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Details

Stereochemistry ACHIRAL
Molecular Formula C4H6O3
Molecular Weight 102.0886
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ?-Ketobutyric acid

SMILES

CCC(=O)C(O)=O

InChI

InChIKey=TYEYBOSBBBHJIV-UHFFFAOYSA-N
InChI=1S/C4H6O3/c1-2-3(5)4(6)7/h2H2,1H3,(H,6,7)

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Methyl jasmonate-elicited herbivore resistance: does MeJA function as a signal without being hydrolyzed to JA?
2008-04
Metabolism of halophilic archaea.
2008-03
ACC deaminase from plant growth-promoting bacteria affects crown gall development.
2007-12
Perspective of plant growth promoting rhizobacteria (PGPR) containing ACC deaminase in stress agriculture.
2007-10
SanM catalyzes the formation of 4-pyridyl-2-oxo-4-hydroxyisovalerate in nikkomycin biosynthesis by interacting with SanN.
2007-09-14
Structure and function of enzymes involved in the anaerobic degradation of L-threonine to propionate.
2007-09
Selection and properties of alpha-acetolactate decarboxylase-deficient spontaneous mutants of Streptococcus thermophilus.
2007-09
Perspectives of bacterial ACC deaminase in phytoremediation.
2007-08
A novel strategy for enzymatic synthesis of 4-hydroxyisoleucine: identification of an enzyme possessing HMKP (4-hydroxy-3-methyl-2-keto-pentanoate) aldolase activity.
2007-08
Synthesis of 4-hydroxyisoleucine by the aldolase-transaminase coupling reaction and basic characterization of the aldolase from Arthrobacter simplex AKU 626.
2007-07
Determinants of substrate specificity for saccharopine dehydrogenase from Saccharomyces cerevisiae.
2007-06-26
Biomass in the manufacture of industrial products--the use of proteins and amino acids.
2007-06
The crystal structure of Escherichia coli TdcF, a member of the highly conserved YjgF/YER057c/UK114 family.
2007-05-16
Bacillus decisifrondis sp. nov., isolated from soil underlying decaying leaf foliage.
2007-05
Rhythm of the beta-cell oscillator is not governed by a single regulator: multiple systems contribute to oscillatory behavior.
2007-05
Transcriptional analysis of L-methionine catabolism in Brevibacterium linens ATCC9175.
2007-04
Autophagy gene-dependent clearance of apoptotic cells during embryonic development.
2007-03-09
Functional characterization of a methionine gamma-lyase in Arabidopsis and its implication in an alternative to the reverse trans-sulfuration pathway.
2007-02
Crystal structures of Salmonella typhimurium biodegradative threonine deaminase and its complex with CMP provide structural insights into ligand-induced oligomerization and enzyme activation.
2006-12-22
A threonine synthase homolog from a mammalian genome.
2006-12-01
Silencing threonine deaminase and JAR4 in Nicotiana attenuata impairs jasmonic acid-isoleucine-mediated defenses against Manduca sexta.
2006-11
Accelerating the reconstruction of genome-scale metabolic networks.
2006-06-13
Hypobaric hypoxia affects endogenous levels of alpha-keto acids in murine heart ventricles.
2006-04-14
Development of a convenient new synthetic route to [3]ferrocenophanones.
2006-04-14
Crystallization and preliminary X-ray crystallographic analysis of biodegradative threonine deaminase (TdcB) from Salmonella typhimurium.
2006-03-01
Somatostatin inhibits oxidative respiration in pancreatic beta-cells.
2006-03
Cystathionine gamma-lyase contributes to selenomethionine detoxification and cytosolic glutathione peroxidase biosynthesis in mouse liver.
2006-02
Effect of plant growth promoting rhizobacteria containing ACC-deaminase on maize (Zea mays L.) growth under axenic conditions and on nodulation in mung bean (Vigna radiata L.).
2006-02
Purifications and characterizations of a ferredoxin and its related 2-oxoacid:ferredoxin oxidoreductase from the hyperthermophilic archaeon, Sulfolobus solfataricus P1.
2006-01-31
Eleven ancestral gene families lost in mammals and vertebrates while otherwise universally conserved in animals.
2006-01-18
Methionine catabolism in Saccharomyces cerevisiae.
2006-01
Novel ligands for the extracellular solute receptors of two bacterial TRAP transporters.
2006-01
Pyruvate protects glucose-deprived Müller cells from nitric oxide-induced oxidative stress by radical scavenging.
2005-12
Alterations in neutrophil (PMN) free intracellular alpha-keto acid profiles and immune functions induced by L-alanyl-L-glutamine, arginine or taurine.
2005-11
Biocatalytic approaches to hetero-Diels-Alder adducts of carbonyl compounds.
2005-10-07
Crystal structures of ADP and AMPPNP-bound propionate kinase (TdcD) from Salmonella typhimurium: comparison with members of acetate and sugar kinase/heat shock cognate 70/actin superfamily.
2005-09-30
Monitoring the acetohydroxy acid synthase reaction and related carboligations by circular dichroism spectroscopy.
2005-07-01
The glucose dependence of Akt-transformed cells can be reversed by pharmacologic activation of fatty acid beta-oxidation.
2005-06-16
Structure of ACC synthase inactivated by the mechanism-based inhibitor L-vinylglycine.
2005-04-25
Gene expression and characterization of two 2-oxoacid:ferredoxin oxidoreductases from Aeropyrum pernix K1.
2005-04-25
Mice have a transcribed L-threonine aldolase/GLY1 gene, but the human GLY1 gene is a non-processed pseudogene.
2005-03-09
Crystal structure of the pyridoxal-5'-phosphate-dependent serine dehydratase from human liver.
2005-03
Bioinformatic mapping of AlkB homology domains in viruses.
2005-01-03
Cloning, expression, purification, crystallization and preliminary X-ray diffraction analysis of propionate kinase (TdcD) from Salmonella typhimurium.
2005-01-01
The mitochondrial branched-chain aminotransferase (AtBCAT-1) is capable to initiate degradation of leucine, isoleucine and valine in almost all tissues in Arabidopsis thaliana.
2005-01
Expression and characterization of 1-aminocyclopropane-1-carboxylate deaminase from the rhizobacterium Pseudomonas putida UW4: a key enzyme in bacterial plant growth promotion.
2004-12-01
4-methylthio 2-oxobutanoate transaminase: a specific target for antiproliferative agents.
2004-04
Crystallization and some properties of D-lactate dehydrogenase from Staphylococcus sp. LDH-1.
2002
Ammonia assimilation in Klebsiella pneumoniae F-5-2 that can utilize ammonium and nitrate ions simultaneously: purification and characterization of glutamate dehydrogenase and glutamine synthetase.
2002
Concomitant extracellular accumulation of alpha-keto acids and higher alcohols by Zygosaccharomyces rouxii.
2002
Patents
Name Type Language
?-Ketobutyric acid
Systematic Name English
2-OXOBUTYRIC ACID
FHFI  
Preferred Name English
2-OXOBUTYRIC ACID [FHFI]
Common Name English
BUTANOIC ACID, 2-OXO-
Common Name English
BUTYRIC ACID, 2-OXO-
Common Name English
2-OXOBUTANOIC ACID
Systematic Name English
NSC-60533
Code English
FEMA NO. 3723
Code English
2-KETOBUTANOIC ACID
Systematic Name English
2-OXO-N-BUTYRIC ACID
Common Name English
PROPIONYLFORMIC ACID
Systematic Name English
3-METHYLPYRUVIC ACID
Common Name English
.ALPHA.-OXOBUTYRIC ACID
Systematic Name English
.ALPHA.-OXOBUTANOIC ACID
Systematic Name English
2-KETOBUTYRIC ACID
Systematic Name English
.ALPHA.-KETO-N-BUTYRIC ACID
Common Name English
.ALPHA.-OXO-N-BUTYRIC ACID
Common Name English
Classification Tree Code System Code
JECFA EVALUATION 2-OXOBUTYRIC ACID
Created by admin on Mon Mar 31 19:10:56 GMT 2025 , Edited by admin on Mon Mar 31 19:10:56 GMT 2025
Code System Code Type Description
JECFA MONOGRAPH
155
Created by admin on Mon Mar 31 19:10:56 GMT 2025 , Edited by admin on Mon Mar 31 19:10:56 GMT 2025
PRIMARY
DRUG BANK
DB04553
Created by admin on Mon Mar 31 19:10:56 GMT 2025 , Edited by admin on Mon Mar 31 19:10:56 GMT 2025
PRIMARY
NSC
60533
Created by admin on Mon Mar 31 19:10:56 GMT 2025 , Edited by admin on Mon Mar 31 19:10:56 GMT 2025
PRIMARY
CAS
600-18-0
Created by admin on Mon Mar 31 19:10:56 GMT 2025 , Edited by admin on Mon Mar 31 19:10:56 GMT 2025
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EPA CompTox
DTXSID9060524
Created by admin on Mon Mar 31 19:10:56 GMT 2025 , Edited by admin on Mon Mar 31 19:10:56 GMT 2025
PRIMARY
ECHA (EC/EINECS)
209-986-9
Created by admin on Mon Mar 31 19:10:56 GMT 2025 , Edited by admin on Mon Mar 31 19:10:56 GMT 2025
PRIMARY
CHEBI
30831
Created by admin on Mon Mar 31 19:10:56 GMT 2025 , Edited by admin on Mon Mar 31 19:10:56 GMT 2025
PRIMARY
FDA UNII
B92RB6HY1A
Created by admin on Mon Mar 31 19:10:56 GMT 2025 , Edited by admin on Mon Mar 31 19:10:56 GMT 2025
PRIMARY
PUBCHEM
58
Created by admin on Mon Mar 31 19:10:56 GMT 2025 , Edited by admin on Mon Mar 31 19:10:56 GMT 2025
PRIMARY
WIKIPEDIA
alpha-Ketobutyric acid
Created by admin on Mon Mar 31 19:10:56 GMT 2025 , Edited by admin on Mon Mar 31 19:10:56 GMT 2025
PRIMARY