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2'-Hydroxy-5'-methoxyacetophenone is a natural product with neuroprotective properties. The compound has been shown to have a significant protective effect on LPS-activated BV-2 microglial cells. It can inhibit the release of the inflammatory factor NO from LPS-activated BV-2 microglial cells and has a protective effect on BV-2 cell DNA. These findings suggest that the compound may have potential in the prevention and treatment of neurodegenerative diseases by modulating inflammatory responses and protecting cells from oxidative damage.
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| ln Vitro |
In vitro, 2'-hydroxy-5'-methoxyacetophenone (2H5M) has been shown to have a significant protective effect on LPS-activated BV-2 microglial cells. It can inhibit the release of the inflammatory factor NO from LPS-activated BV-2 microglial cells and has a protective effect on BV-2 cell DNA. Cellular assays typically evaluate its anti-inflammatory, neuroprotective, and antioxidant activities. The compound's ability to modulate inflammatory responses makes it valuable for studying neurodegenerative diseases and developing potential therapeutic agents.
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| ln Vivo |
In vivo data for 2'-hydroxy-5'-methoxyacetophenone is limited, as it is primarily a research reagent and natural product isolate. The compound is classified for research use only and is not intended for human or veterinary therapeutic applications. Its neuroprotective and anti-inflammatory properties suggest potential for in vivo efficacy in neurodegenerative disease models. The compound's primary value lies in its use as a research tool for studying neuroinflammation and neurodegenerative diseases. Specific in vivo data for therapeutic applications is not available in the public literature.
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| Enzyme Assay |
In vitro enzyme/receptor binding assays for 2'-hydroxy-5'-methoxyacetophenone typically evaluate its anti-inflammatory and neuroprotective activities. A standard protocol involves culturing BV-2 microglial cells in growth medium at 37°C with 5% CO₂. Cells are pretreated with varying concentrations of the compound and then stimulated with LPS to induce inflammation. Nitric oxide production is measured using the Griess reaction. Inflammatory cytokine levels (e.g., TNF-α, IL-6) are measured by ELISA. Cell viability is assessed using MTT or similar assays. The compound's protective effects on DNA are evaluated using comet assay or other DNA damage assays. IC₅₀ values are calculated from dose-response curves.
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| Cell Assay |
Cellular assays for 2'-hydroxy-5'-methoxyacetophenone typically evaluate its anti-inflammatory and neuroprotective effects. A standard protocol involves culturing BV-2 microglial cells or other neuronal cell lines in growth medium at 37°C with 5% CO₂. Cells are pretreated with varying concentrations of the compound and then stimulated with LPS to induce inflammation. Nitric oxide production is measured using the Griess reaction. Inflammatory cytokine levels are measured by ELISA. Reactive oxygen species production is measured using fluorescent probes. Cell viability is assessed using MTT or similar assays. The compound's protective effects against oxidative stress and inflammation are evaluated. IC₅₀ values are calculated from dose-response curves.
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| Animal Protocol |
In vivo animal studies for 2'-hydroxy-5'-methoxyacetophenone are not standard, as it is primarily a research reagent. The compound is classified for research use only and is not intended for human or veterinary applications. Any animal studies would be limited to evaluating its neuroprotective or anti-inflammatory effects in disease models. The compound's primary value lies in its use as a research tool for studying neurodegenerative diseases. Specific in vivo protocols are not available in the public literature.
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| ADME/Pharmacokinetics |
Pharmacokinetic data for 2'-hydroxy-5'-methoxyacetophenone is limited, as it is primarily a research reagent. The compound has a molecular weight of 166.18 g/mol and a molecular formula of C₉H₁₀O₃. It is a solid at room temperature with a melting point of 47.0-50.0°C. It is stored at room temperature. As a phenolic compound, it may undergo metabolic conjugation (glucuronidation, sulfation) and oxidation. Specific ADME data is not available. The compound is soluble in organic solvents.
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| Toxicity/Toxicokinetics |
2'-Hydroxy-5'-methoxyacetophenone is classified for research use only and is not intended for human or veterinary applications. Standard safety precautions include handling with appropriate personal protective equipment (gloves, lab coat, safety goggles) in a well-ventilated area. The compound should be stored in a dry, cool place away from incompatible materials. Acute toxicity data is not readily available in the public literature. As with all research chemicals, appropriate laboratory safety practices should be followed. No specific LD₅₀ values are available in the public domain.
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| References |
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| Additional Infomation |
2'-Hydroxy-5'-methoxyacetophenone (2-Hydroxy-5-methoxyacetophenone, CAS 705-15-7) is a biochemical reagent and natural product with the molecular formula C₉H₁₀O₃. It is isolated from the roots of Cynanchum paniculatum. The compound has neuroprotective and anti-inflammatory properties, including inhibition of NO release from LPS-activated BV-2 microglial cells and protection of BV-2 cell DNA. It has applications in research on neurodegenerative diseases. The compound is classified as a research-use-only compound not intended for diagnostic or therapeutic purposes.
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| Molecular Formula |
C9H10O3
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| Molecular Weight |
166.17
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| Exact Mass |
166.062
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| CAS # |
705-15-7
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| PubChem CID |
69714
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| Appearance |
Light yellow to green yellow solid powder
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| Density |
1.2±0.1 g/cm3
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| Boiling Point |
272.0±20.0 °C at 760 mmHg
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| Melting Point |
52 °C(lit.)
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| Flash Point |
107.6±15.3 °C
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| Vapour Pressure |
0.0±0.6 mmHg at 25°C
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| Index of Refraction |
1.538
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| LogP |
2.05
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| Hydrogen Bond Donor Count |
1
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| Hydrogen Bond Acceptor Count |
3
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| Rotatable Bond Count |
2
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| Heavy Atom Count |
12
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| Complexity |
167
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| Defined Atom Stereocenter Count |
0
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| SMILES |
O(C([H])([H])[H])C1C([H])=C([H])C(=C(C(C([H])([H])[H])=O)C=1[H])O[H]
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| InChi Key |
MLIBGOFSXXWRIY-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C9H10O3/c1-6(10)8-5-7(12-2)3-4-9(8)11/h3-5,11H,1-2H3
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| Chemical Name |
1-(2-hydroxy-5-methoxyphenyl)ethanone
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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: ~100 mg/mL (~601.8 mM; with ultrasonication)
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| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (15.04 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 (25.0 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: ≥ 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 DMSO stock solution (25.0 mg/mL) to 900 μL of 20% SBE-β-CD saline and mix well. 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. 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 DMSO stock solution (25.0 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 | 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.
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.