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CHEBI:137433 - (R)-3-(acetylthio)isobutyric acid

ChEBI IDCHEBI:137433
ChEBI Name(R)-3-(acetylthio)isobutyric acid
Stars
ASCII Name(R)-3-(acetylthio)isobutyric acid
DefinitionA monocarboxylic acid that is isobutyric acid in which a hydrogen of one of the methyl groups has been replaced by an acetylthio group (the R enantiomer). It is an important intermediate for the preparation of various angiotensin-converting enzyme inhibitors such as captopril and alacepril.
Last Modified15 June 2017
Submittergemma
DownloadsMolfile
FormulaC6H10O3S
Net Charge0
Average Mass162.210
Monoisotopic Mass162.03507
SMILESCC(=O)SC[C@H](C)C(=O)O
InChIInChI=1S/C6H10O3S/c1-4(6(8)9)3-10-5(2)7/h4H,3H2,1-2H3,(H,8,9)/t4-/m0/s1
InChIKeyVFVHNRJEYQGRGE-BYPYZUCNSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
ChEBI Ontology
Outgoing Relation(s)
(R)-3-(acetylthio)isobutyric acid (CHEBI:137433) is a monocarboxylic acid (CHEBI:25384)
(R)-3-(acetylthio)isobutyric acid (CHEBI:137433) is a thioacetate ester (CHEBI:52477)
IUPAC Name 
(2R)-3-(acetylthio)-2-methylpropanoic acid
Synonyms  Source
DATSUBMITTER
(2R)-3-(acetylthio)isobutyric acidChEBI
(R)-3-(acetylthio)-2-methylpropanoic acidChEBI
D-β-acetylthioisobutyric acidChEBI
(R)-3-(acetylthio)-2-methylpropionic acidChemIDplus
(R)-3-acetylthioisobutyric acidChEBI
Registry NumbersSources
Reaxys:5729494Reaxys
CAS:74431-52-0ChemIDplus
Citations