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CHEBI:575568 - atovaquone
| Formula | C22H19ClO3 |
| Net Charge | 0 |
| Average Mass | 366.844 |
| Monoisotopic Mass | 366.10227 |
| SMILES | O=C1C(O)=C([C@H]2CC[C@H](c3ccc(Cl)cc3)CC2)C(=O)c2ccccc21 |
| InChI | 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/h1-4,9-13,15,26H,5-8H2/t13-,15- |
| InChIKey | KUCQYCKVKVOKAY-CTYIDZIISA-N |
| Wikipedia |
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| Roles Classification |
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| Biological Roles: | EC 1.3.5.2 [dihydroorotate dehydrogenase (quinone)] inhibitor An EC 1.3.5.* (oxidoreductase acting on CH-CH of donor with a quinone or related compound as acceptor) inhibitor that interferes with the action of dihydroorotate dehydrogenase (quinone), EC 1.3.5.2. EC 1.6.5.3 [NADH:ubiquinone reductase (H(+)-translocating)] inhibitor A respiratory-chain inhibitor that interferes with the action of the the enzyme NADH:ubiquinone reductase (H+-translocating), EC 1.6.5.3. antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. EC 1.10.2.2 (quinol--cytochrome-c reductase) inhibitor An EC 1.10.2.* (oxidoreductase acting on diphenols and related substances as donors with a cytochrome as acceptor) inhibitor that interferes with the action of quinol—cytochrome-c reductase (EC 1.10.2.2). antimalarial A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human. |
| Application: | antimalarial A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| atovaquone (CHEBI:575568) has role antifungal agent (CHEBI:35718) |
| atovaquone (CHEBI:575568) has role antimalarial (CHEBI:38068) |
| atovaquone (CHEBI:575568) has role EC 1.10.2.2 (quinol—cytochrome-c reductase) inhibitor (CHEBI:77106) |
| atovaquone (CHEBI:575568) has role EC 1.3.5.2 [dihydroorotate dehydrogenase (quinone)] inhibitor (CHEBI:77103) |
| atovaquone (CHEBI:575568) has role EC 1.6.5.3 [NADH:ubiquinone reductase (H+-translocating)] inhibitor (CHEBI:38503) |
| atovaquone (CHEBI:575568) is a hydroxy-1,4-naphthoquinone (CHEBI:132157) |
| atovaquone (CHEBI:575568) is a monochlorobenzenes (CHEBI:83403) |
| IUPAC Name |
|---|
| 2-[trans-4-(4-chlorophenyl)cyclohexyl]-3-hydroxy-1,4-naphthoquinone |
| INN | Source |
|---|---|
| atovaquone | KEGG DRUG |
| Synonyms | Source |
|---|---|
| 2-(trans-4-(p-Chlorophenyl)cyclohexyl)-3-hydroxy-1,4-naphthoquinone | ChemIDplus |
| Mepron | KEGG COMPOUND |
| Wellvone | KEGG COMPOUND |
| Acuvel | KEGG COMPOUND |
| Registry Numbers | Sources |
|---|---|
| Beilstein:8076827 | Beilstein |
| CAS:95233-18-4 | KEGG DRUG |
| CAS:95233-18-4 | DrugBank |
| CAS:95233-18-4 | ChemIDplus |
| CAS:95233-18-4 | KEGG COMPOUND |
| Citations |
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