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Details

Stereochemistry ACHIRAL
Molecular Formula C5H7O3.Na
Molecular Weight 138.097
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SODIUM 3-METHYL-2-OXOBUTYRATE

SMILES

[Na+].CC(C)C(=O)C([O-])=O

InChI

InChIKey=WIQBZDCJCRFGKA-UHFFFAOYSA-M
InChI=1S/C5H8O3.Na/c1-3(2)4(6)5(7)8;/h3H,1-2H3,(H,7,8);/q;+1/p-1

HIDE SMILES / InChI

Molecular Formula C5H7O3
Molecular Weight 115.1073
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula Na
Molecular Weight 22.98976928
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Activation of hepatic branched-chain alpha-keto acid dehydrogenase complex by tumor necrosis factor-alpha in rats.
2005-03-25
A comprehensive update of the sequence and structure classification of kinases.
2005-03-16
A novel mutation in the dihydrolipoamide dehydrogenase E3 subunit gene (DLD) resulting in an atypical form of alpha-ketoglutarate dehydrogenase deficiency.
2005-03
Precursor and temperature modulation of fatty acid composition and growth of Listeria monocytogenes cold-sensitive mutants with transposon-interrupted branched-chain alpha-keto acid dehydrogenase.
2005-02
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
Thermococcus profundus 2-ketoisovalerate ferredoxin oxidoreductase, a key enzyme in the archaeal energy-producing amino acid metabolic pathway.
2005-01
The human malaria parasite Plasmodium falciparum possesses two distinct dihydrolipoamide dehydrogenases.
2005-01
Molecular mechanism for regulation of the human mitochondrial branched-chain alpha-ketoacid dehydrogenase complex by phosphorylation.
2004-12
Evidence that the branched-chain alpha-keto acids accumulating in maple syrup urine disease induce morphological alterations and death in cultured astrocytes from rat cerebral cortex.
2004-11-15
Tissue-specific translation of murine branched-chain alpha-ketoacid dehydrogenase kinase mRNA is dependent upon an upstream open reading frame in the 5'-untranslated region.
2004-10-22
Biochemical and molecular characterization of alpha-ketoisovalerate decarboxylase, an enzyme involved in the formation of aldehydes from amino acids by Lactococcus lactis.
2004-09-15
Conformational stability and thermodynamic characterization of the lipoic acid bearing domain of human mitochondrial branched chain alpha-ketoacid dehydrogenase.
2004-09
Cross-talk between thiamin diphosphate binding and phosphorylation loop conformation in human branched-chain alpha-keto acid decarboxylase/dehydrogenase.
2004-07-30
Protein requirements for endurance athletes.
2004-06-24
Crystallization and preliminary X-ray analysis of alpha-isopropylmalate synthase from Mycobacterium tuberculosis.
2004-06
A proteomic investigation of drug-induced steatosis in rat liver.
2004-05
Glutamine synthesis in the developing porcine placenta.
2004-05
Ligand-induced conformational changes and a reaction intermediate in branched-chain 2-oxo acid dehydrogenase (E1) from Thermus thermophilus HB8, as revealed by X-ray crystallography.
2004-04-02
A conditional marker gene allowing both positive and negative selection in plants.
2004-04
Diversity of L-leucine catabolism in various microorganisms involved in dairy fermentations, and identification of the rate-controlling step in the formation of the potent flavour component 3-methylbutanal.
2004-04
Leucine toxicity in a neuronal cell model with inhibited branched chain amino acid catabolism.
2004-03-30
Effects of liver failure on branched-chain alpha-keto acid dehydrogenase complex in rat liver and muscle: comparison between acute and chronic liver failure.
2004-03
Differential regulation of branched-chain alpha-ketoacid dehydrogenase kinase expression by glucocorticoids and acidification in LLC-PK1-GR101 cells.
2004-03
Lipoic acid-dependent oxidative catabolism of alpha-keto acids in mitochondria provides evidence for branched-chain amino acid catabolism in Arabidopsis.
2004-02
Alpha-keto-beta-methylvaleric acid increases the in vitro phosphorylation of intermediate filaments in cerebral cortex of young rats through the gabaergic system.
2004-01-15
Mechanisms responsible for regulation of branched-chain amino acid catabolism.
2004-01-09
Effects of liver failure on the enzymes in the branched-chain amino acid catabolic pathway.
2004-01-09
Intrahippocampal administration of the alpha-keto acids accumulating in maple syrup urine disease provokes learning deficits in rats.
2004-01
Branched-chain amino acid catabolism: unique segregation of pathway enzymes in organ systems and peripheral nerves.
2004-01
A simple and rapid enzymatic assay for the branched-chain alpha-ketoacid dehydrogenase complex using high-performance liquid chromatography.
2004
Catabolism of leucine to branched-chain fatty acids in Staphylococcus xylosus.
2004
Markers of inflammation, proteolysis, and apoptosis in ESRD.
2003-12
Inhibition of brain energy metabolism by the alpha-keto acids accumulating in maple syrup urine disease.
2003-11-20
Ile, Leu, and Val methyl assignments of the 723-residue malate synthase G using a new labeling strategy and novel NMR methods.
2003-11-12
Identification of twelve novel mutations in patients with classic and variant forms of maple syrup urine disease.
2003-11
Protein components of mitochondrial DNA nucleoids in higher eukaryotes.
2003-11
Roles of His291-alpha and His146-beta' in the reductive acylation reaction catalyzed by human branched-chain alpha-ketoacid dehydrogenase: refined phosphorylation loop structure in the active site.
2003-10-31
Premorbid weight, body mass, and varsity athletics in ALS.
2003-10-14
Substrate specificity and kinetic isotope effect analysis of the Eschericia coli ketopantoate reductase.
2003-09-30
Dietary carbohydrate deprivation increases 24-hour nitrogen excretion without affecting postabsorptive hepatic or whole body protein metabolism in healthy men.
2003-08
Structure of E. coli ketopantoate hydroxymethyl transferase complexed with ketopantoate and Mg2+, solved by locating 160 selenomethionine sites.
2003-08
Reaction mechanism of the heterotetrameric (alpha2beta2) E1 component of 2-oxo acid dehydrogenase multienzyme complexes.
2003-06-17
MR diffusion imaging and MR spectroscopy of maple syrup urine disease during acute metabolic decompensation.
2003-06
Development of a capillary electrophoretic method for the analysis of amino acids containing tablets.
2003-04-18
Regulatory effects of alanine-group amino acids on serine alkaline protease production by recombinant Bacillus licheniformis.
2003-04
A sensitive and robust method for obtaining intermolecular NOEs between side chains in large protein complexes.
2003-03
2-Oxo acid dehydrogenase complexes in redox regulation.
2003-03
2-Oxo acid dehydrogenase complexes of multicellular organisms.
2003-03
Evolution of mosaic operons by horizontal gene transfer and gene displacement in situ.
2003
The genomics and proteomics of biofilm formation.
2003
Substance Class Chemical
Created
by admin
on Wed Apr 02 10:12:33 GMT 2025
Edited
by admin
on Wed Apr 02 10:12:33 GMT 2025
Record UNII
5OM3H751IU
Record Status Validated (UNII)
Record Version
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Name Type Language
FEMA NO. 3869, SODIUM SALT-
Preferred Name English
SODIUM 3-METHYL-2-OXOBUTYRATE
Systematic Name English
3-METHYL-2-OXOBUTANOIC ACID SODIUM SALT
Common Name English
SODIUM .ALPHA.-KETOISOVALERATE
Systematic Name English
SODIUM .ALPHA.-OXOISOVALERATE
Systematic Name English
SODIUM 2-OXOISOVALERATE
Systematic Name English
BUTANOIC ACID, 3-METHYL-2-OXO-, SODIUM SALT
Common Name English
BUTANOIC ACID, 3-METHYL-2-OXO-, SODIUM SALT (1:1)
Common Name English
SODIUM DIMETHYLPYRUVATE
Systematic Name English
3-METHYL-2-OXOBUTYRIC ACID SODIUM SALT
Common Name English
SODIUM 3-METHYL-2-OXOBUTANOATE
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID60190633
Created by admin on Wed Apr 02 10:12:33 GMT 2025 , Edited by admin on Wed Apr 02 10:12:33 GMT 2025
PRIMARY
EVMPD
SUB12201MIG
Created by admin on Wed Apr 02 10:12:33 GMT 2025 , Edited by admin on Wed Apr 02 10:12:33 GMT 2025
PRIMARY
ECHA (EC/EINECS)
223-062-2
Created by admin on Wed Apr 02 10:12:33 GMT 2025 , Edited by admin on Wed Apr 02 10:12:33 GMT 2025
PRIMARY
CAS
3715-29-5
Created by admin on Wed Apr 02 10:12:33 GMT 2025 , Edited by admin on Wed Apr 02 10:12:33 GMT 2025
PRIMARY
FDA UNII
5OM3H751IU
Created by admin on Wed Apr 02 10:12:33 GMT 2025 , Edited by admin on Wed Apr 02 10:12:33 GMT 2025
PRIMARY
JECFA MONOGRAPH
1468
Created by admin on Wed Apr 02 10:12:33 GMT 2025 , Edited by admin on Wed Apr 02 10:12:33 GMT 2025
PRIMARY
SMS_ID
100000181276
Created by admin on Wed Apr 02 10:12:33 GMT 2025 , Edited by admin on Wed Apr 02 10:12:33 GMT 2025
PRIMARY
PUBCHEM
2724059
Created by admin on Wed Apr 02 10:12:33 GMT 2025 , Edited by admin on Wed Apr 02 10:12:33 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE