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| Targets |
2,6-Dimethoxy-1,4-benzoquinone does not have a specific molecular target in mammalian systems but functions as a natural product with antioxidant and redox properties. As a benzoquinone derivative, it can undergo redox cycling and generate reactive oxygen species. In plants, it acts as a haustorial inducing factor, promoting the growth of haustoria into host plant tissue. Its role as a natural compound makes it a valuable tool for studying plant biology and natural product chemistry.
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| ln Vitro |
In vitro, 2,6-Dimethoxy-1,4-benzoquinone exhibits antioxidant and redox properties. Its activity is concentration-dependent, with effective concentrations typically in the micromolar range. In plant-based assays, it acts as a haustorial inducing factor. Its antioxidant properties make it a potential candidate for studying oxidative stress and redox biology. However, detailed quantitative activity data for mammalian systems are limited in publicly available sources.
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| ln Vivo |
In vivo, 2,6-Dimethoxy-1,4-benzoquinone is not used as a therapeutic agent. It is a natural compound found in plants. Its in vivo effects are related to its role as a plant metabolite. In agricultural research, it is used to study plant-parasite interactions as a haustorial inducing factor. The compound is not administered to animals for therapeutic purposes. Its in vivo applications are limited to plant biology research.
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| Enzyme Assay |
The in vitro assays for 2,6-Dimethoxy-1,4-benzoquinone typically involve antioxidant activity testing and plant biology studies. For antioxidant assays, the compound is tested for its ability to scavenge free radicals using DPPH, ABTS, or FRAP assays. The compound is dissolved in suitable solvent and diluted at varying concentrations (typically 0.1 to 100 µM). For plant biology studies, the compound is tested for its ability to induce haustoria formation in plant tissues. Haustoria formation is assessed by microscopy. Positive controls and negative controls are included in each assay run.
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| Cell Assay |
For in vitro cellular assays, 2,6-Dimethoxy-1,4-benzoquinone is not typically used in mammalian cell culture studies. In plant cell culture studies, plant cells or tissues are treated with the compound, and haustoria formation is assessed by microscopy. Cell viability is assessed using plant cell viability assays. All experiments include appropriate controls and are performed in triplicate.
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| Animal Protocol |
For in vivo studies, 2,6-Dimethoxy-1,4-benzoquinone is used in plant biology research. The compound may be applied to plant tissues or roots, and haustoria formation is assessed by microscopy. The compound's effects on plant growth and development are studied. All plant procedures should be conducted in accordance with institutional guidelines.
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| ADME/Pharmacokinetics |
The pharmacokinetic properties of 2,6-Dimethoxy-1,4-benzoquinone are not relevant, as it is a natural product used in plant biology research rather than a therapeutic agent. The compound has a molecular weight of 168.15. It is a small, lipophilic molecule. Detailed PK data are not available in publicly accessible literature.
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| Toxicity/Toxicokinetics |
The toxicology of 2,6-Dimethoxy-1,4-benzoquinone has not been extensively characterized. As a natural compound, it is generally considered to have low toxicity. In plant studies, it is used at concentrations that induce haustoria formation without causing significant plant toxicity. Standard laboratory safety precautions should be followed when handling the compound. It is for research use only and is not approved for human therapeutic use.
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| References |
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| Additional Infomation |
2,6-Dimethoxy-1,4-benzoquinone has been reported to exist in iris (Iris milesii), persimmon (Diospyros eriantha), and other organisms with relevant data. 2,6-Dimethoxyquinone is a methoxy-substituted benzoquinone and a bioactive compound found in fermented wheat germ extract, possessing potential antitumor and immunomodulatory activities. 2,6-Dimethoxyquinone (2,6-DMBQ) inhibits anaerobic glycolysis, thereby preventing cellular metabolism and inducing apoptosis. Since cancer cells utilize anaerobic glycolysis to metabolize glucose, and their proliferation rate is much higher than that of normal healthy cells, this compound exhibits specific cytotoxicity against cancer cells. Furthermore, 2,6-DMBQ can enhance the activity of natural killer (NK) cells and T cells against cancer cells, thus exerting an immunomodulatory effect. See also: Acai berry pulp (partial).
2,6-Dimethoxy-1,4-benzoquinone is a natural compound isolated from Liriodendron tulipifera barks. It has antioxidant and redox properties. It is a useful haustorial inducing factor in plant biology research. It is not approved for human use and is intended for research purposes only. It is available as a high-purity research reagent for laboratory use. |
| Molecular Formula |
C8H8O4
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|---|---|
| Molecular Weight |
168.1467
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| Exact Mass |
168.042
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| CAS # |
530-55-2
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| PubChem CID |
68262
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| Appearance |
Light yellow to yellow solid powder
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| Density |
1.2±0.1 g/cm3
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| Boiling Point |
311.1±42.0 °C at 760 mmHg
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| Melting Point |
252 °C
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| Flash Point |
139.2±27.9 °C
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| Vapour Pressure |
0.0±0.7 mmHg at 25°C
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| Index of Refraction |
1.504
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| LogP |
0.28
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| Hydrogen Bond Donor Count |
0
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| Hydrogen Bond Acceptor Count |
4
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| Rotatable Bond Count |
2
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| Heavy Atom Count |
12
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| Complexity |
259
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| Defined Atom Stereocenter Count |
0
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| SMILES |
COC1=CC(=O)C=C(C1=O)OC
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| InChi Key |
OLBNOBQOQZRLMP-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C8H8O4/c1-11-6-3-5(9)4-7(12-2)8(6)10/h3-4H,1-2H3
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| Chemical Name |
2,6-dimethoxycyclohexa-2,5-diene-1,4-dione
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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 |
| 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 : ~5.56 mg/mL (~33.07 mM)
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| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 0.56 mg/mL (3.33 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 5.6 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: ≥ 0.56 mg/mL (3.33 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 5.6 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.  (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.
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.