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Cat.No. 6358 - Atovaquone | C22H19ClO3 | CAS No. 95233-18-4
Description: Inhibits complex III of mitochondrial electron transport chain in parasites
Chemical Name: 2-[trans-4-(4-Chlorophenyl)cyclohexyl]-3-hydroxy-1,4-naphthalenedione
Purity: ≥98% (HPLC)
Literature (1)

Biological Activity

Broad spectrum antiparasitic and antipneumocystic compound. Inhibits bc1 complex (complex III) of mitochondrial electron transport chain (EC50 = 0.26 μM), causing cell death in Plasmodium yoelii infected erythrocytes. Also inhibits DHODH. Also exhibits anti-MERS-CoV activity in Vero cells in vitro (IC50 = 0.72 μM).

Technical Data

M. Wt 366.84
Formula C22H19ClO3
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 95233-18-4
PubChem ID 74989
Smiles O=C1C(O)=C([C@H]2CC[C@H](C3=CC=C(Cl)C=C3)CC2)C(C4=CC=CC=C41)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
DMSO 7.34 20

Preparing Stock Solutions

The following data is based on the product molecular weight 366.84. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.2 mM 13.63 mL 68.15 mL 136.3 mL
1 mM 2.73 mL 13.63 mL 27.26 mL
2 mM 1.36 mL 6.81 mL 13.63 mL
10 mM 0.27 mL 1.36 mL 2.73 mL

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References are publications that support the biological activity of the product.

Hughes et al (1990) Efficacy of a hydroxynaphthoquinone, 566C80, in experimental Pneumocystis carinii pneumonitis. Antimicrob.Agents Chemother. 34 225 PMID: 2327770

Srivastava et al (1997) Atovaquone, a broad spectrum antiparasitic drug, collapses mitochondrial membrane potential in a malarial parasite. J.Biol.Chem. 272 3961 PMID: 9020100

Ko et al (2020) Screening of FDA-approved drugs using a MERS-CoV clinical isolate from South Korea identifies potential therapeutic options for COVID-19. BioRxiv - Paper not yet peer reviewed

If you know of a relevant reference for Atovaquone, please let us know.

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New Product Guide [Spring/Summer 2019]

Our new product guide highlights over 215 new products added to the Tocris Bioscience range during the first half of 2019.

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