CHEBI:4885 - ethionamide

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ChEBI Name ethionamide
ChEBI ID CHEBI:4885
Definition A thiocarboxamide that is pyridine-4-carbothioamide substituted by an ethyl group at position 2. A prodrug that undergoes metabolic activation by conversion to the corresponding S-oxide.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C8H10N2S
Net Charge 0
Average Mass 166.24448
Monoisotopic Mass 166.056
InChI InChI=1S/C8H10N2S/c1-2-7-5-6(8(9)11)3-4-10-7/h3-5H,2H2,1H3,(H2,9,11)
InChIKey AEOCXXJPGCBFJA-UHFFFAOYSA-N
SMILES CCc1cc(ccn1)C(N)=S
Roles Classification
Biological Role(s): antitubercular agent
A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
fatty acid synthesis inhibitor
Any pathway inhibitor that inhibits the synthesis of fatty acids.
leprostatic drug
A substance that suppresses Mycobacterium leprae, ameliorates the clinical manifestations of leprosy, and/or reduces the incidence and severity of leprous reactions.
Application(s): antitubercular agent
A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
antilipemic drug
A substance used to treat hyperlipidemia (an excess of lipids in the blood).
leprostatic drug
A substance that suppresses Mycobacterium leprae, ameliorates the clinical manifestations of leprosy, and/or reduces the incidence and severity of leprous reactions.
prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ethionamide (CHEBI:4885) has role antilipemic drug (CHEBI:35679)
ethionamide (CHEBI:4885) has role antitubercular agent (CHEBI:33231)
ethionamide (CHEBI:4885) has role fatty acid synthesis inhibitor (CHEBI:50185)
ethionamide (CHEBI:4885) has role leprostatic drug (CHEBI:35816)
ethionamide (CHEBI:4885) has role prodrug (CHEBI:50266)
ethionamide (CHEBI:4885) is a pyridines (CHEBI:26421)
ethionamide (CHEBI:4885) is a thiocarboxamide (CHEBI:47956)
Incoming ethionamide S-oxide (CHEBI:87805) has functional parent ethionamide (CHEBI:4885)
IUPAC Name
2-ethylpyridine-4-carbothioamide
INNs Sources
ethionamidum ChemIDplus
etionamida ChemIDplus
Synonyms Sources
2-ethyl-4-thiopyridylamide ChEBI
ETH DrugBank
Ethinamide DrugBank
ethionamide UniProt
Ethionamide KEGG COMPOUND
Ethioniamide DrugBank
Ethylisothiamide DrugBank
Ethyonomide DrugBank
Etionamid DrugBank
Etionamide DrugBank
Etioniamid DrugBank
ETP DrugBank
Brand Name Source
Trecator ChemIDplus
Database Links Databases
C07665 KEGG COMPOUND
D00591 KEGG DRUG
DB00609 DrugBank
Ethionamide Wikipedia
GB800250 Patent
HMDB14747 HMDB
LSM-5620 LINCS
View more database links
Registry Numbers Types Sources
116474 Reaxys Registry Number Reaxys
116474 Beilstein Registry Number Beilstein
536-33-4 CAS Registry Number KEGG COMPOUND
536-33-4 CAS Registry Number NIST Chemistry WebBook
536-33-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
14651620 PubMed citation CiteXplore
15673755 PubMed citation CiteXplore
15850780 PubMed citation CiteXplore
Last Modified
25 February 2016