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

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ChEBI Name (R)-3-(acetylthio)isobutyric acid
ChEBI ID CHEBI:137433
ChEBI ASCII Name (R)-3-(acetylthio)isobutyric acid
Definition A monocarboxylic acid that is isobutyric acid in which a hydrogen of one of the methyl groups has been replaced by an acetylthio group (the R enantiomer).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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Gemma Holliday
Supplier Information
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Formula C6H10O3S
Net Charge 0
Average Mass 162.208
Monoisotopic Mass 162.03507
InChI InChI=1S/C6H10O3S/c1-4(6(8)9)3-10-5(2)7/h4H,3H2,1-2H3,(H,8,9)/t4-/m0/s1
InChIKey VFVHNRJEYQGRGE-BYPYZUCNSA-N
SMILES CC(SC[C@@H](C(O)=O)C)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (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 Sources
(2R)-3-(acetylthio)-2-methylpropionic acid ChEBI
(2R)-3-(acetylthio)isobutyric acid ChEBI
(2R)-3-acetylthioisobutyric acid ChEBI
(R)-3-(acetylthio)-2-methylpropanoic acid ChEBI
(R)-3-(acetylthio)-2-methylpropionic acid ChemIDplus
(R)-3-acetylthioisobutyric acid ChEBI
D-(−)-S-acetyl-β-mercaptoisobutyric acid ChEBI
D-β-acetylthioisobutyric acid ChEBI
DAT SUBMITTER
Registry Numbers Types Sources
5729494 Reaxys Registry Number Reaxys
74431-52-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12436309 PubMed citation Europe PMC
16321951 PubMed citation SUBMITTER
7765492 PubMed citation Europe PMC
Last Modified
15 June 2017