| Field | Specification |
|---|---|
| Alternative names | AMAP |
| CAS no. | |
| Applications | |
| Source | Plant — Burseraceae Boswellia serrata Roxb. |
| Molecular weight | |
| Molecular formula | C8H9NO2 |
| Purity | |
| SMILES | |
| Form | Solid |
| Storage | |
| Shipping | |
| Catalog no. (Mfr.) | |
| Main SKU |
Compound Overview
Metacetamol, also known as AMAP, is an analog of Acetaminophen. It induces dose-dependent necrosis in primary hepatocytes through glutathione depletion, mitochondrial damage, and formation of mitochondrial protein adducts. Its derivatives act as anticancer and antibacterial agents, and it can be used in studies of breast cancer, bacterial infections, and fungal infections (candidiasis)[1][2]. It is supplied as an off-white to light brown solid (C8H9NO2, MW 151.16) at 99.94% purity.
Physical & Chemical Properties
| CAS Number | 621-42-1 |
|---|---|
| Molecular Formula | C8H9NO2 |
| Molecular Weight | 151.16 g/mol |
| Purity | 99.94% |
| Appearance | Solid |
| Color | Off-white to light brown |
| Structure Classification | Phenols Monophenols |
| SMILES | CC(NC1=CC=CC(O)=C1)=O |
| Signaling Pathway | Metabolic Enzyme/Protease |
| Initial Source | Plant — Burseraceae Boswellia serrata Roxb. |
| Solubility | In Vitro: DMSO: 50 mg/mL (330.78 mM; Requires sonication and warming; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO) |
| Storage | Store at room temperature 3 years. In solvent: -80°C, 2 years; -20°C, 1 year. |
| Shipping | Room temperature in continental US; may vary elsewhere. |
Literature Cited
Sources cited in this description and in the In Vitro & In Vivo Data tab. Peer-reviewed publications that used this product are listed under References.
Safety
For Research Use Only. Not for use in diagnostic or therapeutic procedures, and not for human or veterinary use. Handle in accordance with the Safety Data Sheet and your institution's chemical hygiene plan.
In Vitro
| Solvent | Solubility | Notes |
|---|---|---|
| DMSO | 50 mg/mL (330.78 mM) | requires sonication and warming; use freshly opened DMSO (absorbed moisture lowers solubility) |
Aliquot the stock solution and store it at -80°C (up to 2 years) or -20°C (up to 1 year); avoid repeated freeze-thaw cycles.
Data provided by the manufacturer.
In Vitro
In primary hepatocytes, Metacetamol (AMAP) (5-20 mM; 24-48 h) causes dose-dependent necrotic cell death and glutathione depletion, and after 48 h of incubation significant cytotoxicity is seen at 5 mM, 10 mM, and 20 mM[1]. At 5-20 mM, Metacetamol (AMAP) also causes dose-dependent mitochondrial dysfunction in primary hepatocytes[1]. Exposure of primary hepatocytes to Metacetamol (AMAP) (6-24 h) leads to significant formation of mitochondrial protein adducts[1].
Data provided by the manufacturer. Numbered citations refer to the Literature Cited list in the product description.
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