Atovaquone

SKU: orb1308475

Description

Atovaquone is a hydroxynaphthoquinone antimicrobial agent widely employed in antimalarial research. Its mechanism involves inhibiting mitochondrial electron transport, making it valuable for in vitro parasite studies and in vivo models of infection, including Pneumocystis pneumonia.

Research Area

Infectious Disease & Virology, Metabolism Research

Key Properties

• CAS Number: 95233-18-4
• MW: 366.84
• Purity: 99.85% (May vary between batches)
• Formula: C₂₂H₁₉ClO₃
• SMILES: OC1=C([C@H]2CC[C@@H](CC2)c2ccc(Cl)cc2)C(=O)c2ccccc2C1=O
• Target: Cytochromes P450,Dehydrogenase,Antibiotic,Antibacterial,Parasite
• Solubility: DMSO:9.71 mg/mL (26.47 mM)

Bioactivity

• Target IC50:
  Cytochrome bc1 (P. falciparum):2.0 nM (IC50)|Cytochrome bc1 (human):460 nM (IC50)
• In Vivo:
  Atovaquone is a unique naphthoquinone with broad-spectrum antiprotozoal activity. It is effective for the treatment and prevention of Pneumocystis carinii pneumonia (PCP), it is effective in combination with proguanil for the treatment and prevention of malaria, and it is effective in combination with azithromycin for the treatment of babesiosis.
• In Vitro:
  Atovaquone (atavaquone) is a chemical compound that belongs to the class of naphthalenes. Atovaquone is a hydroxy-1,4-naphthoquinone, an analog of ubiquinone, with antipneumocystic activity. Atovaquone is an anti-protozoal mitochondrial electron transport inhibitor; Antimalarial; Antipneumocystic, and has also been used to treat toxoplasmosis. It acts by inhibiting the cytochrome bc(1) complex via interactions with the Rieske iron-sulfur protein and cytochrome b in the ubiquinol oxidation pocket.

Storage & Handling

• Storage: Powder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

Inhibitor, malaria, inhibit, Parasite, neumocystis, CYPs, Cytochrome b, Cytochrome P450, DHODH, Atovaquone, Atavaquone, babesia, Antibiotic, pneumonia, toxoplasmosis, Plasmodium

Compound Identifiers

PubChem CID

74989