2-Methyl-3-(3,4-dihydroxyphenyl)propanoic acid

CAS: 53832-94-3

Ref. 3D-FM65692

Product Information

• Name: 2-Methyl-3-(3,4-dihydroxyphenyl)propanoic acid
• Synonyms: 3-(3,4-Dihydroxyphenyl)-2-methyl-propanoic acid3-(3,4-Dihydroxyphenyl)-2-methylpropanoic acid

Description

2-Methyl-3-(3,4-dihydroxyphenyl)propanoic acid (DOPA) is a prodrug that is converted to the active form 2-methyl-5,6-dihydroxyindole-3,4-dione (DIDO) by hydrazine. DIDO inhibits melanoma cells by binding to tyrosinase and inhibiting its activity. DOPA also has cytotoxic properties, which may be due to the production of oxidative metabolites such as hydrogen peroxide and free radicals. DIDO can also be metabolized into catechol and cyclized into quinone methides. DOPA can inhibit oxidation reactions in the cell line CCRF-CEM by preventing the oxidation of NADH to NAD+.

• Brand: Biosynth

Chemical properties

• Molecular weight: 196.2 g/mol
• Formula: C₁₀H₁₂O₄
• Purity: Min. 95%
• Color/Form: Powder
• InChI: InChI=1S/C10H12O4/c1-6(10(13)14)4-7-2-3-8(11)9(12)5-7/h2-3,5-6,11-12H,4H2,1H3,(H,13,14)
• InChI key: InChIKey=GIIOASILGOFVPI-UHFFFAOYSA-N
• SMILES: CC(Cc1ccc(O)c(O)c1)C(=O)O