CHEBI:16444 - 2-acetyllactic acid

ChEBI IDCHEBI:16444
ChEBI Name2-acetyllactic acid
Stars
DefinitionA derivative of butyric acid having methyl, hydroxy and oxo substituents at the 2-, 2- and 3-positions respectively.
Secondary ChEBI IDsCHEBI:983, CHEBI:11495, CHEBI:19433
Last Modified6 February 2018
DownloadsMolfile
FormulaC5H8O4
Net Charge0
Average Mass132.115
Monoisotopic Mass132.04226
SMILESCC(=O)C(C)(O)C(=O)O
InChIInChI=1S/C5H8O4/c1-3(6)5(2,9)4(7)8/h9H,1-2H3,(H,7,8)
InChIKeyNMDWGEGFJUBKLB-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
ChEBI Ontology
Outgoing Relation(s)
2-acetyllactic acid (CHEBI:16444) has functional parent butyric acid (CHEBI:30772)
2-acetyllactic acid (CHEBI:16444) has role mouse metabolite (CHEBI:75771)
2-acetyllactic acid (CHEBI:16444) is a 2-hydroxy monocarboxylic acid (CHEBI:49302)
2-acetyllactic acid (CHEBI:16444) is a 3-oxo monocarboxylic acid (CHEBI:47881)
2-acetyllactic acid (CHEBI:16444) is a tertiary α-hydroxy ketone (CHEBI:139592)
2-acetyllactic acid (CHEBI:16444) is conjugate acid of 2-acetyllactate (CHEBI:57774)
Incoming Relation(s)
(2S)-2-hydroxy-2-methyl-3-oxobutanoic acid (CHEBI:18409) is a 2-acetyllactic acid (CHEBI:16444)
2-acetyllactate (CHEBI:57774) is conjugate base of 2-acetyllactic acid (CHEBI:16444)
IUPAC Name 
2-hydroxy-2-methyl-3-oxobutanoic acid
Synonym  Source
2-AcetolactateKEGG COMPOUND
Manual XrefsDatabases
C00900KEGG COMPOUND
C00900KEGG COMPOUND
C00019658KNApSAcK