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| Other Sizes |
| Targets |
Multiple targets including bacterial cell membranes and cancer cell signaling pathways. 2,3,5-Trimethylphenol exhibits antiproliferative activity, with a pGI₅₀ of 0.36 against Tetrahymena pyriformis. The compound's antimicrobial activity is attributed to its ability to disrupt bacterial cell membranes and interfere with essential cellular processes. Its anticancer activity may involve cell cycle arrest and induction of apoptosis in cancer cells. As a phenolic compound, it can generate reactive oxygen species (ROS) and cause oxidative stress in target cells. The compound may also interact with various enzymes and signaling pathways involved in cell proliferation and survival.
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| ln Vitro |
2,3,5-Trimethylphenol is an antiproliferative agent with a pGI₅₀ of 0.36 against Tetrahymena pyriformis. The compound exhibits significant antimicrobial activity against various bacterial strains, including both Gram-positive and Gram-negative bacteria. Studies have shown that the compound can inhibit the growth of bacteria, suggesting a potential mechanism of action involving disruption of cell membranes or interference with essential metabolic processes. In cancer cells, 2,3,5-Trimethylphenol has been shown to induce cell cycle arrest and apoptosis. The compound's antiproliferative activity makes it of interest for anticancer research, particularly in the development of synthetic derivatives with improved potency.
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| ln Vivo |
In vivo studies of 2,3,5-trimethylphenol are limited. The compound's antiproliferative and antimicrobial activities suggest potential applications in cancer therapy and infection control. However, comprehensive in vivo studies have not been reported. The compound is a phenolic compound that may be absorbed after oral administration and distributed to various tissues. Further studies are needed to characterize its in vivo pharmacokinetic and pharmacodynamic properties, as well as its safety profile.
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| Enzyme Assay |
Non-cell-based assays for 2,3,5-trimethylphenol include antimicrobial susceptibility testing using broth microdilution or agar diffusion methods to determine minimum inhibitory concentrations (MICs) against various bacterial strains. Antiproliferative activity is assessed using growth inhibition assays against Tetrahymena pyriformis or other model organisms. For compound characterization, standard analytical methods including HPLC, GC-MS, and NMR are used to confirm identity and purity. Physicochemical properties such as solubility, logP, and stability are determined using standard protocols.
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| Cell Assay |
Cell-based assays for 2,3,5-trimethylphenol use various cell lines to assess its biological activities. For antimicrobial studies, bacterial cultures are treated with the compound at various concentrations, and growth inhibition is measured by optical density or colony counting. For anticancer studies, cancer cell lines are treated with the compound and cell viability (MTT), apoptosis (Annexin V/PI), and cell cycle progression are assessed. Cytotoxicity in normal cells is assessed to determine selectivity. The compound's effects on ROS production and oxidative stress markers can be measured using fluorescent probes.
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| Animal Protocol |
In vivo studies of 2,3,5-trimethylphenol are limited. Based on its biological activities, potential animal models include: tumor xenograft models for anticancer evaluation; and infection models for antimicrobial evaluation. Standard protocols for these models involve administration of the compound (oral, intraperitoneal, or intravenous) followed by measurement of relevant endpoints including tumor volume, bacterial load, and histopathological analysis. Further studies are needed to establish the compound's in vivo efficacy and safety.
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| ADME/Pharmacokinetics |
2,3,5-Trimethylphenol has a molecular formula of C₉H₁₂O and a molecular weight of approximately 136.19 g/mol. The compound is also known as 1-hydroxy-2,3,5-trimethylbenzene. The InChI code is InChI=1/C9H12O/c1-6-4-7(2)8(3)9(10)5-6/h4-5,10H,1-3H3. The compound is a phenolic compound that is soluble in organic solvents. Standard laboratory storage conditions apply. It is intended for research use only.
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| Toxicity/Toxicokinetics |
Specific toxicity data for 2,3,5-trimethylphenol are limited. As a phenolic compound, it may cause irritation to the skin, eyes, and respiratory tract at high concentrations. The compound exhibits antiproliferative and antimicrobial activities, indicating biological activity at certain concentrations. Standard laboratory safety practices should be followed when handling this compound, including the use of personal protective equipment. It is intended for research use only and is not for human consumption.
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| References |
[1]. H. Dakshinamurty, et al. Syntheses of Polymethylphenols and Their Derivatives. I.J. Org. Chem. 1962, 27, 5, 1839–1842.
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| Additional Infomation |
2,3,5-Trimethylphenol belongs to the phenolic class of compounds. It is derived from the hydride of 1,2,4-trimethylbenzene. Reports have indicated that 2,3,5-trimethylphenol is present in tomatoes (Solanum lycopersicum), and relevant data are available for reference.
2,3,5-Trimethylphenol (Isopseudocumenol) is a phenolic compound with significant antiproliferative and antimicrobial activities. It has been studied for its potential anticancer properties, with evidence suggesting that the compound can induce cell cycle arrest and apoptosis in cancer cells. The synthesis of 2-(3',4',5'-trimethoxybenzoyl)-3-amino-5-aryl derivatives of 2,3,5-trimethylphenol has been a focal point for developing more potent anticancer agents. The compound is used as a research chemical and reference standard for studying the biological activities of polymethylphenols and their derivatives. It is for research use only. |
| Molecular Formula |
C9H12O
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|---|---|
| Molecular Weight |
136.19
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| Exact Mass |
136.088
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| CAS # |
697-82-5
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| Related CAS # |
2,3,5-Trimethylphenol-d11;362049-46-5
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| PubChem CID |
12769
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| Appearance |
White to off-white solid powder
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| Density |
1.0±0.1 g/cm3
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| Boiling Point |
231.1±9.0 °C at 760 mmHg
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| Melting Point |
92-95 °C(lit.)
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| Flash Point |
103.6±8.4 °C
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| Vapour Pressure |
0.0±0.5 mmHg at 25°C
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| Index of Refraction |
1.536
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| LogP |
2.86
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| Hydrogen Bond Donor Count |
1
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| Hydrogen Bond Acceptor Count |
1
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| Rotatable Bond Count |
0
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| Heavy Atom Count |
10
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| Complexity |
111
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| Defined Atom Stereocenter Count |
0
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| SMILES |
O([H])C1=C([H])C(C([H])([H])[H])=C([H])C(C([H])([H])[H])=C1C([H])([H])[H]
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| InChi Key |
OGRAOKJKVGDSFR-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C9H12O/c1-6-4-7(2)8(3)9(10)5-6/h4-5,10H,1-3H3
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| Chemical Name |
2,3,5-trimethylphenol
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| HS Tariff Code |
2934.99.9001
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| 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)
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| Solubility (In Vitro) |
DMSO: ≥ 100 mg/mL (~734.3 mM)
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| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 5 mg/mL (36.71 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween-80 + 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 DMSO stock solution (50.0 mg/mL) to 400 μL of PEG300 and mix well; then add 50 μL of Tween-80 and mix well; finally add 450 μL of physiological saline and 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: ≥ 5 mg/mL (36.71 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 DMSO stock solution (50.0 mg/mL) to 900 μL of corn oil and mix well. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 7.3427 mL | 36.7134 mL | 73.4268 mL | |
| 5 mM | 1.4685 mL | 7.3427 mL | 14.6854 mL | |
| 10 mM | 0.7343 mL | 3.6713 mL | 7.3427 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.
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