3-Hydroxycoumarin
Based on 1 Customer Validation
3-Hydroxycoumarin is an inhibitor of tyrosinase and lipoxygenase with an IC50 for recombinant human tyrosinase (rHT) of 26 μM, and a Ki of 3.39 μM; its IC50 for LOX is 9.5 μM. 3-Hydroxycoumarin has DPPH free radical scavenging activity (IC50 = 31.2 μM). 3-Hydroxycoumarin has photoprotective effects on sea urchin zygotes and embryos.
For research use only. We do not sell to patients.
- Purity: 99.30%
- CAS No.: 939-19-5
- Formula: C9H6O3
- Molecular Weight:162.14
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Storage:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
Biological Activity
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| SK-MEL-28 | IC50 |
1.2 μM
Compound: 8
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Anticancer activity against human SK-MEL-28 cells assessed as reduction in cell viability incubated for 24 hrs by MTT assay
Anticancer activity against human SK-MEL-28 cells assessed as reduction in cell viability incubated for 24 hrs by MTT assay
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[PMID: 37197457] |
| SK-MEL3 | IC50 |
6.8 μM
Compound: 8
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Anticancer activity against human SK-MEL3 cells assessed as reduction in cell viability incubated for 24 hrs by MTT assay
Anticancer activity against human SK-MEL3 cells assessed as reduction in cell viability incubated for 24 hrs by MTT assay
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[PMID: 37197457] |
| U-937 | CC50 |
>2000 μM
Compound: 13
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Cytotoxicity against human U937 cells by trypan blue assay after 48 hrs
Cytotoxicity against human U937 cells by trypan blue assay after 48 hrs
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[PMID: 18060791] |
| U-937 | IC50 |
>2000 μM
Compound: 13
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Growth inhibition of human U937 cells by [3H]thymidine incorporation assay
Growth inhibition of human U937 cells by [3H]thymidine incorporation assay
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[PMID: 18060791] |
3-Hydroxycoumarin (1-40 μM) inhibits the first cleavage of sea urchin embryos in a concentration-dependent manner, with its EC50 being 4.84 μM[3].
3-Hydroxycoumarin can be developed into a vesicle delivery system for local administration (DP8 liquid vesicle formulation and DP16 gel-like vesicle formulation), which can achieve efficient local accumulation of 3-Hydroxycoumarin in the skin, thereby facilitating the study of diseases related to excessive skin pigmentation (such as melasma and age spots)[4].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 939-19-5
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Appearance Solid
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Molecular Weight 162.14
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Formula C9H6O3
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Color Off-white to light yellow
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SMILES
O=C1C(O)=CC2=CC=CC=C2O1
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Solvent & Solubility
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)
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.
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.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
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.
Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 2.5 mg/mL (15.42 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.
Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: 2.5 mg/mL (15.42 mM); Suspended solution; Need ultrasonic
This protocol yields a suspended solution of 2.5 mg/mL. Suspended solution can be used for oral and intraperitoneal injection.
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.
Please enter the basic information of animal experiments:
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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
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%DMSO +
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
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%+
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+%Tween-80 + +
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%Saline +
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).
Working solution concentration: 0.22 mg/mL
Method for preparing stock solution: mg drug dissolved in μL DMSO. Stock solution concentration: mg/mL.
1. Take μL DMSO stock solution;
2. Add μL .
μL , mix evenly;
3. Then add μL Tween 80, mix evenly;
4. Then add μL
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
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Data Sheet (276 KB)
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SDS (392 KB)
- English - EN (392 KB)
- Français - FR (392 KB)
- Deutsch - DE (392 KB)
- Norwegian - NO (392 KB)
- Español - ES (392 KB)
- Swedish - SV (392 KB)
- Italian - IT (392 KB)
- Korean - KR (392 KB)
- Portuguese - PT (392 KB)
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Handling Instructions (2659 KB)
References
[1]. Alavi SJ, Sadeghian H, Seyedi SM, Salimi A, Eshghi H. A novel class of human 15-LOX-1 inhibitors based on 3-hydroxycoumarin. Chem Biol Drug Des. 2018;91(6):1125‐1132. [Content Brief]
[2]. Asthana S, et al. Structure-Activity Relationship Study of Hydroxycoumarins and Mushroom Tyrosinase. J Agric Food Chem. 2015;63(32):7236‐7244. [Content Brief]
[3]. de Araujo Leite JC, et al. Photoprotective effect of coumarin and 3-hydroxycoumarin in sea urchin gametes and embryonic cells. J Photochem Photobiol B. 2015 May;146:44-51. [Content Brief]
[4]. Schlich M, et al. 3-hydroxycoumarin loaded vesicles for recombinant human tyrosinase inhibition in topical applications. Colloids Surf B Biointerfaces. 2018 Nov 1;171:675-681. [Content Brief]
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 | 6.1675 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 |