| Size | Price | Stock | Qty |
|---|---|---|---|
| 100g |
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| Other Sizes |
| Targets |
2'-Hydroxyacetophenone does not have a specific biological target as a therapeutic agent. As a synthetic building block and flavoring agent, it is not typically evaluated for receptor binding activity. However, its derivatives (hydroxychalcones) have been shown to inhibit COX-2, suggesting that the compound itself or its derivatives may interact with enzymes involved in inflammatory pathways. The compound is also studied for its potential anti-mycobacterial and anticancer properties.
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| ln Vitro |
2'-Hydroxyacetophenone is a phenolic compound used as a precursor in the synthesis of various biologically active molecules. It has been used in the synthesis of hydroxychalcone derivatives that exhibit inhibitory activity towards COX-2, an enzyme involved in inflammation and pain. The compound itself is a typical flavor additive for cherry kernel, cinnamon, rum, tobacco, coumarin, and tropical fruits. As a building block, it participates in various organic transformations including condensation, alkylation, and oxidation reactions.
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| ln Vivo |
No specific in vivo activity data are documented for 2'-Hydroxyacetophenone. As a chemical intermediate and flavoring agent, it is not typically evaluated for pharmacological effects in animal models. Its derivatives, however, may show in vivo activity in models of inflammation, infection, or cancer. The compound is generally recognized as safe (GRAS) as a flavoring ingredient when used in accordance with good manufacturing practices.
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| Enzyme Assay |
In vitro enzyme assays are not typically performed for 2'-Hydroxyacetophenone itself. For the evaluation of its synthetic derivatives, COX-2 inhibition assays are commonly used. The assay involves incubating the test compound with COX-2 enzyme (purified from insect cells or recombinant sources) in the presence of arachidonic acid substrate and a chromogenic co-substrate (e.g., N,N,N',N'-tetramethyl-p-phenylenediamine, TMPD). The oxidation of TMPD is monitored spectrophotometrically at 590 nm. Inhibition of COX-2 activity is calculated relative to control. The compound 2'-hydroxyacetophenone is used as a starting material in these studies.
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| Cell Assay |
No specific cell-based assay protocols are documented for 2'-Hydroxyacetophenone. For evaluating the biological activity of its derivatives, cell-based assays can include cytotoxicity screening against cancer cell lines (e.g., MTT or CCK-8 assays) or anti-inflammatory assays measuring inhibition of LPS-induced NO production in macrophages. Cells are treated with varying concentrations of the test compound for 24-72 hours. Cell viability or inflammatory marker levels are measured. The compound itself is not typically used in cell-based assays as it is a precursor rather than a finished drug candidate.
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| Animal Protocol |
Animal studies are not typically conducted with 2'-Hydroxyacetophenone as it is a chemical intermediate and flavoring agent rather than a therapeutic candidate. For safety assessment, the compound has been evaluated for its use as a flavoring ingredient. Standard toxicological studies including acute oral toxicity, dermal toxicity, and irritation studies may have been conducted for regulatory approval as a food additive. The compound is listed by the FDA as a flavoring substance and is Generally Recognized as Safe (GRAS) when used as intended.
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| ADME/Pharmacokinetics |
Metabolism / Metabolites
2'-Hydroxyacetophenone is a known human metabolite of 2'-methoxyacetophenone. 2'-Hydroxyacetophenone has a molecular weight of 136.15, a density of 1.131 g/cm³, a melting point of 4-6°C, and a boiling point of 213°C. It is slightly soluble in water. The compound has a LogP of 1.6, indicating moderate lipophilicity. As a small, lipophilic molecule, it is expected to have good cell permeability and oral bioavailability if administered. It is stable under normal storage conditions and should be kept in a cool, dark place. |
| Toxicity/Toxicokinetics |
The compound is generally recognized as safe (GRAS) for use as a flavoring ingredient when used in accordance with good manufacturing practices. It is classified as a skin irritant and may cause eye irritation. Appropriate personal protective equipment (gloves, safety goggles, lab coat) should be worn when handling the compound. The compound should be used in a well-ventilated area. Chronic toxicity data are limited. As with all chemicals, avoid ingestion, inhalation, and skin contact.
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| Additional Infomation |
2-Acetophenol is a monohydroxyacetophenone, a compound in which a hydrogen atom adjacent to the acetyl group is replaced by a hydroxyl group. It is a flavoring agent. It belongs to the monohydroxyacetophenone family and is a member of the phenolic class of compounds. 2'-Hydroxyacetophenone has been reported in Aronia melanocarpa, Paeonia lactiflora, and other organisms with relevant data. See also: Phenyl acetate (note moved to).
2'-Hydroxyacetophenone (also known as o-hydroxyacetophenone, 2-acetylphenol, or 2-hydroxyphenyl methyl ketone) has the FEMA number 3548 and is listed as a flavoring ingredient by the FDA and JECFA. It is a naturally occurring compound found in various essential oils and plant extracts. The compound is used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and fragrances. It is a valuable building block in organic chemistry due to the presence of both a ketone and a phenolic hydroxyl group, enabling diverse chemical transformations. |
| Molecular Formula |
C8H8O2
|
|---|---|
| Molecular Weight |
136.14792
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| Exact Mass |
136.052
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| CAS # |
118-93-4
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| PubChem CID |
8375
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| Appearance |
Colorless to light yellow liquid
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| Density |
1.1±0.1 g/cm3
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| Boiling Point |
218.4±13.0 °C at 760 mmHg
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| Melting Point |
41735ºC
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| Flash Point |
87.5±12.4 °C
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| Vapour Pressure |
0.1±0.4 mmHg at 25°C
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| Index of Refraction |
1.552
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| LogP |
1.96
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| Hydrogen Bond Donor Count |
1
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| Hydrogen Bond Acceptor Count |
2
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| Rotatable Bond Count |
1
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| Heavy Atom Count |
10
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| Complexity |
131
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| Defined Atom Stereocenter Count |
0
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| SMILES |
CC(C1=CC=CC=C1O)=O
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| InChi Key |
JECYUBVRTQDVAT-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C8H8O2/c1-6(9)7-4-2-3-5-8(7)10/h2-5,10H,1H3
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| Chemical Name |
1-(2-hydroxyphenyl)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 (~734.48 mM)
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|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (18.36 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 (18.36 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. View More
Solubility in Formulation 3: ≥ 2.5 mg/mL (18.36 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 | 7.3448 mL | 36.7242 mL | 73.4484 mL | |
| 5 mM | 1.4690 mL | 7.3448 mL | 14.6897 mL | |
| 10 mM | 0.7345 mL | 3.6724 mL | 7.3448 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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