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CHEBI:156434 - 5-[[3-(1-phenylethoxy)-4-(2-phenylethoxy)phenyl]methylene]-4-oxo-2-thioxo-3-thiazolidineacetic acid

ChEBI IDCHEBI:156434
ChEBI Name5-[[3-(1-phenylethoxy)-4-(2-phenylethoxy)phenyl]methylene]-4-oxo-2-thioxo-3-thiazolidineacetic acid
Stars
DefinitionA member of the class of thiazolidinones that is 2-sulfanylidene-1,3-thiazolidin-4-one in which the hydrogens at positions 3 and 5 are replaced by carboxymethyl and 3-(1-phenylethoxy)-4-(2-phenylethoxy)benzylidene groups, respectively. It is an inhibitor of protein mannosyl transferase 1 (PMT1) and blocks protein O-mannosylation.
Last Modified21 September 2020
Submitterrnash
DownloadsMolfile
FormulaC28H25NO5S2
Net Charge0
Average Mass519.644
Monoisotopic Mass519.11741
SMILESCC(Oc1cc(/C=C2\SC(=S)N(CC(=O)O)C2=O)ccc1OCCc1ccccc1)c1ccccc1
InChIInChI=1S/C28H25NO5S2/c1-19(22-10-6-3-7-11-22)34-24-16-21(17-25-27(32)29(18-26(30)31)28(35)36-25)12-13-23(24)33-15-14-20-8-4-2-5-9-20/h2-13,16-17,19H,14-15,18H2,1H3,(H,30,31)/b25-17-
InChIKeyFFYJVTLTZYPAAB-UQQQWYQISA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
EC 2.4.1.109 (dolichyl-phosphate-mannose-protein mannosyltransferase) inhibitor  An EC 2.4.1.* (hexosyltransferase) inhibitor that interferes with the action of dolichyl-phosphate-mannose-protein mannosyltransferase (EC 2.4.1.109).
ChEBI Ontology
Outgoing Relation(s)
5-[[3-(1-phenylethoxy)-4-(2-phenylethoxy)phenyl]methylene]-4-oxo-2-thioxo-3-thiazolidineacetic acid (CHEBI:156434) has role antifungal agent (CHEBI:35718)
5-[[3-(1-phenylethoxy)-4-(2-phenylethoxy)phenyl]methylene]-4-oxo-2-thioxo-3-thiazolidineacetic acid (CHEBI:156434) has role EC 2.4.1.109 (dolichyl-phosphate-mannose-protein mannosyltransferase) inhibitor (CHEBI:156527)
5-[[3-(1-phenylethoxy)-4-(2-phenylethoxy)phenyl]methylene]-4-oxo-2-thioxo-3-thiazolidineacetic acid (CHEBI:156434) is a aromatic ether (CHEBI:35618)
5-[[3-(1-phenylethoxy)-4-(2-phenylethoxy)phenyl]methylene]-4-oxo-2-thioxo-3-thiazolidineacetic acid (CHEBI:156434) is a monocarboxylic acid (CHEBI:25384)
5-[[3-(1-phenylethoxy)-4-(2-phenylethoxy)phenyl]methylene]-4-oxo-2-thioxo-3-thiazolidineacetic acid (CHEBI:156434) is a thiazolidinone (CHEBI:48891)
IUPAC Name 
{(5Z)-4-oxo-5-[3-(1-phenylethoxy)-4-(2-phenylethoxy)benzylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl}acetic acid
Synonyms  Source
OGT2468SUBMITTER
R3A-5aSUBMITTER
[(5Z)-4-oxo-5-{[3-(1-phenylethoxy)-4-(2-phenylethoxy)phenyl]methylidene}-2-sulfanylidene-1,3-thiazolidin-3-yl]acetic acidIUPAC
Citations