Introduction：Basic information about CAS 3131-52-0|1H-Indole-5,6-diol, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | 1H-Indole-5,6-diol |
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| CAS Number | 3131-52-0 | Molecular Weight | 149.147 |
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| Density | 1.5±0.1 g/cm3 | Boiling Point | 411.2±25.0 °C at 760 mmHg |
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| Molecular Formula | C8H7NO2 | Melting Point | / |
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| MSDS | / | Flash Point | 202.5±23.2 °C |
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Names
| Name | 5,6-dihydroxyindole |
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| Synonym | More Synonyms |
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1H-Indole-5,6-diol BiologicalActivity
| Description | 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[1]. |
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| Related Catalog | Research Areas >>InfectionSignaling Pathways >>Anti-infection >>FungalResearch Areas >>Inflammation/ImmunologySignaling Pathways >>Anti-infection >>Bacterial |
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| Target | Human Endogenous Metabolite |
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| In Vitro | 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]. |
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| 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. [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. |
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Chemical & Physical Properties
| Density | 1.5±0.1 g/cm3 |
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| Boiling Point | 411.2±25.0 °C at 760 mmHg |
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| Molecular Formula | C8H7NO2 |
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| Molecular Weight | 149.147 |
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| Flash Point | 202.5±23.2 °C |
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| Exact Mass | 149.047684 |
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| PSA | 56.25000 |
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| LogP | 0.37 |
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| Vapour Pressure | 0.0±1.0 mmHg at 25°C |
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| Index of Refraction | 1.802 |
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| InChIKey | SGNZYJXNUURYCH-UHFFFAOYSA-N |
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| SMILES | Oc1cc2cc[nH]c2cc1O |
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| Storage condition | 2-8°C |
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Safety Information
| Hazard Codes | Xn: Harmful;N: Dangerous for the environment; |
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| Risk Phrases | R22 |
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| Safety Phrases | 22-26-36/37/39-61 |
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| HS Code | 2933990090 |
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Customs
| HS Code | 2933990090 |
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| Summary | 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
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Synonyms
| 5,6-Dihydroxyindoline |
| 5,6-Dihydroxy-1H-indole |
| 5,6-dihydroxyindol |
| 5,6-Dihydroxyindole |
| dhi |
| indole-5,6-diol |
| Dopamine lutine |
| Indol-5,6-diol |
| 1H-Indole-5,6-diol |
| 3H-INDOLE-5,6-DIOL |
| 3ID |
| 5,6-dihydroxy-indole |
