Atovaquone

• CAT Number: A000600
• CAS Number: 95233-18-4
• Molecular Formula: 95233-18-4; Mepron; Wellvone; Acuvel; 566C80
• Molecular Weight: 366.84
• Purity: ≥95%
• Synonyms: Atavaquone
• Storage: -20°C
• InChI: 1S/C22H19ClO3/c23-16-11-9-14(10-12-16)13-5-7-15(8-6-13)19-20(24)17-3-1-2-4-18(17)21(25)22(19)26/h1-4,9-13,15,24H,5-8H2
• InChIKey: BSJMWHQBCZFXBR-UHFFFAOYSA-N
• SMILES: C1CC(CCC1C2=CC=C(C=C2)Cl)C3=C(C4=CC=CC=C4C(=O)C3=O)O

Atovaquone is a synthetic hydroxynaphthoquinone with antiprotozoal activity that has antimicrobial activity and is being used in antimalarial protocols. Atovoquone blocks the mitochondrial electron transport at complex III of the respiratory chain of protozoa, thereby inhibiting pyrimidine synthesis, preventing DNA synthesis and leading to protozoal death. It is an analog of protozoan mitochondrial protein ubiquinone, and acts by inhibiting the cytochrome bc(1) complex via interactions with the Rieske iron-sulfur protein and cytochrome b in the ubiquinol oxidation pocket.

Reference

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