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CHEBI:4659 - disulfiram

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ChEBI Name disulfiram
ChEBI ID CHEBI:4659
Definition An organic disulfide that results from the formal oxidative dimerisation of N,N-diethyldithiocarbamic acid. A multi-enzyme inhibitor that is used in alcohol aversion therapy and also exhibits anticancer properties.
Stars This entity has been manually annotated by the ChEBI Team.
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Formulae C10H20N2S4
C10H20N2S4
Net Charge 0
Average Mass 296.544
Monoisotopic Mass 296.051
InChI InChI=1S/C10H20N2S4/c1-5-11(6-2)9(13)15-16-10(14)12(7-3)8-4/h5-8H2,1-4H3
InChIKey AUZONCFQVSMFAP-UHFFFAOYSA-N
SMILES S(SC(N(CC)CC)=S)C(N(CC)CC)=S
Roles Classification
Biological Role(s): EC 3.1.1.8 (cholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8).
EC 3.1.1.1 (carboxylesterase) inhibitor
Any EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that inhibits the action of carboxylesterase (EC 3.1.1.1 ).
EC 5.99.1.2 (DNA topoisomerase) inhibitor
A topoisomerase inhibitor that inhibits the bacterial enzymes of the DNA topoisomerases, Type I class (EC 5.99.1.2) that catalyze ATP-independent breakage of one of the two strands of DNA, passage of the unbroken strand through the break, and rejoining of the broken strand. These bacterial enzymes reduce the topological stress in the DNA structure by relaxing negatively, but not positively, supercoiled DNA.
fungicide
A substance used to destroy fungal pests.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
NF-kappaB inhibitor
An inhibitor of NF-kappaB (nuclear factor kappa-light-chain-enhancer of activated B cells), a protein complex involved in the transcription of DNA.
EC 1.2.1.3 [aldehyde dehydrogenase (NAD(+))] inhibitor
An EC 1.2.1.* (oxidoreductase acting on donor aldehyde/oxo group with NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of aldehyde dehydrogenase (NAD+), EC 1.2.1.3.
Application(s): angiogenesis inhibitor
An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
fungicide
A substance used to destroy fungal pests.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing disulfiram (CHEBI:4659) has role angiogenesis inhibitor (CHEBI:48422)
disulfiram (CHEBI:4659) has role antineoplastic agent (CHEBI:35610)
disulfiram (CHEBI:4659) has role apoptosis inducer (CHEBI:68495)
disulfiram (CHEBI:4659) has role EC 1.2.1.3 [aldehyde dehydrogenase (NAD+)] inhibitor (CHEBI:35487)
disulfiram (CHEBI:4659) has role EC 3.1.1.1 (carboxylesterase) inhibitor (CHEBI:78444)
disulfiram (CHEBI:4659) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733)
disulfiram (CHEBI:4659) has role EC 5.99.1.2 (DNA topoisomerase) inhibitor (CHEBI:50276)
disulfiram (CHEBI:4659) has role fungicide (CHEBI:24127)
disulfiram (CHEBI:4659) has role NF-κB inhibitor (CHEBI:73240)
disulfiram (CHEBI:4659) is a organic disulfide (CHEBI:35489)
IUPAC Name
1,1',1'',1'''-[disulfanediylbis(carbonothioylnitrilo)]tetraethane
Synonyms Sources
1,1'-dithiobis(N,N-diethylthioformamide) ChemIDplus
Antabuse KEGG DRUG
bis(diethylthiocarbamoyl) disulfide ChemIDplus
Disulfiram KEGG COMPOUND
N,N,N',N'-tetraethylthiuram disulfide NIST Chemistry WebBook
tetraethylthioperoxydicarbonic diamide ChemIDplus
Tetraethylthiuram disulfide KEGG COMPOUND
tetraethylthiuram disulfide ChemIDplus
tetraethylthiuram disulphide NIST Chemistry WebBook
Database Links Databases
C01692 KEGG COMPOUND
D00131 KEGG DRUG
DB00822 DrugBank
Disulfiram Wikipedia
HMDB14960 HMDB
LSM-5467 LINCS
View more database links
Registry Numbers Types Sources
1712560 Reaxys Registry Number Reaxys
97-77-8 CAS Registry Number KEGG COMPOUND
97-77-8 CAS Registry Number ChemIDplus
97-77-8 CAS Registry Number NIST Chemistry WebBook
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Last Modified
25 February 2016