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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:ciclopirox
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Accession:CHEBI:453011 term browser browse the term
Definition:A cyclic hydroxamic acid that is 1-hydroxypyridin-2(1H)-one in which the hydrogens at positions 4 and 6 are substituted by methyl and cyclohexyl groups, repectively. A broad spectrum antigfungal agent, it also exhibits antibacterial activity against many Gram-positive and Gram-negative bacteria, and has anti-inflammatory properties. It is used a a topical treatment of fungal skin and nail infections.
Synonyms:exact_synonym: 6-cyclohexyl-1-hydroxy-4-methylpyridin-2(1H)-one
 related_synonym: 6-cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridinone;   Formula=C12H17NO2;   InChI=1S/C12H17NO2/c1-9-7-11(13(15)12(14)8-9)10-5-3-2-4-6-10/h7-8,10,15H,2-6H2,1H3;   InChIKey=SCKYRAXSEDYPSA-UHFFFAOYSA-N;   SMILES=Cc1cc(C2CCCCC2)n(O)c(=O)c1;   ciclopiroxum
 xref: Beilstein:1533423;   CAS:29342-05-0;   DrugBank:DB01188;   Drug_Central:636;   KEGG:D03488;   LINCS:LSM-5307
 xref_mesh: MESH:C011585
 xref: PMID:16854048;   PMID:17253868;   Patent:US3883545;   Wikipedia:Ciclopirox


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ciclopirox term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ar androgen receptor multiple interactions ISO ciclopirox binds to and results in decreased activity of AR protein CTD PMID:25752796 NCBI chr  X:67,656,253...67,828,998
Ensembl chr  X:67,656,253...67,829,026
JBrowse link
G Birc5 baculoviral IAP repeat-containing 5 decreases expression ISO ciclopirox results in decreased expression of BIRC5 mRNA; ciclopirox results in decreased expression of BIRC5 protein CTD PMID:19589922 NCBI chr10:106,856,097...106,864,419
Ensembl chr10:106,856,097...106,864,413
JBrowse link
G Esr1 estrogen receptor 1 multiple interactions ISO ciclopirox binds to and results in decreased activity of ESR1 protein CTD PMID:25752796 NCBI chr 1:41,192,029...41,594,799
Ensembl chr 1:41,192,824...41,594,796
JBrowse link
G Fkbp5 FKBP prolyl isomerase 5 multiple interactions ISO ciclopirox inhibits the reaction [Dexamethasone results in increased expression of FKBP5 mRNA] CTD PMID:19255438 NCBI chr20:7,976,704...8,097,290
Ensembl chr20:7,976,713...8,019,020
JBrowse link
G Flt4 Fms related receptor tyrosine kinase 4 multiple interactions
increases degradation
decreases expression
ISO FLT4 protein inhibits the reaction [ciclopirox results in decreased phosphorylation of MAPK1 protein]; FLT4 protein inhibits the reaction [ciclopirox results in decreased phosphorylation of MAPK3 protein]
ciclopirox results in increased degradation of FLT4 protein
[ciclopirox results in decreased expression of FLT4 protein] which results in decreased phosphorylation of MAPK1 protein; [ciclopirox results in decreased expression of FLT4 protein] which results in decreased phosphorylation of MAPK3 protein
CTD PMID:21217783 NCBI chr10:35,078,782...35,120,296
Ensembl chr10:35,078,726...35,121,599
JBrowse link
G Hif1a hypoxia inducible factor 1 subunit alpha multiple interactions
increases stability
EXP
ISO
ciclopirox results in increased expression of and results in increased localization of HIF1A protein
ciclopirox results in increased stability of HIF1A protein
CTD PMID:14600837, PMID:15741220 NCBI chr 6:96,810,868...96,856,303
Ensembl chr 6:96,810,907...96,856,052
JBrowse link
G Hmox1 heme oxygenase 1 decreases degradation ISO ciclopirox results in decreased degradation of HMOX1 protein CTD PMID:19384570 NCBI chr19:14,508,634...14,515,455
Ensembl chr19:14,508,616...14,515,456
JBrowse link
G Kcnh2 potassium voltage-gated channel subfamily H member 2 multiple interactions ISO ciclopirox inhibits the reaction [Terfenadine inhibits the reaction [KCNH2 protein results in increased transport of Thallium]]; ciclopirox promotes the reaction [KCNH2 protein results in increased transport of Thallium] CTD PMID:21158687 NCBI chr 4:7,355,066...7,387,282
Ensembl chr 4:7,355,574...7,387,253
JBrowse link
G Mapk1 mitogen activated protein kinase 1 decreases phosphorylation
multiple interactions
ISO ciclopirox results in decreased phosphorylation of MAPK1 protein
FLT4 protein inhibits the reaction [ciclopirox results in decreased phosphorylation of MAPK1 protein]
[ciclopirox results in decreased expression of FLT4 protein] which results in decreased phosphorylation of MAPK1 protein; ciclopirox promotes the reaction [U 0126 results in decreased phosphorylation of MAPK1 protein]
CTD PMID:21217783 NCBI chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions
decreases phosphorylation
ISO FLT4 protein inhibits the reaction [ciclopirox results in decreased phosphorylation of MAPK3 protein]
[Ciclopirox results in decreased expression of FLT4 protein] which results in decreased phosphorylation of MAPK3 protein; Ciclopirox promotes the reaction [U 0126 results in decreased phosphorylation of MAPK3 protein]
CTD PMID:21217783 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Mapt microtubule-associated protein tau decreases expression ISO ciclopirox results in decreased expression of MAPT protein CTD PMID:16930453 NCBI chr10:92,289,002...92,386,517
Ensembl chr10:92,288,910...92,386,517
JBrowse link
G Nr3c1 nuclear receptor subfamily 3, group C, member 1 decreases activity
decreases expression
ISO ciclopirox results in decreased activity of NR3C1 protein
ciclopirox results in decreased expression of NR3C1 protein
CTD PMID:19255438 NCBI chr18:31,728,373...32,704,022
Ensembl chr18:31,728,373...31,749,647
JBrowse link
G Pgr progesterone receptor multiple interactions ISO ciclopirox binds to and results in decreased activity of PGR protein CTD PMID:25752796 NCBI chr 8:7,128,656...7,187,796
Ensembl chr 8:7,128,656...7,187,796
JBrowse link
G Rrm2 ribonucleotide reductase regulatory subunit M2 decreases activity ISO ciclopirox results in decreased activity of RRM2 protein CTD PMID:19589922 NCBI chr 6:43,884,627...43,890,818
Ensembl chr 6:43,884,678...43,889,515
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19787
    role 19734
      biological role 19734
        antimicrobial agent 17312
          antibacterial agent 13021
            ciclopirox 14
              ciclopirox olamine 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19787
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19672
                    p-block element atom 19672
                      carbon group element atom 19574
                        carbon atom 19563
                          organic molecular entity 19563
                            organic group 18495
                              organic divalent group 18488
                                organodiyl group 18488
                                  carbonyl group 18391
                                    carbonyl compound 18391
                                      carboxylic acid 18061
                                        carboacyl group 17348
                                          univalent carboacyl group 17348
                                            carbamoyl group 17134
                                              carboxamide 17134
                                                hydroxamic acid 6264
                                                  cyclic hydroxamic acid 14
                                                    hydroxypyridone antifungal drug 14
                                                      ciclopirox 14
                                                        ciclopirox olamine 0
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