5,6-Dihydroxyindole
Based on 1 Customer Validation
5,6-Dihydroxyindole, a melanin precursor, has a broad-spectrum antibacterial, antifungal, antiviral, antiparasitic activity. 5,6-Dihydroxyindole has cytotoxic effects and is strongly toxic against various pathogens.
For research use only. We do not sell to patients.
- Purity: 99.25%
- CAS No.: 3131-52-0
- Formula: C8H7NO2
- Molecular Weight:149.15
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Storage:
-20°C, protect from light, stored under nitrogen
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)
Biological Activity
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Human Endogenous Metabolite |
5,6-Dihydroxyindole (1, 10, 20, 50, 100 μM; for 4 hours) dose-dependently decreases OD492 values. Pretreatment of Sf9 cells with 1.0 mM 5,6-Dihydroxyindole for 4 hours results in 97% mortality, and LC50 values of 20.3 μM in buffer and 131.8 μM in a culture medium[1].
Preincubation of a baculovirus stock with 1.25 mM 5,6-Dihydroxyindole for 3 hours near fully disables recombinant protein production. The LC50 for lambda bacteriophage and eggs of the wasp Microplitis demolitor are 5.6 and 111.0 μM, respectively[1].
5,6-Dihydroxyindole and its spontaneous oxidation products are also active against viruses and parasitic wasps[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 3131-52-0
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Appearance Solid
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Molecular Weight 149.15
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Formula C8H7NO2
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Color Off-white to light brown
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SMILES
OC1=CC2=C(C=C1O)C=CN2
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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
-20°C, protect from light, stored under nitrogen
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)
Solvent & Solubility
DMSO : ≥ 100 mg/mL (670.47 mM; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
H2O : < 0.1 mg/mL (insoluble)
* "≥" means soluble, but saturation unknown.
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 (protect from light, 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.
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 (protect from light, 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.
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 (16.76 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 (16.76 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.
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. * In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)
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 (698 KB)
- English - EN (698 KB)
- Français - FR (698 KB)
- Deutsch - DE (698 KB)
- Norwegian - NO (698 KB)
- Español - ES (698 KB)
- Swedish - SV (698 KB)
- Italian - IT (698 KB)
- Korean - KR (698 KB)
- Portuguese - PT (698 KB)
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Handling Instructions (2659 KB)
References
[1]. Zhao P, et al. Antiviral, anti-parasitic, and cytotoxic effects of 5,6-dihydroxyindole (DHI), a reactive compound generated by phenoloxidase during insect immune response. Insect Biochem Mol Biol. 2011 Sep;41(9):645-52. [Content Brief]
[2]. Heiduschka P, et al. Melanin precursor 5,6-dihydroxyindol: protective effects and cytotoxicity on retinal cells in vitroand in vivo. Toxicol Pathol. 2007 Dec;35(7):1030-8. [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 (protect from light, 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 | 6.7047 mL | 33.5235 mL | 67.0470 mL | 167.6176 mL |
| 5 mM | 1.3409 mL | 6.7047 mL | 13.4094 mL | 33.5235 mL | |
| 10 mM | 0.6705 mL | 3.3524 mL | 6.7047 mL | 16.7618 mL | |
| 15 mM | 0.4470 mL | 2.2349 mL | 4.4698 mL | 11.1745 mL | |
| 20 mM | 0.3352 mL | 1.6762 mL | 3.3524 mL | 8.3809 mL | |
| 25 mM | 0.2682 mL | 1.3409 mL | 2.6819 mL | 6.7047 mL | |
| 30 mM | 0.2235 mL | 1.1175 mL | 2.2349 mL | 5.5873 mL | |
| 40 mM | 0.1676 mL | 0.8381 mL | 1.6762 mL | 4.1904 mL | |
| 50 mM | 0.1341 mL | 0.6705 mL | 1.3409 mL | 3.3524 mL | |
| 60 mM | 0.1117 mL | 0.5587 mL | 1.1175 mL | 2.7936 mL | |
| 80 mM | 0.0838 mL | 0.4190 mL | 0.8381 mL | 2.0952 mL | |
| 100 mM | 0.0670 mL | 0.3352 mL | 0.6705 mL | 1.6762 mL |