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CHEBI:149696 - 10058-F4

ChEBI IDCHEBI:149696
ChEBI Name10058-F4
Stars
DefinitionA member of the class of thiazolidinones that is 2-sulfanylidene-1,3-thiazolidin-4-one which is substituted at position 5 by a (4-ethylphenyl)methylidene group. It is a cell permeable inhibitor of c-Myc-Max dimerization and exhibits antitumour effects in vivo. It downregulates c-Myc expression and upregulates CDK inhibitors, p21 and p27 resulting in the inhibition of proliferation, induction of apoptosis and cell cycle arrest in G0/G1 phase.
Last Modified12 May 2020
Submittersabrina, zfin
DownloadsMolfile
FormulaC12H11NOS2
Net Charge0
Average Mass249.360
Monoisotopic Mass249.02821
SMILES[H]C(=C1SC(=S)NC1=O)c1ccc(CC)cc1
InChIInChI=1S/C12H11NOS2/c1-2-8-3-5-9(6-4-8)7-10-11(14)13-12(15)16-10/h3-7H,2H2,1H3,(H,13,14,15)
InChIKeySVXDHPADAXBMFB-UHFFFAOYSA-N
Roles Classification
Biological Role:
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
10058-F4 (CHEBI:149696) has role antineoplastic agent (CHEBI:35610)
10058-F4 (CHEBI:149696) has role apoptosis inducer (CHEBI:68495)
10058-F4 (CHEBI:149696) is a olefinic compound (CHEBI:78840)
10058-F4 (CHEBI:149696) is a thiazolidinone (CHEBI:48891)
IUPAC Name 
5-(4-ethylbenzylidene)-2-sulfanylidene-1,3-thiazolidin-4-one
Synonyms  Source
5-[(4-ethylphenyl)methylene]-2-thioxo-4-thiazolidinoneChEBI
5-(4-ethylbenzylidene)-2-thioxothiazolidin-4-oneChemIDplus
10058F4ChemIDplus
5-(4-ethylbenzylidene)-2-mercapto-1,3-thiazol-4(5H)-oneChEBI
Registry NumbersSources
CAS:403811-55-2ChemIDplus
Citations