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CHEBI:575568 - atovaquone

Default Structure
ChEBI IDCHEBI:575568
ChEBI Nameatovaquone
Stars
DefinitionA naphthoquinone compound having a 4-(4-chlorophenyl)cyclohexyl group at the 2-position and a hydroxy substituent at the 3-position.
Secondary ChEBI IDCHEBI:2912
Last Modified22 February 2017
DownloadsMolfile
FormulaC22H19ClO3
Net Charge0
Average Mass366.844
Monoisotopic Mass366.10227
SMILESO=C1C(O)=C([C@H]2CC[C@H](c3ccc(Cl)cc3)CC2)C(=O)c2ccccc21
InChIInChI=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-
InChIKeyKUCQYCKVKVOKAY-CTYIDZIISA-N
Wikipedia
Roles Classification
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.
antiviral agent  A substance that destroys or inhibits replication of viruses.
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.
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).
Applications:
antiamoebic agent  An antiparasitic agent which is effective against amoeba, a genus of single-celled amoeboids in the family Amoebidae.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
antiparasitic agent  A substance used to treat or prevent parasitic infections.
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 antiamoebic agent (CHEBI:171664)
atovaquone (CHEBI:575568) has role antifungal agent (CHEBI:35718)
atovaquone (CHEBI:575568) has role antiinfective agent (CHEBI:35441)
atovaquone (CHEBI:575568) has role antimalarial (CHEBI:38068)
atovaquone (CHEBI:575568) has role antineoplastic agent (CHEBI:35610)
atovaquone (CHEBI:575568) has role antiparasitic agent (CHEBI:35442)
atovaquone (CHEBI:575568) has role antiviral agent (CHEBI:22587)
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
INNs  Source
atovacuonaWHO MedNet
atovaquoneKEGG DRUG
Synonyms  Source
2-(trans-4-(p-Chlorophenyl)cyclohexyl)-3-hydroxy-1,4-naphthoquinoneChemIDplus
566CChEMBL
AcuvelKEGG COMPOUND
MepronKEGG COMPOUND
NSC-759582ChEMBL
WellvoneKEGG COMPOUND
Brand Names  Source
Atovaquone component of malaroneChEMBL
Atovaquone component of malarone pediatricChEMBL
Manual XrefsDatabases
258DrugCentral
AtovaquoneWikipedia
D00236KEGG DRUG
DB01117DrugBank
EP123238Patent
US5053432Patent
Registry NumbersSources
Beilstein:8076827Beilstein
CAS:95233-18-4KEGG DRUG
CAS:95233-18-4KEGG COMPOUND
CAS:95233-18-4ChemIDplus
CAS:95233-18-4DrugBank
Citations