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Methyl 4-hydroxyphenylacetate

Alias: Methyl 4-hydroxyphenylacetate
Cat No.:V62006 Purity: ≥98%
Methyl 4-hydroxyphenylacetate, a natural compound, is a methyl ester formed by the condensation of 4-Hydroxyphenylacetic acid and methanol.
Methyl 4-hydroxyphenylacetate
Methyl 4-hydroxyphenylacetate Chemical Structure CAS No.: 14199-15-6
Product category: Phenols
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Methyl 4-hydroxyphenylacetate, a natural compound, is a methyl ester formed by the condensation of 4-Hydroxyphenylacetic acid and methanol.
Methyl 4-hydroxyphenylacetate (CAS 14199-15-6) is a methyl ester derived from the formal condensation of 4-hydroxyphenylacetic acid with methanol, belonging to the class of phenolic esters. It has the molecular formula C₉H₁₀O₃ and a molecular weight of approximately 166.17 g/mol. The compound is a natural compound and has been shown to have potent inhibitory activity against tobacco mosaic virus (TMV). It has a melting point of 55-58°C and a boiling point of 162-163°C at 5 mm Hg. It is intended for research use only.
Biological Activity I Assay Protocols (From Reference)
Targets
Tobacco mosaic virus (TMV). Methyl 4-hydroxyphenylacetate has potent inhibitory activity against tobacco mosaic virus (TMV). The compound's mechanism of antiviral action is not fully characterized but may involve interference with viral replication or assembly.
ln Vitro
Methyl 4-hydroxyphenylacetate has potent inhibitory activity against tobacco mosaic virus (TMV). The compound's antiviral activity has been demonstrated in plant-based assays. Its specific in vitro activities depend on the concentrations tested and the assay systems used.
ln Vivo
In vivo studies of methyl 4-hydroxyphenylacetate are limited to plant-based antiviral assays against TMV. The compound's efficacy against TMV infection in plants has been demonstrated. Further studies are needed to characterize its activity in other systems.
Enzyme Assay
Non-cell-based assays for methyl 4-hydroxyphenylacetate include antiviral activity assessment against TMV using standard plant virus inhibition assays. Standard analytical methods including HPLC, NMR, and mass spectrometry are used for compound characterization and purity assessment. Physicochemical properties such as melting point and boiling point are determined using standard protocols.
Cell Assay
Cell-based assays for methyl 4-hydroxyphenylacetate are primarily plant-based assays for antiviral activity against TMV. The compound's effects on viral replication and plant cell viability are assessed.
Animal Protocol
In vivo studies of methyl 4-hydroxyphenylacetate are conducted in plant models for antiviral evaluation against TMV. The compound is applied to plants, and viral infection and symptom development are monitored.
ADME/Pharmacokinetics
Methyl 4-hydroxyphenylacetate has a molecular formula of C₉H₁₀O₃ and a molecular weight of approximately 166.17 g/mol. It has a melting point of 55-58°C and a boiling point of 162-163°C at 5 mm Hg. The compound should be stored under inert gas and protected from moisture. It is a natural compound isolated from Fusarium oxysporum.
Toxicity/Toxicokinetics
Specific toxicity data for methyl 4-hydroxyphenylacetate are limited. Standard laboratory safety practices should be followed when handling this compound, including the use of personal protective equipment.
References

[1]. A new phenol derivative isolated from mangrove-derived fungus Eupenicillium sp. HJ002. Nat Prod Res. 2020 Jan 21;1-7.

Additional Infomation
Methyl 2-(4-hydroxyphenyl)acetate is a methyl ester formed by the condensation of the carboxyl group of 4-hydroxyphenylacetic acid with methanol. It has been isolated from Penicillium chrysogenum, a metabolite of this fungus. It belongs to the phenolic class of compounds and is a methyl ester. Its function is related to 4-hydroxyphenylacetic acid. Methyl 2-hydroxyphenylacetate has also been reported in Guanomyces polythrix, Penicillium herquei, and other organisms with relevant data.
Methyl 4-hydroxyphenylacetate is a methyl ester derived from 4-hydroxyphenylacetic acid. It is a natural compound isolated from Fusarium oxysporum and has potent inhibitory activity against tobacco mosaic virus (TMV). It is for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C9H10O3
Molecular Weight
166.17
Exact Mass
170.964
CAS #
14199-15-6
PubChem CID
518900
Appearance
White to off-white solid
Density
1.4±0.1 g/cm3
Boiling Point
279.2±20.0 °C at 760 mmHg
Melting Point
55-58 °C(lit.)
Flash Point
126.8±16.0 °C
Vapour Pressure
0.0±0.6 mmHg at 25°C
Index of Refraction
1.584
LogP
2.79
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
3
Heavy Atom Count
12
Complexity
148
Defined Atom Stereocenter Count
0
SMILES
O(C([H])([H])[H])C(C([H])([H])C1C([H])=C([H])C(=C([H])C=1[H])O[H])=O
InChi Key
XGDZEDRBLVIUMX-UHFFFAOYSA-N
InChi Code
InChI=1S/C9H10O3/c1-12-9(11)6-7-2-4-8(10)5-3-7/h2-5,10H,6H2,1H3
Chemical Name
methyl 2-(4-hydroxyphenyl)acetate
Synonyms
Methyl 4-hydroxyphenylacetate
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: 100 mg/mL (601.79 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (15.04 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 (15.04 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 (15.04 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 6.0179 mL 30.0897 mL 60.1793 mL
5 mM 1.2036 mL 6.0179 mL 12.0359 mL
10 mM 0.6018 mL 3.0090 mL 6.0179 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

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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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?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • 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:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • 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)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
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  • The answer appears in the Volume (to add to vial) box
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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