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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 chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226
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 5:56,941,402...56,948,511
Ensembl chr 5:56,941,402...56,948,506
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 chr10:68,322,826...68,327,365
Ensembl chr10:68,322,829...68,327,377
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 chr14:15,704,772...15,706,969
Ensembl chr14:15,704,758...15,706,975
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 7:113,882,584...113,891,754
Ensembl chr 7:113,881,618...113,891,759
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 increases response to substance ISO CYP3A4 protein results in increased susceptibility to Terbinafine CTD PMID:21540358 NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
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 1:201,337,762...201,340,230
Ensembl chr 1:201,321,672...201,340,226
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 chr10:37,771,203...37,776,750
Ensembl chr10:37,771,203...37,776,750
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 chr10:37,874,342...37,877,213
Ensembl chr10:37,874,342...37,877,213
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 4:10,826,834...10,859,009
Ensembl chr 4:10,826,928...10,859,008
JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases phosphorylation ISO terbinafine results in increased phosphorylation of MAPK1 protein CTD PMID:20816994 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
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 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Mmp2 matrix metallopeptidase 2 decreases expression ISO terbinafine results in decreased expression of MMP2 mRNA CTD PMID:17172416 NCBI chr19:14,154,657...14,182,870
Ensembl chr19:14,154,657...14,182,870
JBrowse link
G Mmp9 matrix metallopeptidase 9 decreases expression ISO terbinafine results in decreased expression of MMP9 mRNA CTD PMID:17172416 NCBI chr 3:153,684,158...153,692,118
Ensembl chr 3:153,683,858...153,692,120
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 3:60,594,239...60,621,785
Ensembl chr 3:60,594,242...60,621,737
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 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941
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 chr15:18,215,013...18,228,714
Ensembl chr15:18,217,285...18,228,714
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 2:246,606,131...246,750,970
Ensembl chr 2:246,606,183...246,684,434
JBrowse link
G Ptk2 protein tyrosine kinase 2 decreases phosphorylation ISO terbinafine results in decreased phosphorylation of PTK2 protein CTD PMID:17172416 NCBI chr 7:105,126,725...105,331,848
Ensembl chr 7:105,126,728...105,331,783
JBrowse link
G Pxn paxillin decreases phosphorylation ISO terbinafine results in decreased phosphorylation of PXN protein CTD PMID:17172416 NCBI chr12:41,060,791...41,107,962
Ensembl chr12:41,060,791...41,107,931
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 8:108,991,926...109,025,746
Ensembl chr 8:108,991,954...109,025,746
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 6:31,363,752...31,365,926
Ensembl chr 6:31,363,548...31,366,108
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 2:192,287,065...192,293,292
Ensembl chr 2:192,287,130...192,295,306
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 9:49,419,561...49,459,969 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 chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
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 chr18:24,447,409...24,454,244
Ensembl chr18:24,449,844...24,453,548
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19812
    role 19761
      biological role 19761
        inhibitor 18584
          sterol biosynthesis inhibitor 2945
            terbinafine 26
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
                    main group molecular entity 19708
                      s-block molecular entity 19493
                        hydrogen molecular entity 19488
                          hydrides 18845
                            inorganic hydride 17691
                              pnictogen hydride 17672
                                nitrogen hydride 17545
                                  azane 17279
                                    ammonia 17278
                                      organic amino compound 17278
                                        tertiary amino compound 8677
                                          tertiary amine 619
                                            terbinafine 26
paths to the root