CHEBI:66239 - TMC-52B

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ChEBI Name TMC-52B
ChEBI ID CHEBI:66239
Definition An epoxide which is a carboxamide obtained by the formal condensation of one of the carboxy groups of oxirane-2,3-dicarboxylic acid with N-{4-[(3-aminopropyl)amino]butyl}-L-tyrosinamide. It is a natural product, isolated from Gliocladium sp. F-2665. TMC-52B acts as an inhibitor of cysteine proteinases, particularly cathepsin B (EC 3.4.22.1), cathepsin L (EC 3.4.22.15), and papain (EC 3.4.22.2); IC50 values are 200 nM, 10 nM, and 7 nM, respectively. The epoxide group has trans configuration but its exact stereochemistry is uncertain: it is either (2R,3R) or (2S,3S).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): cathepsin B inhibitor
A cysteine protease inhibitor which inhibits cathepsin B (EC 3.4.22.1).
cathepsin L (EC 3.4.22.15) inhibitor
An EC 3.4.22.* (cysteine endopeptidase) inhibitor which interferes with the action of cathepsin L (EC 3.4.22.15).
EC 3.4.22.2 (papain) inhibitor
A cysteine protease inhibitor which inhibits papain (EC 3.4.22.2).
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Related Structures
TMC-52B is a Structural Derivative of
ammonia
Mass : 17.03056
Formula : H3N
16134 		oxirane
Mass : 44.05256
Formula : C2H4O
27561
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