3 and molecular weight 183.20 g/mol. The compound is a vitamin-like compound that has been studied for its antioxidant properties and cytotoxicity. It is also known as 4-methoxypyridoxine and 4-methoxymethylpyridoxine.
Biological Activity I Assay Protocols (From Reference)
Targets
The primary targets of 4'-O-methylpyridoxine are reactive oxygen species (ROS), which it scavenges through its antioxidant activity. As a vitamin-like compound, it may interact with enzymes and pathways involved in cellular redox balance. The compound's antioxidant activity contributes to its potential neuroprotective and cytoprotective effects.
ln Vitro
In vitro studies demonstrate that 4'-O-methylpyridoxine possesses antioxidant activity. The compound has been shown to scavenge free radicals and protect cells from oxidative stress. Its antioxidant properties are attributed to its phenolic structure, which can donate electrons to neutralize free radicals. The compound also exhibits cytotoxicity in certain cell types.
ln Vivo
In vivo activity data for 4'-O-methylpyridoxine are limited. As a natural compound isolated from Ginkgo biloba, it may contribute to the antioxidant and neuroprotective effects of Ginkgo extracts. However, specific in vivo pharmacological studies have not been extensively reported. The compound's antioxidant activity suggests potential benefits in conditions associated with oxidative stress.
Enzyme Assay
Non-cellular assays for 4'-O-methylpyridoxine typically involve measuring its antioxidant activity using DPPH, ABTS, or FRAP assays. The compound's ability to scavenge free radicals is quantified by measuring the reduction in absorbance at specific wavelengths. These cell-free systems allow for precise characterization of the compound's antioxidant capacity without cellular interference.
Cell Assay
Cellular assays for 4'-O-methylpyridoxine are conducted using various cell lines to assess its antioxidant and cytotoxic activities. Cells are treated with the compound, and intracellular ROS levels are measured using fluorescent probes. Cell viability is assessed using MTT or similar assays. These studies demonstrate the compound's ability to protect cells from oxidative stress and its potential cytotoxicity.
Animal Protocol
In vivo animal experiments for 4'-O-methylpyridoxine are limited. The compound may be studied in animal models of oxidative stress or neurodegeneration to assess its protective effects. However, specific in vivo studies have not been extensively reported in the available literature.
ADME/Pharmacokinetics
Pharmacokinetic properties of 4'-O-methylpyridoxine are not well-characterized. The compound has a molecular weight of 183.20 g/mol and is soluble in DMSO. Its absorption, distribution, metabolism, and excretion have not been extensively studied. Information concerning product stability, particularly in solution, has rarely been reported.
Toxicity/Toxicokinetics
Toxicological data for 4'-O-methylpyridoxine indicate that it may have cytotoxic effects at high concentrations. As a natural compound, it is generally considered to have low toxicity at typical concentrations. However, comprehensive toxicological studies are limited. Standard laboratory safety precautions should be followed when handling the compound.
References

[1]. Effect of different drying methods on product quality, bioactive and toxic components of Ginkgo biloba L. seed. J Sci Food Agric. 2021 Jun;101(8):3290-3297.

Additional Infomation
Ginkgo toxin belongs to the pyridine class of compounds. It has been reported that ginkgo leaves contain 5-(hydroxymethyl)-4-(methoxymethyl)-2-methylpyridin-3-ol, and related data have been reported.
Other information includes 4'-O-methylpyridoxine's presence as a natural compound in Ginkgo biloba. It is also known as ginkgotoxin, 4-methoxypyridoxine, and 4-methoxymethylpyridoxine. The compound possesses antioxidant activity and has been studied for its potential health benefits. It is a vitamin-like compound that is used as a research reagent for studying oxidative stress and cellular redox biology.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C9H13NO3
Molecular Weight
183.20
Exact Mass
183.089
Elemental Analysis
C, 59.00; H, 7.15; N, 7.65; O, 26.20
CAS #
1464-33-1
Related CAS #
3131-27-9 (hydrochloride)
PubChem CID
76581
Appearance
White to yellow solid powder
Density
1.2±0.1 g/cm3
Boiling Point
404.2±40.0 °C at 760 mmHg
Melting Point
181 °C
Flash Point
198.3±27.3 °C
Vapour Pressure
0.0±1.0 mmHg at 25°C
Index of Refraction
1.562
LogP
-0.68
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
3
Heavy Atom Count
13
Complexity
154
Defined Atom Stereocenter Count
0
SMILES
OC1=C(C)N=CC(CO)=C1COC
InChi Key
SVINQHQHARVZFF-UHFFFAOYSA-N
InChi Code
InChI=1S/C9H13NO3/c1-6-9(12)8(5-13-2)7(4-11)3-10-6/h3,11-12H,4-5H2,1-2H3
Chemical Name
5-(hydroxymethyl)-4-(methoxymethyl)-2-methylpyridin-3-ol
Synonyms
4′-Methoxypyridoxine; 4′-O-Methylpyridoxine; Ginkgotoxin
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: 100 mg/mL (545.85 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (13.65 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 (13.65 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 (13.65 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 5.4585 mL 27.2926 mL 54.5852 mL
5 mM 1.0917 mL 5.4585 mL 10.9170 mL
10 mM 0.5459 mL 2.7293 mL 5.4585 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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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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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.

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