5,6-Dihydroxyindole
- CAS NO.:3131-52-0
- Empirical Formula: C8H7NO2
- Molecular Weight: 149.15
- MDL number: MFCD00798933
- EINECS: 412-130-9
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-09-23 17:18:35
What is 5,6-Dihydroxyindole?
Description
5,6-Dihydroxyindole is a melanin precursor. It is one of the toxic compounds in the melanin biosynthetic pathway. 5,6-Dihydroxyindole is an indole derivative that contains two hydroxyl groups attached to the 5th and 6th positions of the indole ring. It is an intermediate in the biosynthesis of melanin, a pigment responsible for the coloration of hair, skin, and eyes in humans and other organisms.
The Uses of 5,6-Dihydroxyindole
5,6-Dihydroxyindole is an intermediate in melanogenesis, the production of melanin which is found in our skin, eyes, hair, and inner ear.
What are the applications of Application
5,6-Dihydroxyindole is a melanin precursor
Definition
ChEBI: 5,6-dihydroxyindole is a dihydroxyindole. It has a role as a mouse metabolite.
Synthesis Reference(s)
Synthetic Communications, 15, p. 321, 1985 DOI: 10.1080/00397918508063806
Properties of 5,6-Dihydroxyindole
| Melting point: | 140 °C (decomp) |
| Boiling point: | 411.2±25.0 °C(Predicted) |
| Density | 1.510±0.06 g/cm3(Predicted) |
| RTECS | NL7858000 |
| storage temp. | Keep in dark place,Inert atmosphere,Store in freezer, under -20°C |
| solubility | DMF: 10 mg/ml; DMSO: 3 mg/ml; Ethanol: 10 mg/ml; Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/ml |
| pka | 9.81±0.40(Predicted) |
| form | Solid |
| color | Off-white to light brown |
| InChI | InChI=1S/C8H7NO2/c10-7-3-5-1-2-9-6(5)4-8(7)11/h1-4,9-11H |
Safety information for 5,6-Dihydroxyindole
| Signal word | Warning |
| Pictogram(s) |
![]() Corrosion Corrosives GHS05 ![]() Exclamation Mark Irritant GHS07 ![]() Environment GHS09 |
| GHS Hazard Statements |
H302:Acute toxicity,oral H318:Serious eye damage/eye irritation H411:Hazardous to the aquatic environment, long-term hazard |
| Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 5,6-Dihydroxyindole
| InChIKey | SGNZYJXNUURYCH-UHFFFAOYSA-N |
| SMILES | N1C2=C(C=C(O)C(O)=C2)C=C1 |
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