6-HYDROXYMELATONIN

General description

6-Hydroxymelatonin (6-OHM) is a melatonin metabolite. It is produced in the liver by the action of cytochrome P450 enzyme as well as by photodegradation of melatonin. In the central nervous system, it exists as a sulfated form. 6-OHM is a partial melatonin receptor MT2 agonist.

Application

6-Hydroxymelatonin has been used as a melatonin derivative to test its protective effects in ultra violet B (UVB)-induced oxidative stress melanocytes and keratinocytes.

Biochem/physiol Actions

6-Hydroxymelatonin (6-OHM) is an antioxidant with a free radical scavenging role. Like melatonin, it reduces the impact of UVB-induced oxidative stress in melanocytes. It also aids protection during iron (Fe²⁺)-induced neurotoxicity. 6-OHM effectively reduces lipid peroxidation and superoxide anion production induced by potassium cyanide (KCN).

Molecular Weight: 248.28. Empirical Formula: C₁₃H₁₆N₂O₃. solubility: alcohol: soluble. Quality Level: 100. SMILES string: COc1cc2c(CCNC(C): O)c[nH]c2cc1O. InChI: 1S/C13H16N2O3/c1-8(16)14-4-3-9-7-15-11-6-12(17)13(18-2)5-10(9)11/h5-7,15,17H,3-4H2,1-2H3,(H,14,16). InChI key: OMYMRCXOJJZYKE-UHFFFAOYSA-N. Gene Information: human ... MTNR1A(4543), MTNR1B(4544). Pictograms: GHS07,GHS08. Signal Word: Warning. Hazard Statements: H302 - H351. Precautionary Statements: P201 - P301 + P312 + P330 - P308 + P313. Hazard Classifications: Acute Tox. 4 Oral - Carc. 2. Storage Class Code: 11 - Combustible Solids. WGK: WGK 3. Personal Protective Equipment: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges.