10058-F4 (CHEBI:149696)

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ChEBI Name	10058-F4

ChEBI ID	CHEBI:149696

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Sabrina Toro

Supplier Information

Download	Molfile XML SDF

Formula

C12H11NOS2

Net Charge

Average Mass

249.350

Monoisotopic Mass

249.02821

InChI

InChI=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)

InChIKey

SVXDHPADAXBMFB-UHFFFAOYSA-N

SMILES

C=1C=C(C=CC1C(=C2SC(NC2=O)=S)[H])CC

Roles Classification
Biological Role(s):	apoptosis inducer Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.

Application(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	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	Sources
10058F4	ChemIDplus
5-(4-ethylbenzylidene)-2-mercapto-1,3-thiazol-4(5H)-one	ChEBI
5-(4-ethylbenzylidene)-2-thioxothiazolidin-4-one	ChemIDplus
5-[(4-ethylphenyl)methylene]-2-thioxo-4-thiazolidinone	ChEBI

Registry Number	Type	Source
403811-55-2	CAS Registry Number	ChemIDplus

Last Modified

12 May 2020