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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 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 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 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
G Tmprss2 transmembrane serine protease 2 increases expression ISO Ethambutol results in increased expression of TMPRSS2 mRNA CTD PMID:32808185 NCBI chr11:36,934,306...36,973,779
Ensembl chr11:36,934,306...36,973,715
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19812
    role 19761
      biological role 19761
        xenobiotic 18442
          ethambutol 24
            ethambutol dihydrochloride 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
                    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
                                        polyamine 8267
                                          diamine 8196
                                            primary diamine 5674
                                              alkane-alpha,omega-diamine 3759
                                                ethylenediamine 3734
                                                  ethylenediamine derivative 3560
                                                    ethambutol 24
                                                      ethambutol dihydrochloride 0
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