| Size | Price | |
|---|---|---|
| Other Sizes |
| Targets |
Human Endogenous Metabolite
2-Methoxy-4-vinylphenol targets diverse biological pathways as a phenolic compound. It is a metabolite of ferulic acid produced by gut microbiota and may exert antioxidant, anti-inflammatory, and antimicrobial activities. As a phenol, it can interact with various enzymes and receptors involved in oxidative stress and inflammatory responses. |
|---|---|
| ln Vitro |
2-Methoxy-4-vinylphenol (2M4VP) phosphorylates MAPKs such p38, ERK1/2, and JNK and potently inhibits IκB degradation that leads to NF-κB p65 translocation into the nucleus[1]. LPS-induced hyper-acetylation of histone H3 (Lys9/Lys14) is inhibited by 2-methyl-4-vinylphenol (2M4VP)[1].
In vitro, 2-methoxy-4-vinylphenol has demonstrated diverse biological activities, including antioxidant and antimicrobial properties. It is used in research to study the effects of phenolic compounds on cellular processes such as oxidative stress, inflammation, and microbial growth. The compound's potent aroma also makes it a subject of interest in flavor chemistry and food science. |
| ln Vivo |
In vivo, 2-methoxy-4-vinylphenol is a gut microbiota-derived metabolite of ferulic acid, a dietary phenolic compound found in grains and other plant foods. It is absorbed from the gastrointestinal tract and may exert systemic effects. Its presence in the body reflects the metabolic activity of gut microbiota on dietary polyphenols.
|
| Enzyme Assay |
In vitro enzyme assays for 2-methoxy-4-vinylphenol typically measure its antioxidant activity using assays such as DPPH radical scavenging or ABTS assays. The compound's ability to scavenge free radicals and inhibit lipid peroxidation is assessed. It may also be used to study the activity of enzymes involved in phenol metabolism, such as phenol sulfotransferases or UDP-glucuronosyltransferases.
|
| Cell Assay |
Western Blot Analysis[1]
Cell Types: RAW264.7 cells. Tested Concentrations: 0-40 μM. Incubation Duration: 24 h. Experimental Results: Inhibited the over-expression of iNOS and COX-2 protein in LPS-stimulated RAW264.7 cells. In vitro cell experiments with 2-methoxy-4-vinylphenol involve treating cell lines with the compound to assess its effects on oxidative stress, inflammation, and cell viability. Cells such as macrophages or intestinal epithelial cells are cultured with varying concentrations of the compound, and markers of oxidative stress, cytokine production, and cell survival are measured. |
| Animal Protocol |
In vivo animal experiments with 2-methoxy-4-vinylphenol are not extensively documented. As a gut microbiota-derived metabolite, its production and systemic effects may be studied by administering ferulic acid or other precursors to animal models and measuring the levels of 2-methoxy-4-vinylphenol and other metabolites in plasma, urine, or tissues using chromatographic and mass spectrometric techniques.
|
| ADME/Pharmacokinetics |
Pharmacokinetic data for 2-methoxy-4-vinylphenol are limited. As a small, lipophilic phenol, it is expected to be absorbed from the gastrointestinal tract and distributed throughout the body. It is metabolized by conjugation reactions such as glucuronidation and sulfation and excreted in urine. The compound has a characteristic aroma and is volatile at elevated temperatures.
|
| Toxicity/Toxicokinetics |
Toxicological data for 2-methoxy-4-vinylphenol are limited. As a phenolic compound, it may exhibit mild toxicity at high concentrations, but it is generally considered safe at the levels found in foods and as a natural metabolite. Comprehensive toxicological studies have not been performed. The compound is intended for research use only.
|
| References |
|
| Additional Infomation |
2-Methoxy-4-vinylphenol belongs to the guaiacol family of compounds, in which the hydrogen at the para-position of the hydroxyl group is replaced by a vinyl group. It can be used as a pheromone, flavoring agent, and plant metabolite. It has been reported to be found in angelica, hops, and other organisms with relevant data. 4-Vinylguaiacol is a metabolite of Saccharomyces cerevisiae. See also: Moringa leaf oil (partial).
2-Methoxy-4-vinylphenol is a research compound with applications in flavor chemistry, food science, and natural product research. It is a gut microbiota-derived active metabolite of ferulic acid and has diverse biological activities. No clinical trials or approved therapeutic indications exist for this compound. Its mechanism of action is related to its antioxidant and antimicrobial properties as a phenolic compound. |
| Molecular Formula |
C9H10O2
|
|---|---|
| Molecular Weight |
150.17
|
| Exact Mass |
150.068
|
| CAS # |
7786-61-0
|
| Related CAS # |
31853-85-7
|
| PubChem CID |
332
|
| Appearance |
Colorless to light yellow liquid
|
| Density |
1.1±0.1 g/cm3
|
| Boiling Point |
245.0±20.0 °C at 760 mmHg
|
| Melting Point |
25-29°C
|
| Flash Point |
111.3±6.7 °C
|
| Vapour Pressure |
0.0±0.5 mmHg at 25°C
|
| Index of Refraction |
1.578
|
| LogP |
1.93
|
| Hydrogen Bond Donor Count |
1
|
| Hydrogen Bond Acceptor Count |
2
|
| Rotatable Bond Count |
2
|
| Heavy Atom Count |
11
|
| Complexity |
134
|
| Defined Atom Stereocenter Count |
0
|
| SMILES |
O(C([H])([H])[H])C1=C(C([H])=C([H])C(C([H])=C([H])[H])=C1[H])O[H]
|
| InChi Key |
YOMSJEATGXXYPX-UHFFFAOYSA-N
|
| InChi Code |
InChI=1S/C9H10O2/c1-3-7-4-5-8(10)9(6-7)11-2/h3-6,10H,1H2,2H3
|
| Chemical Name |
4-ethenyl-2-methoxyphenol
|
| 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 (In Vitro) |
DMSO: 100 mg/mL (665.91 mM)
|
|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (16.65 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 (16.65 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication. 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. View More
Solubility in Formulation 3: ≥ 2.5 mg/mL (16.65 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 6.6591 mL | 33.2956 mL | 66.5912 mL | |
| 5 mM | 1.3318 mL | 6.6591 mL | 13.3182 mL | |
| 10 mM | 0.6659 mL | 3.3296 mL | 6.6591 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.
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.
Products are for research use only; We do not sell to patients
Copyright 2020 InvivoChem LLC | All Rights Reserved
