2. Apoptosis Metabolic Enzyme/Protease NF-κB Immunology/Inflammation
  3. Ferroptosis Glutathione Peroxidase Reactive Oxygen Species LDLR
  4. 2-Acetamidophenol

2-Acetamidophenol  (Synonyms: Orthocetamol)

Cat. No.: HY-W015600 Purity: 99.48%
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COA
Handling Instructions Technical Support

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.

For research use only. We do not sell to patients.

2-Acetamidophenol Chemical Structure

2-Acetamidophenol Chemical Structure

CAS No. : 614-80-2

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Solid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO
ready for reconstitution
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10 mM * 1 mL in DMSO In-stock
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500 mg In-stock
1 g In-stock
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Based on 1 publication(s) in Google Scholar

Other Forms of 2-Acetamidophenol:

2-Acetamidophenol Related Antibodies

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Description

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].

Cellular Effect
Cell Line Type Value Description References
RAW264.7 GI50
4204 μM
Compound: 6c
Cytotoxicity against mouse RAW264.7 cells assessed as growth inhibition after 48 hrs by trypan blue assay
Cytotoxicity against mouse RAW264.7 cells assessed as growth inhibition after 48 hrs by trypan blue assay
10.1039/C3MD00251A
In Vitro

In zebrafish hyperlipidemia model experiments, 2-Acetamidophenol (20-80 μM; 48 h) significantly improves lipid metabolism, reducing total cholesterol (TC), triglyceride (TG), low-density lipoprotein cholesterol (LDL-C), and malondialdehyde (MDA) levels, increasing high-density lipoprotein cholesterol (HDL-C) and superoxide dismutase (T-SOD) activity, reducing intravascular macrophage aggregation, and enhancing blood flow velocity[1]. In RAW264.7 macrophage foam cell model experiments, 2-Acetamidophenol (10-40 μM; 24 h) inhibits oxidized low-density lipoprotein (ox-LDL)-induced lipid phagocytosis, reduces intracellular TC, TG, free cholesterol (FC), cholesterol ester (CE) contents, and the CE/TC ratio, decreases reactive oxygen species (ROS) and ferrous ion Fe2+ accumulation, and enhances glutathione peroxidase 4 (GPX4) activity[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

2-Acetamidophenol Related Antibodies

Cell Viability Assay[1]

Cell Line: Mouse macrophage RAW264.7 cells
Concentration: 10 μM, 20 μM, 40 μM
Incubation Time: 24 h
Result: Dose-dependently decreased Oil Red O staining intensity in ox-LDL-treated cells, indicating reduced lipid phagocytosis.
Significantly lowered intracellular TC, TG, FC, and CE contents than the model group, with the CE/TC ratio decreasing by 25-40%.
Fluorescent probe assays revealed a 30-50% reduction in ROS (DCFH-DA staining) and Fe2+ (FerroOrange staining). GPX4 activity, measured by ELISA, increased by 20-30% in treated cells.
qPCR analysis showed upregulation of glutathione synthesis-related genes (gclc, gclm, gss, 1.5-2.0-fold) and iron ion transport genes (fpn1, fth, 1.2-1.8-fold), while pro-inflammatory gene expression (IL-1β, IL-6) downregulated.
No significant changes in cell viability were observed at tested concentrations.
In Vivo

2-Acetamidophenol (20-80 μM; immersion administration; daily medium replacement; 48 h) in zebrafish (AB strain, 5 days post-fertilization) hyperlipidemia models significantly improves lipid metabolism, reduces total cholesterol (TC), triglyceride (TG), low-density lipoprotein cholesterol (LDL-C), and malondialdehyde (MDA) levels, increases high-density lipoprotein cholesterol (HDL-C) and superoxide dismutase (T-SOD) activity, decreases intravascular macrophage aggregation, and accelerates blood flow velocity[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model: Zebrafish (AB strain, 5 days post-fertilization, unsexed, 2-3 mm body length) hyperlipidemia model induced by egg yolk powder feeding[1]
Dosage: 20 μM, 40 μM, 80 μM (dissolved in zebrafish culture water, final DMSO concentration <0.05%)
Administration: Immersion administration by adding to culture water, medium replaced daily, treatment for 48 h starting at 5 days post-fertilization
Result: Dose-dependently reduced lipid deposition in caudal vasculature as assessed by Oil Red O staining, with integrated optical density (IOD) decreasing by 30-55% compared to the model group (egg yolk powder-fed zebrafish).
Biochemical assays showed significant reductions in TC, TG, and LDL-C, while HDL-C levels increased by 25-40%.
Blood flow velocity in caudal arteries increased by 1.3-fold at 80 μM, correlating with improved vascular stability.
Intravascular macrophage density, visualized in Tg(lyz:EGFP) zebrafish, decreased by 46% in the highest dose group, indicating reduced inflammatory cell accumulation.
Antioxidant parameters T-SOD and CAT activity were elevated by 20-30%, and MDA levels were reduced by 28% compared to the model, demonstrating enhanced antioxidant capacity.
Molecular Weight

151.16

Formula

C8H9NO2
CAS No.
Appearance

Solid

Color

Off-white to light brown

SMILES

OC1=C(NC(C)=O)C=CC=C1
Shipping

Room temperature in continental US; may vary elsewhere.
Storage
Powder -20°C 3 years
4°C 2 years
In solvent -80°C 6 months
-20°C 1 month
Solvent & Solubility
In Vitro: 

DMSO : 50 mg/mL (330.78 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 6.6155 mL 33.0775 mL 66.1551 mL
5 mM 1.3231 mL 6.6155 mL 13.2310 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

  • Molarity Calculator

  • Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass
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Concentration
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Volume
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Molecular Weight *

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

Concentration (start)

C1

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Volume (start)

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C2

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In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

  • Protocol 1

    Add each solvent one by one:  10% DMSO    40% PEG300    5% Tween-80    45% Saline

    Solubility: ≥ 2.5 mg/mL (16.54 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

    Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
  • Protocol 2

    Add each solvent one by one:  10% DMSO    90% (20% SBE-β-CD in Saline)

    Solubility: ≥ 2.5 mg/mL (16.54 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

    Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:

Dosage

mg/kg

Animal weight
(per animal)

g

Dosing volume
(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
%
DMSO +
% 
+
%
Tween-80 +
%
Saline
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Calculation results:
Working solution concentration: mg/mL
Method for preparing stock solution: mg drug dissolved in μL  DMSO (Stock solution concentration: mg/mL).
The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).
Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.
 If the continuous dosing period exceeds half a month, please choose this protocol carefully.
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation

Purity: 99.48%

SDS (393 KB)

COA (251 KB) HNMR (130 KB) RP-HPLC (196 KB)

Handling Instructions (2659 KB)
References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 6.6155 mL 33.0775 mL 66.1551 mL 165.3877 mL
5 mM 1.3231 mL 6.6155 mL 13.2310 mL 33.0775 mL
10 mM 0.6616 mL 3.3078 mL 6.6155 mL 16.5388 mL
15 mM 0.4410 mL 2.2052 mL 4.4103 mL 11.0258 mL
20 mM 0.3308 mL 1.6539 mL 3.3078 mL 8.2694 mL
25 mM 0.2646 mL 1.3231 mL 2.6462 mL 6.6155 mL
30 mM 0.2205 mL 1.1026 mL 2.2052 mL 5.5129 mL
40 mM 0.1654 mL 0.8269 mL 1.6539 mL 4.1347 mL
50 mM 0.1323 mL 0.6616 mL 1.3231 mL 3.3078 mL
60 mM 0.1103 mL 0.5513 mL 1.1026 mL 2.7565 mL
80 mM 0.0827 mL 0.4135 mL 0.8269 mL 2.0673 mL
100 mM 0.0662 mL 0.3308 mL 0.6616 mL 1.6539 mL
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2-Acetamidophenol Related Classifications

Help & FAQs
  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

2-Acetamidophenol614-80-2OrthocetamolFerroptosisGlutathione PeroxidaseReactive Oxygen SpeciesLDLRLow-density lipoprotein receptorParacetamolanalgesicanti-arthriticInhibitorinhibitorinhibit

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