614-80-2
Chemical Structure
2-Acetamidophenol
Synonym(s): Orthocetamol
- CAS No.: 614-80-2
- Formula:C8H9NO2
- Molecular Weight:151.16
IUPAC Name: N-(2-hydroxyphenyl)acetamide
InChIKey: ADVGKWPZRIDURE-UHFFFAOYSA-N
SMILES: OC1=C(NC(C)=O)C=CC=C1
Biological Activity: 2-Acetamidophenol (Orthocetamol) is a regulator that targets ferroptosis and glutathione metabolic pathways, is the ortho-regioisomer of Paracetamol (HY-66005). 2-Acetamidophenol has anti-atherosclerotic activity, and inhibiting total cholesterol (TC) and triglyceride (TG) in a zebrafish hyperlipidemia model with IC50s for 30 μM and 40 μM, respectively. 2-Acetamidophenol upregulates the expression of glutathione synthesis-related genes (such as GCLC, GCLM, GSS) and iron ion transport genes (such as FPN1, FTH), reduces the accumulation of intracellular reactive oxygen species (ROS) and ferrous ions (Fe2+), and enhances the activity of glutathione peroxidase GPX4, thereby inhibiting macrophage phagocytosis of oxidized low-density lipoprotein (ox-LDL) and foam cell formation[1][2].
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2-Acetamidophenol | 99.73% | 2-Acetamidophenol (Orthocetamol) is a regulator that targets ferroptosis and glutathione metabolic pathways, is the ortho-regioisomer of Paracetamol (HY-66005). 2-Acetamidophenol has anti-atherosclerotic activity, and inhibiting total cholesterol (TC) and triglyceride (TG) in a zebrafish hyperlipidemia model with IC50s for 30 μM and 40 μM, respectively. 2-Acetamidophenol upregulates the expression of glutathione synthesis-related genes (such as GCLC, GCLM, GSS) and iron ion transport genes (such as FPN1, FTH), reduces the accumulation of intracellular reactive oxygen species (ROS) and ferrous ions (Fe2+), and enhances the activity of glutathione peroxidase GPX4, thereby inhibiting macrophage phagocytosis of oxidized low-density lipoprotein (ox-LDL) and foam cell formation. | ||||||||||||||||||||
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2-Acetamidophenol (Standard) | 99.45% | 2-Acetamidophenol (Standard) is the analytical standard of 2-Acetamidophenol. This product is intended for research and analytical applications. 2-Acetamidophenol (Orthocetamol) is a regulator that targets ferroptosis and glutathione metabolic pathways, is the ortho-regioisomer of Paracetamol (HY-66005). 2-Acetamidophenol has anti-atherosclerotic activity, and inhibiting total cholesterol (TC) and triglyceride (TG) in a zebrafish hyperlipidemia model with IC50s for 30 μM and 40 μM, respectively. 2-Acetamidophenol upregulates the expression of glutathione synthesis-related genes (such as GCLC, GCLM, GSS) and iron ion transport genes (such as FPN1, FTH), reduces the accumulation of intracellular reactive oxygen species (ROS) and ferrous ions (Fe2+), and enhances the activity of glutathione peroxidase GPX4, thereby inhibiting macrophage phagocytosis of oxidized low-density lipoprotein (ox-LDL) and foam cell formation. | ||||||||||||||||||||
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Similarity Score 0.89
HY-B1309Metacetamol -
Similarity Score 0.86
HY-66005Acetaminophen -
Similarity Score 0.86
HY-66005S3Acetaminophen-13C6 -
Similarity Score 0.86
HY-66005S4Acetaminophen-13C2,15N -
Similarity Score 0.84
HY-18594NSC-41589 -
Similarity Score 0.83
HY-G0004Acetaminophen metabolite 3-hydroxy-acetaminophen -
Similarity Score 0.83
HY-21965R2-(Methylamino)phenol (Standard) -
Similarity Score 0.82
HY-W042159Paracetamol impurity 1 -
Similarity Score 0.81
HY-W483854N-Formyl-2-aminophenol -
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References
- [1]. Zang X, et al. 2-Acetamidophenol (2-AAP) Suppresses the Progression of Atherosclerosis by Alleviating Hyperlipidemia and Attenuating the Ferroptosis Pathway. Mar Drugs. 2024 Nov 13;22(11):513. [Content Brief]
- [2]. Andrusenko I, et al. The Crystal Structure of Orthocetamol Solved by 3D Electron Diffraction. Angew Chem Int Ed Engl. 2019 Aug 5;58(32):10919-10922. [Content Brief]
