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The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at The data is made available under the Creative Commons License (CC BY 3.0, For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

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Accession:CHEBI:575568 term browser browse the term
Definition:A naphthoquinone compound having a 4-(4-chlorophenyl)cyclohexyl group at the 2-position and a hydroxy substituent at the 3-position.
Synonyms:exact_synonym: 2-[trans-4-(4-chlorophenyl)cyclohexyl]-3-hydroxy-1,4-naphthoquinone
 related_synonym: 2-(trans-4-(p-Chlorophenyl)cyclohexyl)-3-hydroxy-1,4-naphthoquinone;   Acuvel;   Formula=C22H19ClO3;   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;   Mepron;   SMILES=OC1=C([C@H]2CC[C@@H](CC2)c2ccc(Cl)cc2)C(=O)c2ccccc2C1=O;   Wellvone
 alt_id: CHEBI:2912
 xref: Beilstein:8076827;   CAS:95233-18-4;   DrugBank:DB01117;   Drug_Central:258;   KEGG:D00236
 xref_mesh: MESH:D053626
 xref: PMID:10658902;   PMID:11956677;   PMID:12791689;   PMID:14727190;   PMID:15044733;   PMID:15718226;   PMID:21735454;   PMID:23292347;   Patent:EP123238;   Patent:US5053432;   Wikipedia:Atovaquone

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atovaquone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 increases activity ISO Atovaquone results in increased activity of CYP1A2 protein CTD PMID:11124226 NCBI chr 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312
JBrowse link
G Dhodh dihydroorotate dehydrogenase (quinone) decreases activity
affects binding
Atovaquone results in decreased activity of DHODH protein
Atovaquone binds to Dhodh protein
PMID:10658902 PMID:15044733 RGD:2316233 NCBI chr19:37,551,858...37,573,327
Ensembl chr19:37,558,177...37,591,654
JBrowse link
G Gstp1 glutathione S-transferase pi 1 multiple interactions ISO Atovaquone inhibits the reaction [GSTP1 protein results in increased metabolism of 1-chloro-2,4-dinitrobenzene-glutathione conjugate] CTD PMID:23769903 NCBI chr 1:201,337,762...201,340,230
Ensembl chr 1:201,321,672...201,340,226
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19800
    role 19751
      biological role 19751
        antimicrobial agent 17472
          antifungal agent 15753
            atovaquone 3
Path 2
Term Annotations click to browse term
  CHEBI ontology 19800
    subatomic particle 19799
      composite particle 19799
        hadron 19799
          baryon 19799
            nucleon 19799
              atomic nucleus 19799
                atom 19799
                  main group element atom 19698
                    p-block element atom 19698
                      carbon group element atom 19619
                        carbon atom 19609
                          organic molecular entity 19609
                            organic group 18718
                              organic divalent group 18702
                                organodiyl group 18702
                                  carbonyl group 18651
                                    carbonyl compound 18651
                                      ketone 16957
                                        cyclic ketone 15522
                                          quinone 8385
                                            naphthoquinone 1438
                                              1,4-naphthoquinones 1425
                                                hydroxy-1,4-naphthoquinone 127
                                                  atovaquone 3
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