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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:terbinafine
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Accession:CHEBI:9448 term browser browse the term
Definition:A tertiary amine that is N-methyl-1-naphthalenemethylamine in which the amino hydrogen is replaced by a 3-(tertbutylethynyl)allyl group. An antifungal agent administered orally (generally as the hydrochloride salt) for the treatment of skin and nail infections.
Synonyms:exact_synonym: (2E)-N,6,6-trimethyl-N-(1-naphthylmethyl)hept-2-en-4-yn-1-amine
 related_synonym: (E)-N-(6,6-Dimethyl-2-hepten-4-ynyl)-N-methyl-1-naphthalene methanamine;   (E)-N-(6,6-Dimethyl-2-hepten-4-ynyl)-N-methyl-1-naphthalenemethylamine;   Formula=C21H25N;   InChI=1S/C21H25N/c1-21(2,3)15-8-5-9-16-22(4)17-19-13-10-12-18-11-6-7-14-20(18)19/h5-7,9-14H,16-17H2,1-4H3/b9-5+;   InChIKey=DOMXUEMWDBAQBQ-WEVVVXLNSA-N;   SMILES=CN(C\\C=C\\C#CC(C)(C)C)Cc1cccc2ccccc12;   terbinafina;   terbinafinum
 xref: CAS:91161-71-6;   DrugBank:DB00857;   Drug_Central:2597;   HMDB:HMDB0014995;   KEGG:C08079;   KEGG:D02375
 xref_mesh: MESH:C041359
 xref: MetaCyc:CPD-10571;   PMID:23750489;   PMID:23802806;   PMID:23841559;   PMID:23895037;   PMID:24126579;   PMID:24352873;   PMID:24389279;   PMID:24410098;   PMID:24447130;   PMID:24452843;   PMID:24477462;   PMID:24490976;   PMID:24497012;   PMID:24533442;   PMID:24563892;   PMID:24576265;   PMID:24581620;   PMID:24588014;   Reaxys:4256376;   Wikipedia:Terbinafine
 cyclic_relationship: is_conjugate_base_of CHEBI:77615


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terbinafine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ccl2 C-C motif chemokine ligand 2 multiple interactions ISO Dinoprostone deficiency inhibits the reaction [terbinafine inhibits the reaction [TNF protein results in increased expression of CCL2 mRNA]]; Dinoprostone deficiency inhibits the reaction [terbinafine inhibits the reaction [TNF protein results in increased expression of CCL2 protein]]; PTGER2 protein promotes the reaction [terbinafine inhibits the reaction [TNF protein results in increased expression of CCL2 protein]]; PTGER3 protein promotes the reaction [terbinafine inhibits the reaction [TNF protein results in increased expression of CCL2 protein]]; terbinafine inhibits the reaction [TNF protein results in increased expression of CCL2 mRNA]; terbinafine inhibits the reaction [TNF protein results in increased expression of CCL2 protein] CTD PMID:16784723 NCBI chr10:69,412,065...69,413,863
Ensembl chr10:69,412,017...69,413,870
JBrowse link
G Ccl27 C-C motif chemokine ligand 27 multiple interactions ISO Dinoprostone deficiency inhibits the reaction [Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL27 mRNA]]; Dinoprostone deficiency inhibits the reaction [Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL27 protein]]; PTGER2 protein promotes the reaction [Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL27 protein]]; PTGER3 protein promotes the reaction [Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL27 protein]]; Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL27 mRNA]; Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL27 protein] CTD PMID:16784723 NCBI chr 5:58,159,066...58,166,182
Ensembl chr 5:58,159,066...58,163,584
JBrowse link
G Ccl5 C-C motif chemokine ligand 5 multiple interactions ISO Dinoprostone deficiency inhibits the reaction [terbinafine inhibits the reaction [TNF protein results in increased expression of CCL5 mRNA]]; Dinoprostone deficiency inhibits the reaction [terbinafine inhibits the reaction [TNF protein results in increased expression of CCL5 protein]]; PTGER2 protein promotes the reaction [terbinafine inhibits the reaction [TNF protein results in increased expression of CCL5 protein]]; PTGER3 protein promotes the reaction [terbinafine inhibits the reaction [TNF protein results in increased expression of CCL5 protein]]; terbinafine inhibits the reaction [[Poly I-C co-treated with IL4 protein] results in increased expression of CCL5 mRNA]; terbinafine inhibits the reaction [TNF protein results in increased expression of CCL5 mRNA]; terbinafine inhibits the reaction [TNF protein results in increased expression of CCL5 protein] CTD PMID:16784723, PMID:23688403 NCBI chr10:70,739,764...70,744,303
Ensembl chr10:70,739,800...70,744,315
JBrowse link
G Cxcl10 C-X-C motif chemokine ligand 10 multiple interactions ISO Terbinafine inhibits the reaction [Biological Products results in increased expression of CXCL10 mRNA]; Terbinafine inhibits the reaction [Biological Products results in increased expression of CXCL10 protein] CTD PMID:24471457 NCBI chr14:17,210,733...17,212,930
Ensembl chr14:17,210,733...17,212,930
JBrowse link
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 multiple interactions
decreases activity
ISO [terbinafine results in decreased activity of CYP2D6 protein] inhibits the reaction [CYP2D6 protein results in increased metabolism of Metoprolol] CTD PMID:24894748 NCBI chr 7:123,599,264...123,608,436
Ensembl chr 7:123,599,266...123,608,436
JBrowse link
G Gstp1 glutathione S-transferase pi 1 multiple interactions ISO terbinafine inhibits the reaction [GSTP1 protein results in increased metabolism of 1-chloro-2,4-dinitrobenzene-glutathione conjugate] CTD PMID:23769903 NCBI chr 1:219,291,679...219,294,147
Ensembl chr 1:219,291,679...219,294,147
JBrowse link
G Il4 interleukin 4 multiple interactions
decreases secretion
decreases expression
ISO 1-Methyl-3-isobutylxanthine inhibits the reaction [terbinafine results in decreased expression of IL4 mRNA]; 1-Methyl-3-isobutylxanthine inhibits the reaction [terbinafine results in decreased secretion of IL4 protein]; 4-(5H-dibenzo(a,d)cyclohepten-5-ylidene)-1-(4-(2H-tetrazol-5-yl)butyl)piperidine inhibits the reaction [terbinafine inhibits the reaction [[Poly I-C co-treated with IL4 protein] results in decreased secretion of 15-deoxy-delta(12,14)-prostaglandin J2]]; 4-(5H-dibenzo(a,d)cyclohepten-5-ylidene)-1-(4-(2H-tetrazol-5-yl)butyl)piperidine inhibits the reaction [terbinafine inhibits the reaction [[Poly I-C co-treated with IL4 protein] results in decreased secretion of Prostaglandin D2]]; 4-(5H-dibenzo(a,d)cyclohepten-5-ylidene)-1-(4-(2H-tetrazol-5-yl)butyl)piperidine inhibits the reaction [terbinafine inhibits the reaction [[Poly I-C co-treated with IL4 protein] results in increased expression of TSLP mRNA]]; 4-(5H-dibenzo(a,d)cyclohepten-5-ylidene)-1-(4-(2H-tetrazol-5-yl)butyl)piperidine inhibits the reaction [terbinafine inhibits the reaction [[Poly I-C co-treated with IL4 protein] results in increased expression of TSLP protein]]; Bucladesine inhibits the reaction [terbinafine results in decreased expression of IL4 mRNA]; Bucladesine inhibits the reaction [terbinafine results in decreased secretion of IL4 protein]; Colforsin inhibits the reaction [terbinafine results in decreased expression of IL4 mRNA]; Colforsin inhibits the reaction [terbinafine results in decreased secretion of IL4 protein]; terbinafine inhibits the reaction [[Poly I-C co-treated with IL4 protein] results in decreased secretion of 15-deoxy-delta(12,14)-prostaglandin J2]; terbinafine inhibits the reaction [[Poly I-C co-treated with IL4 protein] results in decreased secretion of Prostaglandin D2]; terbinafine inhibits the reaction [[Poly I-C co-treated with IL4 protein] results in increased degradation of NFKBIA protein]; terbinafine inhibits the reaction [[Poly I-C co-treated with IL4 protein] results in increased expression of CCL5 mRNA]; terbinafine inhibits the reaction [[Poly I-C co-treated with IL4 protein] results in increased expression of CXCL8 mRNA]; terbinafine inhibits the reaction [[Poly I-C co-treated with IL4 protein] results in increased expression of TSLP mRNA]; terbinafine inhibits the reaction [[Poly I-C co-treated with IL4 protein] results in increased expression of TSLP protein]; terbinafine inhibits the reaction [[Poly I-C co-treated with IL4 protein] results in increased secretion of Thromboxane B2]; terbinafine promotes the reaction [[Poly I-C co-treated with IL4 protein] results in increased secretion of Dinoprostone] CTD PMID:11886533, PMID:15284827, PMID:23688403 NCBI chr10:38,963,979...38,969,531
Ensembl chr10:38,963,979...38,969,531
JBrowse link
G Il5 interleukin 5 multiple interactions
decreases expression
decreases secretion
ISO 1-Methyl-3-isobutylxanthine inhibits the reaction [Terbinafine results in decreased expression of IL5 mRNA]; 1-Methyl-3-isobutylxanthine inhibits the reaction [Terbinafine results in decreased secretion of IL5 protein]; Bucladesine inhibits the reaction [Terbinafine results in decreased expression of IL5 mRNA]; Bucladesine inhibits the reaction [Terbinafine results in decreased secretion of IL5 protein]; Colforsin inhibits the reaction [Terbinafine results in decreased expression of IL5 mRNA]; Colforsin inhibits the reaction [Terbinafine results in decreased secretion of IL5 protein]
terbinafine results in decreased expression of IL5 mRNA
terbinafine results in decreased secretion of IL5 protein
CTD PMID:11886533, PMID:15284827 NCBI chr10:39,066,716...39,069,587
Ensembl chr10:39,066,716...39,069,587
JBrowse link
G Kcnh2 potassium voltage-gated channel subfamily H member 2 decreases activity ISO terbinafine results in decreased activity of KCNH2 protein CTD PMID:28551711 NCBI chr 4:7,355,066...7,387,282
Ensembl chr 4:7,355,574...7,387,253
JBrowse link
G LOC100364500 RT1 class I, locus CE11-like affects response to substance ISO HLA-A gene polymorphism affects the susceptibility to terbinafine CTD PMID:28043905 NCBI chr20:2,704,153...2,707,111
Ensembl chr20:2,704,148...2,707,120
JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases phosphorylation ISO terbinafine results in increased phosphorylation of MAPK1 protein CTD PMID:20816994 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 increases phosphorylation ISO terbinafine results in increased phosphorylation of MAPK3 protein CTD PMID:20816994 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Mmp2 matrix metallopeptidase 2 decreases expression ISO terbinafine results in decreased expression of MMP2 mRNA CTD PMID:17172416 NCBI chr19:15,542,771...15,570,589
Ensembl chr19:15,542,765...15,570,611
JBrowse link
G Mmp9 matrix metallopeptidase 9 decreases expression ISO terbinafine results in decreased expression of MMP9 mRNA CTD PMID:17172416 NCBI chr 3:161,413,410...161,421,473
Ensembl chr 3:161,413,298...161,421,520
JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 2 affects response to substance ISO NFE2L2 protein affects the susceptibility to terbinafine CTD PMID:21540358 NCBI chr 3:62,497,568...62,525,146
Ensembl chr 3:62,497,571...62,524,996
JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions ISO terbinafine inhibits the reaction [[Poly I-C co-treated with IL4 protein] results in increased degradation of NFKBIA protein] CTD PMID:23688403 NCBI chr 6:76,267,227...76,270,457
Ensembl chr 6:76,267,228...76,270,457
JBrowse link
G Ptger2 prostaglandin E receptor 2 multiple interactions
increases response to substance
ISO PTGER2 protein promotes the reaction [Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL2 protein]]; PTGER2 protein promotes the reaction [Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL27 protein]]; PTGER2 protein promotes the reaction [Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL5 protein]]
PTGER2 protein results in increased susceptibility to terbinafine
CTD PMID:16784723 NCBI chr15:19,336,029...19,349,759
Ensembl chr15:19,338,175...19,350,210
JBrowse link
G Ptger3 prostaglandin E receptor 3 multiple interactions
increases response to substance
ISO PTGER3 protein promotes the reaction [terbinafine inhibits the reaction [TNF protein results in increased expression of CCL2 protein]]; PTGER3 protein promotes the reaction [terbinafine inhibits the reaction [TNF protein results in increased expression of CCL27 protein]]; PTGER3 protein promotes the reaction [terbinafine inhibits the reaction [TNF protein results in increased expression of CCL5 protein]]
PTGER3 protein results in increased susceptibility to terbinafine
CTD PMID:16784723 NCBI chr 2:263,895,093...263,979,682
Ensembl chr 2:263,895,241...263,979,698
JBrowse link
G Ptk2 protein tyrosine kinase 2 decreases phosphorylation ISO terbinafine results in decreased phosphorylation of PTK2 protein CTD PMID:17172416 NCBI chr 7:114,436,419...114,611,317
Ensembl chr 7:114,437,361...114,590,119
JBrowse link
G Pxn paxillin decreases phosphorylation ISO terbinafine results in decreased phosphorylation of PXN protein CTD PMID:17172416 NCBI chr12:46,797,953...46,845,107
Ensembl chr12:46,797,954...46,845,080
JBrowse link
G Rhoa ras homolog family member A increases localization ISO terbinafine results in increased localization of RHOA protein CTD PMID:17172416 NCBI chr 8:117,082,440...117,116,244
Ensembl chr 8:117,106,576...117,116,167
JBrowse link
G Rhob ras homolog family member B decreases expression ISO terbinafine results in decreased expression of RHOB protein CTD PMID:17172416 NCBI chr 6:33,689,127...33,691,301
Ensembl chr 6:33,689,127...33,691,301
JBrowse link
G Rhoc ras homolog family member C increases localization ISO terbinafine results in increased localization of RHOC protein CTD PMID:17172416 NCBI chr 2:207,271,692...207,278,010
Ensembl chr 2:207,271,853...207,279,314
JBrowse link
G Stat1 signal transducer and activator of transcription 1 multiple interactions ISO terbinafine inhibits the reaction [Biological Products results in increased phosphorylation of and results in increased activity of STAT1 protein] CTD PMID:24471457 NCBI chr 9:54,287,540...54,327,958
Ensembl chr 9:54,287,541...54,484,533
JBrowse link
G Tnf tumor necrosis factor multiple interactions
increases expression
ISO Dinoprostone deficiency inhibits the reaction [Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL2 mRNA]]; Dinoprostone deficiency inhibits the reaction [Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL2 protein]]; Dinoprostone deficiency inhibits the reaction [Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL27 mRNA]]; Dinoprostone deficiency inhibits the reaction [Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL27 protein]]; Dinoprostone deficiency inhibits the reaction [Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL5 mRNA]]; Dinoprostone deficiency inhibits the reaction [Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL5 protein]]; PTGER2 protein promotes the reaction [Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL2 protein]]; PTGER2 protein promotes the reaction [Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL27 protein]]; PTGER2 protein promotes the reaction [Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL5 protein]]; PTGER3 protein promotes the reaction [Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL2 protein]]; PTGER3 protein promotes the reaction [Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL27 protein]]; PTGER3 protein promotes the reaction [Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL5 protein]]; Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL2 mRNA]; Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL2 protein]; Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL27 mRNA]; Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL27 protein]; Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL5 mRNA]; Terbinafine inhibits the reaction [TNF protein results in increased expression of CCL5 protein]; Terbinafine inhibits the reaction [TNF protein results in increased secretion of Thromboxane B2]; Terbinafine promotes the reaction [TNF protein results in increased secretion of Dinoprostone]; U 0126 inhibits the reaction [Terbinafine results in increased expression of TNF protein]
terbinafine results in increased expression of TNF protein
CTD PMID:16784723, PMID:20816994 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link
G Tslp thymic stromal lymphopoietin multiple interactions ISO 4-(5H-dibenzo(a,d)cyclohepten-5-ylidene)-1-(4-(2H-tetrazol-5-yl)butyl)piperidine inhibits the reaction [Terbinafine inhibits the reaction [[Poly I-C co-treated with IL4 protein] results in increased expression of TSLP mRNA]]; 4-(5H-dibenzo(a,d)cyclohepten-5-ylidene)-1-(4-(2H-tetrazol-5-yl)butyl)piperidine inhibits the reaction [Terbinafine inhibits the reaction [[Poly I-C co-treated with IL4 protein] results in increased expression of TSLP protein]]; Terbinafine inhibits the reaction [[Poly I-C co-treated with IL4 protein] results in increased expression of TSLP mRNA]; Terbinafine inhibits the reaction [[Poly I-C co-treated with IL4 protein] results in increased expression of TSLP protein] CTD PMID:23688403 NCBI chr18:25,613,601...25,618,066
Ensembl chr18:25,613,831...25,617,361
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      biological role 19732
        inhibitor 18221
          sterol biosynthesis inhibitor 2899
            terbinafine 26
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    main group molecular entity 19670
                      s-block molecular entity 19428
                        hydrogen molecular entity 19418
                          hydrides 18685
                            inorganic hydride 17409
                              pnictogen hydride 17381
                                nitrogen hydride 17223
                                  azane 16940
                                    ammonia 16939
                                      organic amino compound 16938
                                        tertiary amino compound 8629
                                          tertiary amine 616
                                            terbinafine 26
paths to the root

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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.