Identification | Back Directory | [Name]
5,6-DIHYDROXYINDOLE | [CAS]
3131-52-0 | [Synonyms]
JACS-3131-52-0 INDOLE-5,6-DIOL DOPAMINE LUTINE DIHYDROXYINDOLE 1H-indole-5,6-diol 5,6-DIYDROXYINDOLE 5.6-Dihydroxy Indol 5,6-DIHYDROXYINDOLE Dopamine Impurity 12 5,6-DihydroxyindoleI 2,5,6-Dihydroxyindole 5,6-Dihydroxy-1H-indole 5,6-Dihydroxyindole, >=95% Norepinephrine Impurity 36 | [EINECS(EC#)]
412-130-9 | [Molecular Formula]
C8H7NO2 | [MDL Number]
MFCD00798933 | [MOL File]
3131-52-0.mol | [Molecular Weight]
149.15 |
Chemical Properties | Back Directory | [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 | [form ]
Solid | [pka]
9.81±0.40(Predicted) | [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 | [InChIKey]
SGNZYJXNUURYCH-UHFFFAOYSA-N | [SMILES]
N1C2=C(C=C(O)C(O)=C2)C=C1 | [LogP]
0.370 (est) |
Hazard Information | Back Directory | [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. | [Uses]
5,6-Dihydroxyindole is an intermediate in melanogenesis, the production of melanin which is found in our skin, eyes, hair, and inner ear. | [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 |
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