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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:63,104,771...63,273,934
Ensembl chr  X:63,104,771...63,273,925
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 chr10:103,072,530...103,081,382
Ensembl chr10:103,073,408...103,081,380
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 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002
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 chr20:6,457,207...6,575,404
Ensembl chr20:6,457,216...6,541,674
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 chr10:33,913,725...33,954,770
Ensembl chr10:33,913,608...33,954,770
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 6:92,624,059...92,669,262
Ensembl chr 6:92,624,390...92,669,261
JBrowse link
G Hmox1 heme oxygenase 1 decreases degradation ISO ciclopirox results in decreased degradation of HMOX1 protein CTD PMID:19384570 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
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 4:10,826,834...10,859,009
Ensembl chr 4:10,826,928...10,859,008
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 chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
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 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Mapt microtubule-associated protein tau decreases expression ISO ciclopirox results in decreased expression of MAPT protein CTD PMID:16930453 NCBI chr10:89,138,644...89,236,137
Ensembl chr10:89,138,627...89,236,129
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 chr18:31,271,681...31,393,320
Ensembl chr18:31,271,681...31,393,375
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 8:6,073,216...6,131,552
Ensembl chr 8:6,072,673...6,131,344
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 6:41,339,858...41,346,774
Ensembl chr 6:41,340,557...41,346,773
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19812
    role 19761
      biological role 19761
        antimicrobial agent 17400
          antibacterial agent 13566
            ciclopirox 14
              ciclopirox olamine 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19708
                    p-block element atom 19708
                      carbon group element atom 19630
                        carbon atom 19620
                          organic molecular entity 19620
                            organic group 18728
                              organic divalent group 18719
                                organodiyl group 18719
                                  carbonyl group 18667
                                    carbonyl compound 18667
                                      carboxylic acid 18364
                                        carboacyl group 17482
                                          univalent carboacyl group 17482
                                            carbamoyl group 17298
                                              carboxamide 17298
                                                hydroxamic acid 6282
                                                  cyclic hydroxamic acid 14
                                                    hydroxypyridone antifungal drug 14
                                                      ciclopirox 14
                                                        ciclopirox olamine 0
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