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2-Hydroxy-4-methoxybenzoic acid

Cat No.:V31485 Purity: ≥98%
2-Hydroxy-4-methoxybenzoic acid is an analogue of methoxybenzoic acid.
2-Hydroxy-4-methoxybenzoic acid
2-Hydroxy-4-methoxybenzoic acid Chemical Structure CAS No.: 2237-36-7
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
10g
Other Sizes
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Product Description
2-Hydroxy-4-methoxybenzoic acid is an analogue of methoxybenzoic acid. 2-Hydroxy-4-methoxybenzoic acid is a potential biomarker.
2-Hydroxy-4-methoxybenzoic acid (CAS 2237-36-7), also known as 4-methoxysalicylic acid, is a non-competitive inhibitor on the diphenolase activity of mushroom tyrosinase. It has the molecular formula C₈H₈O₄ and a molecular weight of 168.15. It exhibits anti-diabetic, hypolipidemic, hepatoprotective, and anti-snake venom activities. It can be used in the study of diabetes and its complications, liver diseases, immune-related diseases, and snake venom poisoning.
Biological Activity I Assay Protocols (From Reference)
Targets
The primary targets of 2-Hydroxy-4-methoxybenzoic acid are not fully characterized, but it is known to inhibit mushroom tyrosinase in a non-competitive manner. Tyrosinase is a key enzyme in melanin biosynthesis. The compound's anti-diabetic, hypolipidemic, hepatoprotective, and anti-snake venom activities suggest it may interact with multiple pathways involved in metabolism, inflammation, and oxidative stress.
ln Vitro
In vitro, 2-Hydroxy-4-methoxybenzoic acid inhibits the diphenolase activity of mushroom tyrosinase. It also exhibits anti-diabetic, hypolipidemic, hepatoprotective, and anti-snake venom activities. These activities suggest it has potential as a therapeutic agent for metabolic and liver diseases. Its mechanism of action may involve antioxidant and anti-inflammatory effects, but further studies are needed to elucidate its specific targets.
ln Vivo
In vivo efficacy data for 2-Hydroxy-4-methoxybenzoic acid are not extensively detailed. Its reported activities suggest potential in animal models of diabetes, hyperlipidemia, and liver injury. However, specific in vivo studies with this compound are not widely reported. It is intended for research use only.
Enzyme Assay
For tyrosinase inhibition assays, mushroom tyrosinase is incubated with varying concentrations of 2-Hydroxy-4-methoxybenzoic acid in a reaction buffer containing the substrate L-DOPA. The reaction is monitored by measuring the increase in absorbance at 475 nm due to the formation of dopachrome. The inhibition type (non-competitive) is determined by Lineweaver-Burk plot analysis.
Cell Assay
For cellular studies, cells such as hepatocytes or adipocytes are cultured in appropriate medium. 2-Hydroxy-4-methoxybenzoic acid is dissolved in DMSO and diluted in culture medium. Cells are treated with the compound, and various parameters are measured, including cell viability, glucose uptake, lipid accumulation, and inflammatory cytokine production. For mechanistic studies, signaling pathways like NF-κB and AMPK are analyzed by Western blot.
Animal Protocol
For in vivo efficacy studies, animal models of diabetes, hyperlipidemia, or liver injury could be used. 2-Hydroxy-4-methoxybenzoic acid would be formulated in vehicle and administered orally or intraperitoneally. Blood glucose, lipid profiles, and liver enzymes would be measured. Tissues would be collected for histopathological examination and analysis of oxidative stress markers.
ADME/Pharmacokinetics
Pharmacokinetic data for 2-Hydroxy-4-methoxybenzoic acid are not extensively reported. As a small molecule with a molecular weight of 168.15, it is expected to have moderate oral bioavailability. Its metabolism likely involves conjugation and hepatic clearance. A comprehensive PK study would be needed to determine its half-life, Cmax, and AUC for any potential therapeutic development.
Toxicity/Toxicokinetics
Toxicological data for 2-Hydroxy-4-methoxybenzoic acid are limited. No acute toxicity, organ-specific toxicity, or mutagenicity data have been reported. As with all research chemicals, appropriate safety precautions should be taken during handling.
Additional Infomation
4-Methoxysalicylic acid is a methoxybenzoic acid. It has been reported to be found in aconite, caperca, and other organisms with relevant data.
2-Hydroxy-4-methoxybenzoic acid (CAS 2237-36-7) is a non-competitive inhibitor of mushroom tyrosinase. It has the molecular formula C₈H₈O₄ and a molecular weight of 168.15. It exhibits anti-diabetic, hypolipidemic, hepatoprotective, and anti-snake venom activities and is strictly for research use.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C8H8O4
Molecular Weight
168.1467
Exact Mass
168.042
CAS #
2237-36-7
PubChem CID
75231
Appearance
White to off-white solid powder
Density
1.4±0.1 g/cm3
Boiling Point
328.7±27.0 °C at 760 mmHg
Melting Point
158-159 °C(lit.)
Flash Point
137.9±17.2 °C
Vapour Pressure
0.0±0.8 mmHg at 25°C
Index of Refraction
1.586
LogP
2.24
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
2
Heavy Atom Count
12
Complexity
168
Defined Atom Stereocenter Count
0
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: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
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 : ~50 mg/mL (~297.35 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (14.87 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 (14.87 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 (14.87 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 5.9471 mL 29.7354 mL 59.4707 mL
5 mM 1.1894 mL 5.9471 mL 11.8941 mL
10 mM 0.5947 mL 2.9735 mL 5.9471 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

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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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