atovaquone (CHEBI:575568)

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ChEBI Name	atovaquone

ChEBI ID	CHEBI:575568

Definition	A naphthoquinone compound having a 4-(4-chlorophenyl)cyclohexyl group at the 2-position and a hydroxy substituent at the 3-position.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:2912

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Formula

C22H19ClO3

Net Charge

Average Mass

366.83700

Monoisotopic Mass

366.10227

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

SMILES

OC1=C([C@H]2CC[C@@H](CC2)c2ccc(Cl)cc2)C(=O)c2ccccc2C1=O

Roles Classification
Biological Role(s):	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. 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 quinolcytochrome-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. antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.

Application(s):	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	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	Sources
2-(trans-4-(p-Chlorophenyl)cyclohexyl)-3-hydroxy-1,4-naphthoquinone	ChemIDplus
Acuvel	KEGG COMPOUND
Mepron	KEGG COMPOUND
Wellvone	KEGG COMPOUND

Last Modified

22 February 2017