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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 chr12:32,499,213...32,531,932
Ensembl chr12:32,499,225...32,531,931 		JBrowse link
G Adh1c alcohol dehydrogenase 1C (class I), gamma polypeptide decreases expression EXP Fluconazole results in decreased expression of ADH1 mRNA CTD PMID:16643972 NCBI chr 2:226,797,303...226,808,892
Ensembl chr 2:226,797,303...226,808,892 		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 5:151,590,968...151,601,394
Ensembl chr 5:151,584,479...151,601,394 		JBrowse link
G Apoa4 apolipoprotein A4 decreases expression EXP Fluconazole results in decreased expression of APOA4 mRNA CTD PMID:16643972 NCBI chr 8:46,539,083...46,541,464
Ensembl chr 8:46,539,082...46,541,469 		JBrowse link
G Ces2h carboxylesterase 2H increases expression EXP Fluconazole results in increased expression of CES2 mRNA CTD PMID:16643972 NCBI chr19:32,974,242...32,988,842
Ensembl chr19:32,974,242...32,988,830 		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 1:245,535,462...245,543,148
Ensembl chr 1:245,535,462...245,541,573 		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 8:54,552,978...54,580,375
Ensembl chr 8:54,553,165...54,580,758 		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 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312 		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 1:235,471,368...235,475,204
Ensembl chr 1:235,471,298...235,475,204 		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 4:117,041,808...117,058,628
Ensembl chr 4:117,041,808...117,058,628 		JBrowse link
G Cyp2b3 cytochrome P450, family 2, subfamily b, polypeptide 3 multiple interactions
increases expression		 ISO NR1I3 promotes the reaction [Fluconazole results in increased expression of CYP2B10 mRNA] CTD PMID:16730040 PMID:25656644 NCBI chr 1:81,652,762...81,732,153
Ensembl chr 1:81,652,787...81,732,143 		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 1:236,762,719...236,799,069
Ensembl chr 1:236,762,842...236,799,066 		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 1:236,873,967...236,936,238
Ensembl chr 1:236,873,967...236,936,238 		JBrowse link
G Cyp2c6 cytochrome P450, family 2, subfamily C, polypeptide 6 decreases activity
increases metabolic processing
multiple interactions
increases expression		 ISO Fluconazole results in decreased activity of CYP2C19 protein
CYP2C19 protein results in increased metabolism of Fluconazole
[Fluconazole results in decreased activity of CYP2C19 protein] which results in decreased metabolism of Omeprazole
Fluconazole results in increased expression of CYP2C29 mRNA		 CTD PMID:12464242 PMID:15843491 PMID:16730040 PMID:17702393 PMID:19328226 More... NCBI chr 1:237,938,521...237,976,238
Ensembl chr 1:237,693,094...238,057,596 		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 1:82,145,635...82,156,862
Ensembl chr 1:82,145,073...82,156,828 		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 5:111,179,981...111,207,490
Ensembl chr 5:111,178,703...111,244,794 		JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 decreases activity ISO Fluconazole results in decreased activity of CYP3A4 protein CTD PMID:15784650 PMID:15843491 NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008 		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 chr12:9,256,159...9,285,020
Ensembl chr12:9,254,475...9,285,030
Ensembl chr12:9,254,475...9,285,030 		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 chr12:16,806,222...16,846,428
Ensembl chr12:16,806,207...16,846,422 		JBrowse link
G Cyp51 cytochrome P450, family 51 decreases activity
multiple interactions
decreases response to substance		 ISO Fluconazole results in decreased activity of CYP51A1 protein
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]
CYP51A1 gene results in decreased susceptibility to Fluconazole		 CTD PMID:16989930 PMID:18694951 NCBI chr 4:30,036,956...30,055,410
Ensembl chr 4:30,036,865...30,055,410 		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 2:195,649,845...195,655,402
Ensembl chr 2:195,649,845...195,655,411 		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 chr16:18,734,121...18,735,799
Ensembl chr16:18,734,122...18,735,799 		JBrowse link
G Lcn2 lipocalin 2 increases expression EXP Fluconazole results in increased expression of LCN2 mRNA CTD PMID:20623750 NCBI chr 3:15,680,688...15,684,033
Ensembl chr 3:15,680,687...15,684,095 		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 1:204,461,029...204,526,247
Ensembl chr 1:204,461,030...204,525,652 		JBrowse link
G Mpo myeloperoxidase increases expression EXP Fluconazole results in increased expression of MPO mRNA CTD PMID:20623750 NCBI chr10:72,594,883...72,608,862
Ensembl chr10:72,594,661...72,604,819 		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 chr11:62,460,213...62,496,665
Ensembl chr11:62,460,213...62,496,658 		JBrowse link
G Nr1i3 nuclear receptor subfamily 1, group I, member 3 affects response to substance
multiple interactions
increases response to substance		 ISO NR1I3 protein affects the 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]
NR1I3 results in increased susceptibility to Fluconazole		 CTD PMID:23721867 PMID:25656644 NCBI chr13:83,632,940...83,638,193
Ensembl chr13:83,632,899...83,637,906 		JBrowse link
G Por cytochrome p450 oxidoreductase decreases expression
increases expression
multiple interactions		 EXP
ISO		 Fluconazole results in decreased expression of POR mRNA
Fluconazole results in increased expression of POR mRNA
NR1I3 promotes the reaction [Fluconazole results in increased expression of POR mRNA]		 CTD PMID:16643972 PMID:16730040 PMID:25656644 NCBI chr12:20,951,058...20,999,198
Ensembl chr12:20,951,058...20,999,245 		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 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468 		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 chr10:63,291,813...63,319,127
Ensembl chr10:63,291,815...63,319,127 		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 4:154,539,246...154,577,784
Ensembl chr 4:154,540,468...154,576,152 		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 4:174,710,004...174,764,810
Ensembl chr 4:174,710,004...175,254,573 		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 1:33,686,069...33,720,468
Ensembl chr 1:33,686,391...33,720,461 		JBrowse link
G Star steroidogenic acute regulatory protein increases expression ISO Fluconazole results in increased expression of STAR mRNA CTD PMID:23038793 NCBI chr16:66,267,094...66,274,368
Ensembl chr16:66,264,807...66,271,672 		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 9:88,696,981...88,808,465
Ensembl chr 9:88,713,184...88,808,465 		JBrowse link
G Ugt2b1 UDP glucuronosyltransferase 2 family, polypeptide B1 increases expression EXP Fluconazole results in increased expression of UGT2B1 mRNA CTD PMID:16643972 NCBI chr14:21,024,035...21,035,784
Ensembl chr14:21,024,006...21,035,986 		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 chr14:20,896,682...20,919,604
Ensembl chr14:20,896,682...20,919,604 		JBrowse link
Term paths to the root
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Term Annotations click to browse term
  CHEBI ontology 19890
    role 19839
      biological role 19858
        xenobiotic 18739
          fluconazole 37
            Fosfluconazole 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19890
    subatomic particle 19867
      composite particle 19888
        hadron 19888
          baryon 19888
            nucleon 19867
              atomic nucleus 19888
                atom 19888
                  main group element atom 19806
                    p-block element atom 19806
                      carbon group element atom 19746
                        carbon atom 19743
                          organic molecular entity 19743
                            organic molecule 19714
                              organic cyclic compound 19485
                                organic heterocyclic compound 18881
                                  heteroarene 17148
                                    monocyclic heteroarene 14977
                                      azole 14500
                                        triazoles 8421
                                          triazole 43
                                            1,2,4-triazole 43
                                              1H-1,2,4-triazole 43
                                                fluconazole 37
                                                  Fosfluconazole 0
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