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: voriconazole
Accession: CHEBI:10023
browse the term
Definition: A triazole-based antifungal agent used for the treatment of esophageal candidiasis, invasive pulmonary aspergillosis, and serious fungal infections caused by Scedosporium apiospermum and Fusarium spp. It is an inhibitor of cytochrome P450 2C9 (CYP2C9) and CYP3A4.
Synonyms: exact_synonym: (2R,3S)-2-(2,4-difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol
related_synonym: (R-(R*,S*))-alpha-(2,4-difluorophenyl)-5-fluoro-beta-methyl-alpha-(1H-1,2,4-triazol-1-ylmethyl)-4-pyrimidineethanol; (alphaR,betaS)-alpha-(2,4-difluorophenyl)-5-fluoro-beta-methyl-alpha(1H-1,2,4-triazol-1-ylmethyl)-4-pyrimidineethanol; Formula=C16H14F3N5O; InChI=1S/C16H14F3N5O/c1-10(15-14(19)5-20-7-22-15)16(25,6-24-9-21-8-23-24)12-3-2-11(17)4-13(12)18/h2-5,7-10,25H,6H2,1H3/t10-,16+/m0/s1; InChIKey=BCEHBSKCWLPMDN-MGPLVRAMSA-N; SMILES=C[C@@H](c1ncncc1F)[C@](O)(Cn1cncn1)c1ccc(F)cc1F; VCZ; Vfend; voriconazol; voriconazolum
alt_id: CHEBI:127308
xref: Beilstein:7694998; CAS:137234-62-9; DrugBank:DB00582; Drug_Central:2846; KEGG:C07622; KEGG:D00578; LINCS:LSM-5244
xref_mesh: MESH:D065819
xref: PMID:12940129; PMID:22718362; PMID:23392902; PMID:23527908; PMID:23766489; PMID:24102553; Patent:EP440372; Patent:US5278175; Wikipedia:Voriconazole
Symbol
Object Name
Qualifiers
Evidence
Notes
Source
PubMed Reference(s)
RGD Reference(s)
Position
G
Apob
apolipoprotein B
increases expression
EXP
Voriconazole results in increased expression of APOB protein
CTD
PMID:37659626
NCBI chr 6:30,844,386...30,883,983
Ensembl chr 6:30,844,368...30,892,497
G
Car1
carbonic anhydrase 1
decreases activity
ISO
Voriconazole results in decreased activity of CA1 protein
CTD
PMID:31478295
NCBI chr 2:86,829,436...86,872,209
Ensembl chr 2:86,861,897...86,872,208
G
Car2
carbonic anhydrase 2
decreases activity
ISO
Voriconazole results in decreased activity of CA2 protein
CTD
PMID:31478295
NCBI chr 2:86,741,625...86,756,766
Ensembl chr 2:86,741,626...86,756,818
G
Cpt1a
carnitine palmitoyltransferase 1A
decreases expression
EXP
Voriconazole results in decreased expression of CPT1A protein
CTD
PMID:37659626
NCBI chr 1:200,564,634...200,627,059
Ensembl chr 1:200,565,613...200,627,055
G
Cyp1b1
cytochrome P450, family 1, subfamily b, polypeptide 1
decreases activity
ISO
Voriconazole results in decreased activity of CYP1B1 protein
CTD
PMID:33814510
NCBI chr 6:15,342,312...15,350,886
Ensembl chr 6:15,342,344...15,350,917
G
Cyp2c6
cytochrome P450, family 2, subfamily C, polypeptide 6
affects metabolic processing decreases activity
ISO
CYP2C19 protein affects the metabolism of Voriconazole Voriconazole results in decreased activity of CYP2C19 protein
CTD
PMID:15328084 PMID:15914520
NCBI chr 1:237,938,521...237,976,238
Ensembl chr 1:237,693,094...238,057,596
G
Cyp3a2
cytochrome P450, family 3, subfamily a, polypeptide 2
affects metabolic processing decreases activity
ISO
CYP3A4 protein affects the metabolism of Voriconazole Voriconazole results in decreased activity of CYP3A4 protein
CTD
PMID:15328084 PMID:15914520
NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008
G
Cyp51
cytochrome P450, family 51
multiple interactions decreases response to substance
ISO
CYP51A1 gene inhibits the reaction [Voriconazole results in decreased chemical synthesis of Ergosterol]; CYP51A1 gene inhibits the reaction [Voriconazole 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 [Voriconazole results in decreased metabolism of and results in increased abundance of Lanosterol] CYP51A1 gene results in decreased susceptibility to Voriconazole
CTD
PMID:18694951
NCBI chr 4:30,036,956...30,055,410
Ensembl chr 4:30,036,865...30,055,410 Ensembl chr 6:30,036,865...30,055,410
G
Fasn
fatty acid synthase
decreases expression
EXP
Voriconazole results in decreased expression of FASN protein
CTD
PMID:37659626
NCBI chr10:106,072,093...106,090,259
Ensembl chr10:106,072,091...106,090,261
G
Gpt
glutamic--pyruvic transaminase
increases activity
EXP
Voriconazole results in increased activity of GPT protein
CTD
PMID:37659626
NCBI chr 7:108,416,646...108,419,495
Ensembl chr 7:108,416,642...108,419,494
G
Mttp
microsomal triglyceride transfer protein
increases expression
EXP
Voriconazole results in increased expression of MTTP protein
CTD
PMID:37659626
NCBI chr 2:226,613,090...226,654,239
Ensembl chr 2:226,613,090...226,654,239
G
Nr1i2
nuclear receptor subfamily 1, group I, member 2
multiple interactions decreases expression
ISO EXP
[NR1I2 protein co-treated with NR1I3 protein] affects the metabolism of Voriconazole Voriconazole results in decreased expression of NR1I2 protein
CTD
PMID:23274663 PMID:37659626
NCBI chr11:62,460,213...62,496,665
Ensembl chr11:62,460,213...62,496,658
G
Nr1i3
nuclear receptor subfamily 1, group I, member 3
multiple interactions
ISO
[NR1I2 protein co-treated with NR1I3 protein] affects the metabolism of Voriconazole
CTD
PMID:23274663
NCBI chr13:83,632,940...83,638,193
Ensembl chr13:83,632,899...83,637,906
G
Ppara
peroxisome proliferator activated receptor alpha
increases expression
EXP
Voriconazole results in increased expression of PPARA protein
CTD
PMID:37659626
NCBI chr 7:116,832,405...116,900,878
Ensembl chr 7:116,832,756...116,895,346
G
Scd
stearoyl-CoA desaturase
decreases expression
EXP
Voriconazole results in decreased expression of SCD protein
CTD
PMID:37659626
NCBI chr 1:243,269,745...243,282,878
Ensembl chr 1:243,269,747...243,282,562
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