1. 4-Hydroxycoumarin

4-Hydroxycoumarin is an orally active coumarin derivative, one of the most versatile heterocyclic scaffolds, often used in the synthesis of various organic compounds. 4-Hydroxycoumarin possesses both electrophilic and nucleophilic properties. 4-Hydroxycoumarin is an HIV protease inhibitor and tyrosine kinase inhibitor. 4-Hydroxycoumarin has anti-inflammatory, antibacterial and anti-tumor effects.

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4-Hydroxycoumarin Chemical Structure

4-Hydroxycoumarin Chemical Structure

CAS No. : 1076-38-6

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Description

4-Hydroxycoumarin is an orally active coumarin derivative, one of the most versatile heterocyclic scaffolds, often used in the synthesis of various organic compounds. 4-Hydroxycoumarin possesses both electrophilic and nucleophilic properties. 4-Hydroxycoumarin is an HIV protease inhibitor and tyrosine kinase inhibitor. 4-Hydroxycoumarin has anti-inflammatory, antibacterial and anti-tumor effects[1][2][3][4].

In Vitro

4-Hydroxycoumarin (0, 50, 160, 500 μM, 24 h) disrupts the actin cytoskeleton in B16-F10 melanoma cells but not in B82 fibroblasts. However, they can reduce their adhesion and motility to extracellular matrix proteins[1].

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

Cell Viability Assay[2]

Cell Line: B16-F10, B82
Concentration: 0, 50, 160, 500 μM
Incubation Time: 24 h
Result: Had no appreciable effect on cell viability.

Western Blot Analysis [2]

Cell Line: B16-F10
Concentration: 0, 50, 160, 500 μM
Incubation Time: 24 h
Result: Reduced the adhesion to ECM proteins and the tyrosine phosphorylation of several proteins in a concentration-dependent manner.
Inhibited the migration at 500 μM.
In Vivo

4-Hydroxycoumarin (10, 20 or 40 mg/kg/day, oral gavage) can effectively inhibit tumor growth and improve survival rate in melanoma mice[3].
4-Hydroxycoumarin (5, 10, 25, 50 mg/kg/ day, Oral gavage) can significantly reduce symptoms in a rat model of trinitrobenzene sulfonic acid-induced colitis[4].

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

Animal Model: Mouse melanoma model[3]
Dosage: 10, 20 or 40 mg/kg
Administration: i.g.
Result: Reduced >85% of the number of pulmonary tumors.
Diminished the tumor size from day 22 and increased survival time at 10 mg/kg/day.
Animal Model: Rat colitis model [4]
Dosage: 5, 10, 25, 50 mg/kg
Administration: p.o.
Result: Reduced damage score and extension of the lesion at doses of 10 and 25 mg/kg.
Counteracted GSH content and reduced AP activity at a dose of 5 mg/kg.
Showed a good recovery of the intestinal cytoarchitecture at doses of 5 and 25 mg/kg.
Molecular Weight

162.14

Formula

C9H6O3

CAS No.
Appearance

Solid

Color

White to off-white

SMILES

O=C1C=C(O)C2=CC=CC=C2O1

Shipping

Room temperature in continental US; may vary elsewhere.

Storage
Powder -20°C 3 years
4°C 2 years
In solvent -80°C 2 years
-20°C 1 year
Solvent & Solubility
In Vitro: 

DMSO : 100 mg/mL (616.75 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 6.1675 mL 30.8375 mL 61.6751 mL
5 mM 1.2335 mL 6.1675 mL 12.3350 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, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

  • Molarity Calculator

  • Dilution Calculator

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

Mass
=
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

×
Volume (start)

V1

=
Concentration (final)

C2

×
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: ≥ 2.08 mg/mL (12.83 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.08 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.8 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: ≥ 2.08 mg/mL (12.83 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.08 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.8 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: 99.96%

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, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 6.1675 mL 30.8375 mL 61.6751 mL 154.1877 mL
5 mM 1.2335 mL 6.1675 mL 12.3350 mL 30.8375 mL
10 mM 0.6168 mL 3.0838 mL 6.1675 mL 15.4188 mL
15 mM 0.4112 mL 2.0558 mL 4.1117 mL 10.2792 mL
20 mM 0.3084 mL 1.5419 mL 3.0838 mL 7.7094 mL
25 mM 0.2467 mL 1.2335 mL 2.4670 mL 6.1675 mL
30 mM 0.2056 mL 1.0279 mL 2.0558 mL 5.1396 mL
40 mM 0.1542 mL 0.7709 mL 1.5419 mL 3.8547 mL
50 mM 0.1234 mL 0.6168 mL 1.2335 mL 3.0838 mL
60 mM 0.1028 mL 0.5140 mL 1.0279 mL 2.5698 mL
80 mM 0.0771 mL 0.3855 mL 0.7709 mL 1.9273 mL
100 mM 0.0617 mL 0.3084 mL 0.6168 mL 1.5419 mL
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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.

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Product Name:
4-Hydroxycoumarin
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