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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 Ace2 angiotensin I converting enzyme 2 increases expression ISO Ethambutol results in increased expression of ACE2 mRNA CTD PMID:32808185 NCBI chr  X:30,293,597...30,340,961
Ensembl chr  X:30,293,589...30,340,977
JBrowse link
G Bmp6 bone morphogenetic protein 6 decreases expression ISO Ethambutol results in decreased expression of BMP6 mRNA CTD PMID:32816093 NCBI chr17:26,318,121...26,469,034
Ensembl chr17:26,318,569...26,470,365
JBrowse link
G Cat catalase multiple interactions EXP [isoniazid, pyrazinamide, rifampin drug combination co-treated with Ethambutol] results in decreased activity of CAT protein CTD PMID:34118364 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Ccl2 C-C motif chemokine ligand 2 affects expression EXP Ethambutol affects the expression of CCL2 mRNA CTD PMID:25051504 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226
JBrowse link
G Ccl5 C-C motif chemokine ligand 5 affects expression EXP Ethambutol affects the expression of CCL5 protein CTD PMID:25051504 NCBI chr10:68,322,826...68,327,365
Ensembl chr10:68,322,829...68,327,377
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 1:197,527,467...197,539,343
Ensembl chr 1:197,527,467...197,539,488
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 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312
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 1:237,938,521...237,976,238
Ensembl chr 1:237,693,094...238,057,596
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 7:113,882,584...113,891,754
Ensembl chr 7:113,881,618...113,891,759
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 1:195,840,330...195,850,728
Ensembl chr 1:195,840,058...195,864,023
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 chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
JBrowse link
G Gzmb granzyme B increases secretion ISO Ethambutol results in increased secretion of GZMB protein CTD PMID:27933861 NCBI chr15:30,343,361...30,346,792
Ensembl chr15:30,173,603...30,346,814
JBrowse link
G Ifng interferon gamma increases secretion ISO Ethambutol results in increased secretion of IFNG protein CTD PMID:27933861 NCBI chr 7:53,903,339...53,907,375
Ensembl chr 7:53,903,337...53,907,375
JBrowse link
G Il10 interleukin 10 decreases expression EXP Ethambutol results in decreased expression of IL10 protein CTD PMID:25051504 NCBI chr13:42,472,625...42,477,308
Ensembl chr13:42,472,839...42,477,313
JBrowse link
G Il13 interleukin 13 increases secretion ISO Ethambutol results in increased secretion of IL13 protein CTD PMID:27933861 NCBI chr10:37,790,130...37,792,687
Ensembl chr10:37,790,130...37,792,737
JBrowse link
G Il1a interleukin 1 alpha increases expression ISO Ethambutol results in increased expression of IL1A mRNA CTD PMID:32816093 NCBI chr 3:116,526,601...116,537,055
Ensembl chr 3:116,526,604...116,536,822
JBrowse link
G Il1b interleukin 1 beta decreases expression EXP Ethambutol results in decreased expression of IL1B mRNA CTD PMID:25051504 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
JBrowse link
G Il6 interleukin 6 decreases expression EXP Ethambutol results in decreased expression of IL6 protein CTD PMID:25051504 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
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:117,173,097...117,222,090
Ensembl chr  X:117,057,606...117,260,522
JBrowse link
G Lep leptin decreases expression EXP Ethambutol results in decreased expression of LEP protein CTD PMID:25051504 NCBI chr 4:57,661,127...57,675,262
Ensembl chr 4:57,661,131...57,675,262
JBrowse link
G Met MET proto-oncogene, receptor tyrosine kinase increases expression ISO Ethambutol results in increased expression of MET mRNA CTD PMID:32816093 NCBI chr 4:45,790,456...45,898,139
Ensembl chr 4:45,790,791...45,897,876
JBrowse link
G Mpo myeloperoxidase multiple interactions EXP [efavirenz co-treated with Lamivudine co-treated with Tenofovir] promotes the reaction [[isoniazid, pyrazinamide, rifampin drug combination co-treated with Ethambutol] results in increased activity of MPO protein]; [isoniazid, pyrazinamide, rifampin drug combination co-treated with Ethambutol] results in increased activity of MPO protein CTD PMID:34118364 NCBI chr10:72,594,458...72,608,862
Ensembl chr10:72,594,661...72,604,819
JBrowse link
G Pid1 phosphotyrosine interaction domain containing 1 increases expression ISO Ethambutol results in increased expression of PID1 mRNA CTD PMID:32816093 NCBI chr 9:85,284,335...85,503,035
Ensembl chr 9:85,284,335...85,503,044
JBrowse link
G Slc7a11 solute carrier family 7 member 11 increases expression ISO Ethambutol results in increased expression of SLC7A11 mRNA CTD PMID:32816093 NCBI chr 2:134,382,002...134,517,622
Ensembl chr 2:133,963,107...134,517,536
JBrowse link
G Slpi secretory leukocyte peptidase inhibitor increases expression ISO Ethambutol results in increased expression of SLPI mRNA CTD PMID:32816093 NCBI chr 3:153,082,208...153,084,457
Ensembl chr 3:153,082,369...153,084,453
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20056
    role 20008
      biological role 20007
        xenobiotic 18664
          ethambutol 25
            ethambutol dihydrochloride 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 20056
    subatomic particle 20054
      composite particle 20054
        hadron 20054
          baryon 20054
            nucleon 20054
              atomic nucleus 20054
                atom 20054
                  main group element atom 19956
                    main group molecular entity 19956
                      s-block molecular entity 19752
                        hydrogen molecular entity 19745
                          hydrides 19114
                            inorganic hydride 17882
                              pnictogen hydride 17865
                                nitrogen hydride 17754
                                  azane 17503
                                    ammonia 17502
                                      organic amino compound 17502
                                        polyamine 8321
                                          diamine 8250
                                            primary diamine 5688
                                              alkane-alpha,omega-diamine 3766
                                                ethylenediamine 3741
                                                  ethylenediamine derivative 3565
                                                    ethambutol 25
                                                      ethambutol dihydrochloride 0
paths to the root