CHEBI:4877 - ethambutol

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ChEBI Name ethambutol
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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:133410, CHEBI:678172, CHEBI:659237
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Formula C10H24N2O2
Net Charge 0
Average Mass 204.30980
Monoisotopic Mass 204.18378
InChI 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
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): antitubercular agent
A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
Application(s): antitubercular agent
A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
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ChEBI Ontology
Outgoing ethambutol (CHEBI:4877) has role antitubercular agent (CHEBI:33231)
ethambutol (CHEBI:4877) has role environmental contaminant (CHEBI:78298)
ethambutol (CHEBI:4877) has role xenobiotic (CHEBI:35703)
ethambutol (CHEBI:4877) is a ethanolamines (CHEBI:23981)
ethambutol (CHEBI:4877) is a ethylenediamine derivative (CHEBI:31577)
Incoming ethambutol dihydrochloride (CHEBI:4878) has part ethambutol (CHEBI:4877)
INNs Sources
etambutol ChemIDplus
ethambutol ChemIDplus
ethambutolum ChemIDplus
Synonyms Sources
(+)-2,2'-(ethylenediimino)di-1-butanol ChemIDplus
(+)-ethambutol ChEBI
(+)-N,N'-bis(1-(hydroxymethyl)propyl)ethylenediamine ChemIDplus
(+)-S,S-ethambutol ChemIDplus
(2S,7S)-2,7-diethyl-3,6-diazaoctane-1,8-diol ChEBI
(S,S)-ethambutol ChEBI
S,S-Ethambutol ChEMBL
Manual Xrefs Databases
1073 DrugCentral
DB00330 DrugBank
Ethambutol Wikipedia
View more database links
Registry Numbers Types Sources
6312870 Beilstein Registry Number Beilstein
6312870 Reaxys Registry Number Reaxys
74-55-5 CAS Registry Number KEGG COMPOUND
74-55-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10649975 PubMed citation ChEMBL
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Last Modified
22 February 2017
General Comment
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag