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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/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.

Term:fluconazole
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Accession:CHEBI:46081 term browser browse the term
Definition:A member of the class of triazoles that is propan-2-ol substituted at position 1 and 3 by 1H-1,2,4-triazol-1-yl groups and at position 2 by a 2,4-difluorophenyl group. It is an antifungal drug used for the treatment of mucosal candidiasis and for systemic infections including systemic candidiasis, coccidioidomycosis, and cryptococcosis.
Synonyms:exact_synonym: 2-(2,4-difluorophenyl)-1,3-bis-(1H-1,2,4-triazol-1-yl)propan-2-ol
 related_synonym: 2,4-difluoro-alpha,alpha-bis(1H-1,2,4-triazol-1-ylmethyl)benzyl alcohol;   2-(2,4-DIFLUOROPHENYL)-1,3-DI(1H-1,2,4-TRIAZOL-1-YL)PROPAN-2-OL;   Biozole;   Diflucan;   Elazor;   Formula=C13H12F2N6O;   InChI=1S/C13H12F2N6O/c14-10-1-2-11(12(15)3-10)13(22,4-20-8-16-6-18-20)5-21-9-17-7-19-21/h1-3,6-9,22H,4-5H2;   InChIKey=RFHAOTPXVQNOHP-UHFFFAOYSA-N;   SMILES=OC(Cn1cncn1)(Cn1cncn1)c1ccc(F)cc1F;   Triflucan;   fluconazol;   fluconazolum
 alt_id: CHEBI:46079;   CHEBI:5099
 xref: Beilstein:4269710;   CAS:86386-73-4;   DrugBank:DB00196;   Drug_Central:1187;   HMDB:HMDB0014342;   KEGG:D00322;   LINCS:LSM-2106
 xref_mesh: MESH:D015725
 xref: PDBeChem:TPF;   PMID:11366931;   PMID:16822276;   PMID:23171950;   PMID:23793863;   Patent:GB2099818;   Patent:US4404216;   Reaxys:7311650;   Wikipedia:Fluconazole


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fluconazole term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb9 ATP binding cassette subfamily B member 9 decreases expression EXP Fluconazole results in decreased expression of ABCB9 mRNA CTD PMID:16643972 NCBI chr12:37,923,974...37,956,678
Ensembl chr12:37,923,528...37,958,363
JBrowse link
G Adh1 alcohol dehydrogenase 1 (class I) decreases expression EXP Fluconazole results in decreased expression of ADH1 mRNA CTD PMID:16643972 NCBI chr 2:243,550,655...243,562,243
Ensembl chr 2:243,550,627...243,687,857
JBrowse link
G Akr7a3 aldo-keto reductase family 7 member A3 increases expression EXP Fluconazole results in increased expression of AKR7A3 mRNA CTD PMID:16643972 NCBI chr 5:157,801,120...157,813,756
Ensembl chr 5:157,801,163...157,813,756
JBrowse link
G Apoa4 apolipoprotein A4 decreases expression EXP Fluconazole results in decreased expression of APOA4 mRNA CTD PMID:16643972 NCBI chr 8:50,536,983...50,539,371
Ensembl chr 8:50,537,009...50,539,376
JBrowse link
G Ces2h carboxylesterase 2H increases expression EXP Fluconazole results in increased expression of CES2 mRNA CTD PMID:16643972 NCBI chr19:37,052,555...37,067,176
Ensembl chr19:37,052,556...37,067,156
JBrowse link
G Cyp17a1 cytochrome P450, family 17, subfamily a, polypeptide 1 affects activity ISO Fluconazole affects the activity of CYP17A1 protein CTD PMID:31330226 NCBI chr 1:266,422,127...266,429,947
Ensembl chr 1:266,422,132...266,428,239
JBrowse link
G Cyp19a1 cytochrome P450, family 19, subfamily a, polypeptide 1 multiple interactions
decreases activity
ISO [Fluconazole results in decreased activity of CYP19A1 protein] which results in decreased chemical synthesis of Estrone; [Fluconazole results in decreased activity of CYP19A1 protein] which results in decreased metabolism of Androstenedione CTD PMID:31330226 NCBI chr 8:58,744,849...58,772,408
Ensembl chr 8:58,744,849...58,772,408
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 increases expression ISO Fluconazole results in increased expression of CYP1A2 mRNA CTD PMID:16730040 NCBI chr 8:62,451,360...62,458,244
Ensembl chr 8:62,451,329...62,458,301
JBrowse link
G Cyp26a1 cytochrome P450, family 26, subfamily a, polypeptide 1 increases expression ISO Fluconazole results in increased expression of CYP26A1 mRNA CTD PMID:19429397 NCBI chr 1:256,382,861...256,386,729
Ensembl chr 1:256,382,791...256,386,729
JBrowse link
G Cyp26b1 cytochrome P450, family 26, subfamily b, polypeptide 1 increases expression ISO Fluconazole results in increased expression of CYP26B1 mRNA CTD PMID:19429397 NCBI chr 4:116,261,796...116,278,615
Ensembl chr 4:116,261,796...116,278,615
JBrowse link
G Cyp2b1 cytochrome P450, family 2, subfamily b, polypeptide 1 multiple interactions
increases expression
ISO NR1I3 promotes the reaction [Fluconazole results in increased expression of CYP2B10 mRNA] CTD PMID:16730040, PMID:25656644 NCBI chr 7:99,142,431...99,183,540
Ensembl chr 7:99,142,450...99,181,783
JBrowse link
G Cyp2c11 cytochrome P450, subfamily 2, polypeptide 11 decreases expression EXP Fluconazole results in decreased expression of CYP2C mRNA CTD PMID:16643972 NCBI chr 1:257,676,172...258,004,428
Ensembl chr 1:257,970,345...258,004,434
JBrowse link
G Cyp2c24 cytochrome P450, family 2, subfamily c, polypeptide 24 increases expression ISO Fluconazole results in increased expression of CYP2C55 mRNA CTD PMID:16730040 NCBI chr 1:258,074,797...258,139,176
Ensembl chr 1:258,074,860...258,139,176
JBrowse link
G Cyp2c6v1 cytochrome P450, family 2, subfamily C, polypeptide 6, variant 1 decreases activity
multiple interactions
increases metabolic processing
ISO Fluconazole results in decreased activity of CYP2C19 protein
[Fluconazole results in decreased activity of CYP2C19 protein] which results in decreased metabolism of Omeprazole
CYP2C19 protein results in increased metabolism of Fluconazole
CTD PMID:12464242, PMID:15843491, PMID:17702393, PMID:19328226, PMID:26599973 NCBI chr 1:147,713,879...147,814,410
Ensembl chr 1:147,713,892...147,888,007
JBrowse link
G Cyp2c79 cytochrome P450, family 2, subfamily c, polypeptide 79 increases expression ISO Fluconazole results in increased expression of CYP2C29 mRNA CTD PMID:16730040 NCBI chr 1:147,236,480...147,307,988 JBrowse link
G Cyp2g1 cytochrome P450, family 2, subfamily g, polypeptide 1 decreases expression EXP Fluconazole results in decreased expression of CYP2G1 mRNA CTD PMID:16643972 NCBI chr 1:83,626,639...83,638,154
Ensembl chr 1:83,626,639...83,637,780
JBrowse link
G Cyp2j4 cytochrome P450, family 2, subfamily j, polypeptide 4 decreases expression ISO Fluconazole results in decreased expression of CYP2J9 mRNA CTD PMID:16730040 NCBI chr 5:119,546,458...119,564,843
Ensembl chr 5:119,546,461...119,564,846
JBrowse link
G Cyp3a23-3a1 cytochrome P450, family 3, subfamily a, polypeptide 23-polypeptide 1 increases expression
affects expression
EXP Fluconazole results in increased expression of CYP3A23-3A1 mRNA
Fluconazole affects the expression of CYP3A23-3A1 mRNA
CTD PMID:16643972, PMID:20623750 NCBI chr12:11,053,888...11,082,742
Ensembl chr12:11,655,402...11,733,136
JBrowse link
G Cyp3a9 cytochrome P450, family 3, subfamily a, polypeptide 9 increases expression EXP Fluconazole results in increased expression of CYP3A13 mRNA CTD PMID:16643972 NCBI chr12:19,074,288...19,114,491
Ensembl chr12:19,074,583...19,114,399
JBrowse link
G Cyp51 cytochrome P450, family 51 decreases activity
decreases response to substance
multiple interactions
ISO Fluconazole results in decreased activity of CYP51A1 protein
CYP51A1 gene results in decreased susceptibility to Fluconazole
CYP51A1 gene inhibits the reaction [Fluconazole results in decreased chemical synthesis of Ergosterol]; CYP51A1 gene inhibits the reaction [Fluconazole results in decreased metabolism of and results in increased abundance of 14-methylergosta-8,24(28)-dien-3,6-diol]; CYP51A1 gene inhibits the reaction [Fluconazole results in decreased metabolism of and results in increased abundance of Lanosterol]
CTD PMID:16989930, PMID:18694951 NCBI chr 4:27,175,564...27,194,018
Ensembl chr 4:27,175,243...27,194,018
JBrowse link
G Gstm1 glutathione S-transferase mu 1 increases expression ISO Fluconazole results in increased expression of GSTM1 mRNA CTD PMID:16730040 NCBI chr 2:210,803,869...210,809,461
Ensembl chr 2:210,803,869...210,809,306
JBrowse link
G Jund JunD proto-oncogene, AP-1 transcription factor subunit decreases expression EXP Fluconazole results in decreased expression of JUND mRNA CTD PMID:16643972 NCBI chr16:20,485,028...20,486,707
Ensembl chr16:20,485,029...20,486,707
JBrowse link
G Lcn2 lipocalin 2 increases expression EXP Fluconazole results in increased expression of LCN2 mRNA CTD PMID:20623750 NCBI chr 3:11,414,189...11,417,534
Ensembl chr 3:11,414,186...11,417,546
JBrowse link
G Mark2 microtubule affinity regulating kinase 2 increases expression ISO Fluconazole results in increased expression of MARK2 mRNA CTD PMID:16730040 NCBI chr 1:222,525,547...222,590,727
Ensembl chr 1:222,525,990...222,590,220
JBrowse link
G Mpo myeloperoxidase increases expression EXP Fluconazole results in increased expression of MPO mRNA CTD PMID:20623750 NCBI chr10:75,087,892...75,098,260
Ensembl chr10:75,087,892...75,098,260
JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 multiple interactions ISO Fluconazole inhibits the reaction [Rifampin results in increased activity of NR1I2 protein] CTD PMID:17438109 NCBI chr11:65,022,100...65,058,546
Ensembl chr11:65,022,100...65,058,545
JBrowse link
G Nr1i3 nuclear receptor subfamily 1, group I, member 3 affects response to substance
increases response to substance
multiple interactions
ISO NR1I3 protein affects the susceptibility to Fluconazole
NR1I3 results in increased susceptibility to Fluconazole
NR1I3 promotes the reaction [Fluconazole results in increased expression of CYP2B10 mRNA]; NR1I3 promotes the reaction [Fluconazole results in increased expression of CYP3A11 mRNA]; NR1I3 promotes the reaction [Fluconazole results in increased expression of POR mRNA]
CTD PMID:23721867, PMID:25656644 NCBI chr13:89,585,072...89,591,278
Ensembl chr13:89,586,283...89,591,277
JBrowse link
G Por cytochrome p450 oxidoreductase decreases expression
multiple interactions
increases expression
EXP
ISO
Fluconazole results in decreased expression of POR mRNA
NR1I3 promotes the reaction [Fluconazole results in increased expression of POR mRNA]
CTD PMID:16643972, PMID:16730040, PMID:25656644 NCBI chr12:23,998,411...24,017,063
Ensembl chr12:23,998,411...24,046,814
JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma increases expression EXP Fluconazole results in increased expression of PPARG mRNA CTD PMID:20623750 NCBI chr 4:147,274,055...147,399,383
Ensembl chr 4:147,274,107...147,399,380
JBrowse link
G Slc13a2 solute carrier family 13 member 2 decreases expression ISO Fluconazole results in decreased expression of SLC13A2 mRNA CTD PMID:16730040 NCBI chr10:65,664,665...65,692,046
Ensembl chr10:65,664,667...65,692,023
JBrowse link
G Slc6a13 solute carrier family 6 member 13 decreases expression EXP Fluconazole results in decreased expression of SLC6A13 mRNA CTD PMID:16643972 NCBI chr 4:153,874,942...153,912,185
Ensembl chr 4:153,874,852...153,912,155
JBrowse link
G Slco1a4 solute carrier organic anion transporter family, member 1a4 increases expression ISO Fluconazole results in increased expression of SLCO1A4 mRNA CTD PMID:16730040 NCBI chr 4:175,969,549...176,026,227
Ensembl chr 4:175,969,549...176,026,163
JBrowse link
G Srd5a1 steroid 5 alpha-reductase 1 decreases expression EXP Fluconazole results in decreased expression of SRD5A1 mRNA CTD PMID:16643972 NCBI chr 1:36,320,504...36,354,694
Ensembl chr 1:36,320,461...36,354,756
JBrowse link
G Star steroidogenic acute regulatory protein increases expression ISO Fluconazole results in increased expression of STAR mRNA CTD PMID:23038793 NCBI chr16:71,036,204...71,040,847
Ensembl chr16:71,036,204...71,040,847
JBrowse link
G Ugt1a9 UDP glucuronosyltransferase family 1 member A9 affects expression EXP Fluconazole affects the expression of UGT1A9 mRNA CTD PMID:20623750 NCBI chr 9:95,161,157...95,302,822
Ensembl chr 9:95,161,157...95,302,822
JBrowse link
G Ugt2b17 UDP glucuronosyltransferase family 2 member B17 increases expression EXP Fluconazole results in increased expression of UGT2B1 mRNA CTD PMID:16643972 NCBI chr14:22,724,399...22,736,148
Ensembl chr14:22,724,070...22,825,444
JBrowse link
G Ugt2b7 UDP glucuronosyltransferase family 2 member B7 multiple interactions ISO Fluconazole inhibits the reaction [[Uridine Diphosphate Glucuronic Acid co-treated with UGT2B7 protein] results in increased glucuronidation of Labetalol] CTD PMID:18098064 NCBI chr14:22,597,103...22,619,968 JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19816
    role 19764
      biological role 19764
        xenobiotic 18413
          fluconazole 37
            Fosfluconazole 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19816
    subatomic particle 19814
      composite particle 19814
        hadron 19814
          baryon 19814
            nucleon 19814
              atomic nucleus 19814
                atom 19814
                  main group element atom 19702
                    p-block element atom 19702
                      carbon group element atom 19608
                        carbon atom 19597
                          organic molecular entity 19597
                            organic molecule 19522
                              organic cyclic compound 19320
                                organic heterocyclic compound 18432
                                  heteroarene 16467
                                    monocyclic heteroarene 13313
                                      azole 12480
                                        triazoles 3641
                                          triazole 43
                                            1,2,4-triazole 43
                                              1H-1,2,4-triazole 43
                                                fluconazole 37
                                                  Fosfluconazole 0
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.