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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:ethambutol
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Accession:CHEBI:4877 term browser browse the term
Definition:An ethylenediamine derivative that is ethane-1,2-diamine in which one hydrogen attached to each of the nitrogens is sutstituted by a 1-hydroxybutan-2-yl group (S,S-configuration). It is a bacteriostatic antimycobacterial drug, effective against Mycobacterium tuberculosis and some other mycobacteria. It is used (as the dihydrochloride salt) in combination with other antituberculous drugs in the treatment of pulmonary and extrapulmonary tuberculosis; resistant strains of M. tuberculosis are readily produced if ethambutol is used alone.
Synonyms:exact_synonym: (2S,2'S)-2,2'-(ethane-1,2-diyldiimino)dibutan-1-ol
 related_synonym: (+)-2,2'-(ethylenediimino)di-1-butanol;   (+)-N,N'-bis(1-(hydroxymethyl)propyl)ethylenediamine;   (2S,7S)-2,7-diethyl-3,6-diazaoctane-1,8-diol;   EMB;   Formula=C10H24N2O2;   InChI=1S/C10H24N2O2/c1-3-9(7-13)11-5-6-12-10(4-2)8-14/h9-14H,3-8H2,1-2H3/t9-,10-/m0/s1;   InChIKey=AEUTYOVWOVBAKS-UWVGGRQHSA-N;   S,S-Ethambutol;   SMILES=CC[C@@H](CO)NCCN[C@@H](CC)CO;   etambutol;   ethambutolum
 alt_id: CHEBI:133410;   CHEBI:659237;   CHEBI:678172
 xref: Beilstein:6312870;   CAS:74-55-5;   DrugBank:DB00330;   Drug_Central:1073;   KEGG:C06984;   KEGG:D07925
 xref_mesh: MESH:D004977
 xref: PMID:10649975;   PMID:10891117;   PMID:10966749;   PMID:12182855;   PMID:14695841;   PMID:14698152;   PMID:15225698;   PMID:16005211;   PMID:16759086;   PMID:16870429;   PMID:17210775;   PMID:17239593;   PMID:17276683;   PMID:17315960;   PMID:17331717;   PMID:17562368;   PMID:17851083;   PMID:17888665;   PMID:19524332;   PMID:19648006;   PMID:3934384;   Reaxys:6312870;   Wikipedia:Ethambutol


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ethambutol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ccl2 C-C motif chemokine ligand 2 affects expression EXP Ethambutol affects the expression of CCL2 mRNA CTD PMID:25051504 NCBI chr10:69,412,065...69,413,863
Ensembl chr10:69,412,017...69,413,870
JBrowse link
G Ccl5 C-C motif chemokine ligand 5 affects expression EXP Ethambutol affects the expression of CCL5 protein CTD PMID:25051504 NCBI chr10:70,739,764...70,744,303
Ensembl chr10:70,739,800...70,744,315
JBrowse link
G Ctsd cathepsin D multiple interactions EXP Ethambutol results in increased expression of and affects the localization of CTSD protein; N,N,N',N'-tetrakis(2-pyridylmethyl)ethylenediamine inhibits the reaction [Ethambutol results in increased expression of and affects the localization of CTSD protein] CTD PMID:19063910 NCBI chr 1:215,541,570...215,553,446
Ensembl chr 1:215,541,542...215,553,451
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 decreases activity ISO Ethambutol results in decreased activity of CYP1A2 protein CTD PMID:24910189 NCBI chr 8:62,451,360...62,458,244
Ensembl chr 8:62,451,329...62,458,301
JBrowse link
G Cyp2c6v1 cytochrome P450, family 2, subfamily C, polypeptide 6, variant 1 decreases activity ISO Ethambutol results in decreased activity of CYP2C19 protein CTD PMID:24910189 NCBI chr 1:147,713,879...147,814,410
Ensembl chr 1:147,713,892...147,888,007
JBrowse link
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 decreases activity ISO Ethambutol results in decreased activity of CYP2D6 protein CTD PMID:24910189 NCBI chr 7:123,599,264...123,608,436
Ensembl chr 7:123,599,266...123,608,436
JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 decreases activity
multiple interactions
ISO
EXP
Ethambutol results in decreased activity of CYP2E1 protein
[Isoniazid co-treated with Rifampin co-treated with Ethambutol co-treated with Pyrazinamide] results in increased activity of CYP2E1 protein; [Isoniazid co-treated with Rifampin co-treated with Ethambutol co-treated with Pyrazinamide] results in increased expression of CYP2E1 mRNA; [Methionine co-treated with Thiamine co-treated with Niacinamide co-treated with alpha-Tocopherol co-treated with Zinc] inhibits the reaction [[Isoniazid co-treated with Rifampin co-treated with Ethambutol co-treated with Pyrazinamide] results in increased activity of CYP2E1 protein]; [Methionine co-treated with Thiamine co-treated with Niacinamide co-treated with alpha-Tocopherol co-treated with Zinc] inhibits the reaction [[Isoniazid co-treated with Rifampin co-treated with Ethambutol co-treated with Pyrazinamide] results in increased expression of CYP2E1 mRNA]; Methionine inhibits the reaction [[Isoniazid co-treated with Rifampin co-treated with Ethambutol co-treated with Pyrazinamide] results in increased activity of CYP2E1 protein]; Methionine inhibits the reaction [[Isoniazid co-treated with Rifampin co-treated with Ethambutol co-treated with Pyrazinamide] results in increased expression of CYP2E1 mRNA]
CTD PMID:24910189, PMID:27919644 NCBI chr 1:213,511,892...213,522,195
Ensembl chr 1:213,511,874...213,535,542
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 multiple interactions EXP [Isoniazid co-treated with Rifampin co-treated with Ethambutol co-treated with Pyrazinamide] results in increased expression of CYP3A2 mRNA; [Methionine co-treated with Thiamine co-treated with Niacinamide co-treated with alpha-Tocopherol co-treated with Zinc] inhibits the reaction [[Isoniazid co-treated with Rifampin co-treated with Ethambutol co-treated with Pyrazinamide] results in increased expression of CYP3A2 mRNA]; Methionine inhibits the reaction [[Isoniazid co-treated with Rifampin co-treated with Ethambutol co-treated with Pyrazinamide] results in increased expression of CYP3A2 mRNA] CTD PMID:27919644 NCBI chr12:11,641,500...11,677,818
Ensembl chr12:11,655,402...11,733,136
JBrowse link
G Gzmb granzyme B increases secretion ISO Ethambutol results in increased secretion of GZMB protein CTD PMID:27933861 NCBI chr15:35,413,862...35,417,293
Ensembl chr15:35,413,793...35,417,316
JBrowse link
G Ifng interferon gamma increases secretion ISO Ethambutol results in increased secretion of IFNG protein CTD PMID:27933861 NCBI chr 7:61,337,383...61,341,419
Ensembl chr 7:61,337,381...61,341,419
JBrowse link
G Il10 interleukin 10 decreases expression EXP Ethambutol results in decreased expression of IL10 protein CTD PMID:25051504 NCBI chr13:47,738,933...47,743,392
Ensembl chr13:47,739,526...47,743,392
JBrowse link
G Il13 interleukin 13 increases secretion ISO Ethambutol results in increased secretion of IL13 protein CTD PMID:27933861 NCBI chr10:38,982,909...38,985,466
Ensembl chr10:38,982,909...38,985,466
JBrowse link
G Il1b interleukin 1 beta decreases expression EXP Ethambutol results in decreased expression of IL1B mRNA CTD PMID:25051504 NCBI chr 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
JBrowse link
G Il6 interleukin 6 decreases expression EXP Ethambutol results in decreased expression of IL6 protein CTD PMID:25051504 NCBI chr 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807
JBrowse link
G Lamp2 lysosomal-associated membrane protein 2 increases expression
multiple interactions
EXP Ethambutol results in increased expression of LAMP2 protein
N,N,N',N'-tetrakis(2-pyridylmethyl)ethylenediamine inhibits the reaction [Ethambutol results in increased expression of LAMP2 protein]
CTD PMID:19063910 NCBI chr  X:124,722,628...124,766,079
Ensembl chr  X:124,722,628...124,766,044
JBrowse link
G Lep leptin decreases expression EXP Ethambutol results in decreased expression of LEP protein CTD PMID:25051504 NCBI chr 4:56,337,695...56,351,818
Ensembl chr 4:56,337,695...56,351,818
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19770
    role 19718
      biological role 19717
        xenobiotic 18379
          ethambutol 16
            ethambutol dihydrochloride 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19770
    subatomic particle 19768
      composite particle 19768
        hadron 19768
          baryon 19768
            nucleon 19768
              atomic nucleus 19768
                atom 19768
                  main group element atom 19655
                    main group molecular entity 19655
                      s-block molecular entity 19397
                        hydrogen molecular entity 19387
                          hydrides 18419
                            inorganic hydride 17380
                              pnictogen hydride 17349
                                nitrogen hydride 17216
                                  azane 16932
                                    ammonia 16931
                                      organic amino compound 16930
                                        polyamine 8101
                                          diamine 8029
                                            primary diamine 5619
                                              alkane-alpha,omega-diamine 3733
                                                ethylenediamine 3711
                                                  ethylenediamine derivative 3548
                                                    ethambutol 16
                                                      ethambutol dihydrochloride 0
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