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CHEBI:27681 - (S)-2-acetyl-2-hydroxybutanoic acid

ChEBI IDCHEBI:27681
ChEBI Name(S)-2-acetyl-2-hydroxybutanoic acid
Stars
ASCII Name(S)-2-acetyl-2-hydroxybutanoic acid
DefinitionA 3-oxo monocarboxylic acid that is butanoic acid in which the hydrogens at position 2 are replaced by an acetyl and a hydroxy group (the S enantiomer).
Secondary ChEBI IDsCHEBI:373, CHEBI:18730
Last Modified15 April 2024
DownloadsMolfile
FormulaC6H10O4
Net Charge0
Average Mass146.142
Monoisotopic Mass146.05791
SMILESCC[C@](O)(C(C)=O)C(=O)O
InChIInChI=1S/C6H10O4/c1-3-6(10,4(2)7)5(8)9/h10H,3H2,1-2H3,(H,8,9)/t6-/m0/s1
InChIKeyVUQLHQFKACOHNZ-LURJTMIESA-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)
(S)-2-acetyl-2-hydroxybutanoic acid (CHEBI:27681) has functional parent butyric acid (CHEBI:30772)
(S)-2-acetyl-2-hydroxybutanoic acid (CHEBI:27681) is a 2-Aceto-2-hydroxybutanoate (CHEBI:982)
(S)-2-acetyl-2-hydroxybutanoic acid (CHEBI:27681) is a 3-oxo monocarboxylic acid (CHEBI:47881)
(S)-2-acetyl-2-hydroxybutanoic acid (CHEBI:27681) is a hydroxy monocarboxylic acid (CHEBI:35868)
(S)-2-acetyl-2-hydroxybutanoic acid (CHEBI:27681) is a tertiary α-hydroxy ketone (CHEBI:139592)
(S)-2-acetyl-2-hydroxybutanoic acid (CHEBI:27681) is conjugate acid of (S)-2-acetyl-2-hydroxybutanoate (CHEBI:49256)
Incoming Relation(s)
(S)-2-acetyl-2-hydroxybutanoate (CHEBI:49256) is conjugate base of (S)-2-acetyl-2-hydroxybutanoic acid (CHEBI:27681)
IUPAC Name 
(2S)-2-ethyl-2-hydroxy-3-oxobutanoic acid
Synonym  Source
(S)-2-acetyl-2-hydroxybutyric acidChEBI
Manual XrefsDatabases
C06006KEGG COMPOUND