1. Immunology/Inflammation
  2. COX
  3. Methylhydroquinone

Methylhydroquinone is an orally active COX inhibitor with IC50s of 480.7 μM and 52.2 μM for ovine COX-1 and human recombinant COX-2, respectively. Methylhydroquinone has potential DNA damaging effects: 1) inhibiting COX-1 to reduce prostaglandin synthesis and exert anti-inflammatory activity; 2) inducing DNA single-strand breaks. Methylhydroquinone exerts its effects by competitively binding to the active sites of COX-1 (such as Tyr385, Met522) and non-covalent interactions.

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Methylhydroquinone Chemical Structure

Methylhydroquinone Chemical Structure

CAS No. : 95-71-6

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Based on 1 publication(s) in Google Scholar

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Description

Methylhydroquinone is an orally active COX inhibitor with IC50s of 480.7 μM and 52.2 μM for ovine COX-1 and human recombinant COX-2, respectively. Methylhydroquinone has potential DNA damaging effects: 1) inhibiting COX-1 to reduce prostaglandin synthesis and exert anti-inflammatory activity; 2) inducing DNA single-strand breaks. Methylhydroquinone exerts its effects by competitively binding to the active sites of COX-1 (such as Tyr385, Met522) and non-covalent interactions[1][2].

Cellular Effect
Cell Line Type Value Description References
A2780 IC50
5.7 μM
Compound: 22
Growth inhibition of human A2780 cells after 72 hrs by SRB assay
Growth inhibition of human A2780 cells after 72 hrs by SRB assay
[PMID: 29519737]
A2780cis IC50
4.7 μM
Compound: 22
Growth inhibition of human A2780cis cells after 72 hrs by SRB assay
Growth inhibition of human A2780cis cells after 72 hrs by SRB assay
[PMID: 29519737]
OVCAR-8 IC50
6.2 μM
Compound: 22
Growth inhibition of human OVCAR8 cells after 72 hrs by SRB assay
Growth inhibition of human OVCAR8 cells after 72 hrs by SRB assay
[PMID: 29519737]
In Vivo

Methylhydroquinone (200 mg/kg; gastric intubation, single dose) induces DNA single-strand breaks and increases ornithine deoxycholate (ODC) activity and repetitive DNA synthesis (RDS) in rat gastric pyloric mucosa[2].

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

Animal Model: Gastric Pyloric Mucosa Injury Model in Male F344 rats (7 weeks old, 25-30 g)
Dosage: 200 mg/kg (aqueous solution)
Administration: Single gastric intubation (2 h prior to sacrifice)
Result: Significantly increased DNA single-strand breaks) in the pyloric mucosa 2 h post-administration, but did not induce detectable unscheduled DNA synthesis (UDS).
Weakly promoted tumorigenesis by increasing ornithine decarboxylase (ODC) activity (6-fold) and replicative DNA synthesis (RDS) at 24 h and 16 h, respectively.
Molecular Weight

124.14

Formula

C7H8O2

CAS No.
Appearance

Solid

Color

White to off-white

SMILES

CC1=CC(O)=CC=C1O

Structure Classification
Initial Source

Burkholderia sp. NF100.

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

4°C, stored under nitrogen

*In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen)

Solvent & Solubility
In Vitro: 

DMSO : ≥ 100 mg/mL (805.55 mM; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

*"≥" means soluble, but saturation unknown.

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 8.0555 mL 40.2774 mL 80.5549 mL
5 mM 1.6111 mL 8.0555 mL 16.1110 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 (stored under nitrogen). 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)

V1

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C2

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Volume (final)

V2

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: ≥ 5 mg/mL (40.28 mM); Clear solution

    This protocol yields a clear solution of ≥ 5 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (50.0 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: ≥ 5 mg/mL (40.28 mM); Clear solution

    This protocol yields a clear solution of ≥ 5 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (50.0 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).

*In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen)

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: 99.88%

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 (stored under nitrogen). 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 8.0555 mL 40.2774 mL 80.5549 mL 201.3872 mL
5 mM 1.6111 mL 8.0555 mL 16.1110 mL 40.2774 mL
10 mM 0.8055 mL 4.0277 mL 8.0555 mL 20.1387 mL
15 mM 0.5370 mL 2.6852 mL 5.3703 mL 13.4258 mL
20 mM 0.4028 mL 2.0139 mL 4.0277 mL 10.0694 mL
25 mM 0.3222 mL 1.6111 mL 3.2222 mL 8.0555 mL
30 mM 0.2685 mL 1.3426 mL 2.6852 mL 6.7129 mL
40 mM 0.2014 mL 1.0069 mL 2.0139 mL 5.0347 mL
50 mM 0.1611 mL 0.8055 mL 1.6111 mL 4.0277 mL
60 mM 0.1343 mL 0.6713 mL 1.3426 mL 3.3565 mL
80 mM 0.1007 mL 0.5035 mL 1.0069 mL 2.5173 mL
100 mM 0.0806 mL 0.4028 mL 0.8055 mL 2.0139 mL
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  • 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.

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Product Name:
Methylhydroquinone
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HY-W012817
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