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Details

Stereochemistry RACEMIC
Molecular Formula C6H10O3
Molecular Weight 130.1418
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3-ETHYL-3-METHYLPYRUVIC ACID

SMILES

CCC(C)C(=O)C(O)=O

InChI

InChIKey=JVQYSWDUAOAHFM-UHFFFAOYSA-N
InChI=1S/C6H10O3/c1-3-4(2)5(7)6(8)9/h4H,3H2,1-2H3,(H,8,9)

HIDE SMILES / InChI
Molecular Formula C6H10O3
Molecular Weight 130.1418
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

Unknown
139594
PubMed

PubMed

TitleDatePubMed
Pharmacological evidence that alpha-ketoisovaleric acid induces convulsions through GABAergic and glutamatergic mechanisms in rats.
2001 Mar 9
Effect of the branched-chain alpha-ketoacids accumulating in maple syrup urine disease on the high molecular weight neurofilament subunit (NF-H) in rat cerebral cortex.
2002 Jun
Lacticin 3147 favours isoleucine transamination by Lactococcus lactis IFPL359 in a cheese-model system.
2003 Apr
Mycobacterium tuberculosis ketopantoate hydroxymethyltransferase: tetrahydrofolate-independent hydroxymethyltransferase and enolization reactions with alpha-keto acids.
2003 Jan 14
Inhibition of the alpha-ketoglutarate dehydrogenase complex alters mitochondrial function and cellular calcium regulation.
2003 Jan 20
Inhibition of brain energy metabolism by the alpha-keto acids accumulating in maple syrup urine disease.
2003 Nov 20
Biosynthesis of branched-chain fatty acid in bacilli: FabD (malonyl-CoA:ACP transacylase) is not essential for in vitro biosynthesis of branched-chain fatty acids.
2003 Oct
Inhibition of alpha-ketoglutarate dehydrogenase complex promotes cytochrome c release from mitochondria, caspase-3 activation, and necrotic cell death.
2003 Oct 15
Substrate specificity and kinetic isotope effect analysis of the Eschericia coli ketopantoate reductase.
2003 Sep 30
Catabolism of leucine to branched-chain fatty acids in Staphylococcus xylosus.
2004
Mitochondrial enzymes and endoplasmic reticulum calcium stores as targets of oxidative stress in neurodegenerative diseases.
2004 Aug
Intrahippocampal administration of the alpha-keto acids accumulating in maple syrup urine disease provokes learning deficits in rats.
2004 Jan
alpha-Aminoadipate aminotransferase from an extremely thermophilic bacterium, Thermus thermophilus.
2004 Jul
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 Nov 15
alpha-keto acids accumulating in maple syrup urine disease stimulate lipid peroxidation and reduce antioxidant defences in cerebral cortex from young rats.
2005 Jun
Branched-chain alpha-keto acids accumulating in maple syrup urine disease induce reorganization of phosphorylated GFAP in C6-glioma cells.
2005 Sep
Bioactive diterpenes from the fruits of Detarium microcarpum.
2006 May
Branched chain keto-acids exert biphasic effects on alpha-ketoglutarate-stimulated respiration in intact rat liver mitochondria.
2007 Apr-May
Synaptic plasma membrane Na(+), K (+)-ATPase activity is significantly reduced by the alpha-keto acids accumulating in maple syrup urine disease in rat cerebral cortex.
2007 Mar
Metabolite profiling of human amniotic fluid by hyphenated nuclear magnetic resonance spectroscopy.
2008 Aug 1
Metabolic changes reveal the development of schistosomiasis in mice.
2010 Aug 31
The chemistry, pharmacologic, and therapeutic applications of Polyalthia longifolia.
2010 Jan
Characterization of the branched-chain amino acid aminotransferase enzyme family in tomato.
2010 Jul
Engineering Corynebacterium glutamicum for isobutanol production.
2010 Jul
Integration of metabolomics and transcriptomics data to aid biomarker discovery in type 2 diabetes.
2010 May
Patents

Patents

JPH0353887A
2
Substance Class Chemical
Created
by admin
on Sat Dec 16 01:02:51 GMT 2023
Edited
by admin
on Sat Dec 16 01:02:51 GMT 2023
Record UNII
787T50HCIV
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
3-ETHYL-3-METHYLPYRUVIC ACID
Common Name English
3-METHYL-2-OXOVALERIC ACID
Systematic Name English
.ALPHA.-OXO-.BETA.-METHYL-N-VALERIC ACID
Common Name English
DL-3-METHYL-2-OXOVALERIC ACID
Common Name English
(±)-3-METHYL-2-OXOPENTANOIC ACID
Systematic Name English
3-METHYL-2-OXOPENTANOIC ACID
FHFI  
Systematic Name English
3-METHYL-2-OXOPENTANOIC ACID, (±)-
Common Name English
DL-3-ETHYL-3-METHYLPYRUVIC ACID
Common Name English
3-METHYL-2-OXOVALERIC ACID, DL-
Common Name English
PENTANOIC ACID, 3-METHYL-2-OXO-
Common Name English
DL-3-METHYL-2-OXOPENTANOATE
Common Name English
.ALPHA.-KETO-.BETA.-METHYLVALERIC ACID
Systematic Name English
FEMA NO. 3870, ACID-(±)-
Code English
2-OXO-3-METHYLVALERIC ACID
Systematic Name English
3-METHYL-2-OXOPENTANOIC ACID [FHFI]
Common Name English
2-OXO-3-METHYLPENTANOIC ACID
Systematic Name English
.ALPHA.-KETO-.BETA.-METHYL-N-VALERIC ACID
Common Name English
VALERIC ACID, 3-METHYL-2-OXO-
Common Name English
.ALPHA.-OXO-.BETA.-METHYLVALERIC ACID
Systematic Name English
2-OXO-3-METHYL-N-VALERIC ACID
Common Name English
DL-3-METHYL-2-OXO PENTANOIC ACID
Common Name English
DL-3-METHYL-2-OXOPENTANOIC ACID
Common Name English
Classification Tree Code System Code
JECFA EVALUATION 3-METHYL-2-OXOPENTANOIC ACID
Created by admin on Sat Dec 16 01:02:51 GMT 2023 , Edited by admin on Sat Dec 16 01:02:51 GMT 2023
Code System Code Type Description
PUBCHEM
47
Created by admin on Sat Dec 16 01:02:51 GMT 2023 , Edited by admin on Sat Dec 16 01:02:51 GMT 2023
PRIMARY
JECFA MONOGRAPH
453
Created by admin on Sat Dec 16 01:02:51 GMT 2023 , Edited by admin on Sat Dec 16 01:02:51 GMT 2023
PRIMARY
EPA CompTox
DTXSID50862670
Created by admin on Sat Dec 16 01:02:51 GMT 2023 , Edited by admin on Sat Dec 16 01:02:51 GMT 2023
PRIMARY
FDA UNII
787T50HCIV
Created by admin on Sat Dec 16 01:02:51 GMT 2023 , Edited by admin on Sat Dec 16 01:02:51 GMT 2023
PRIMARY
MANUFACTURER PRODUCT INFORMATION
3-ETHYL-3-METHYLPYRUVIC ACID
Created by admin on Sat Dec 16 01:02:51 GMT 2023 , Edited by admin on Sat Dec 16 01:02:51 GMT 2023
PRIMARY
CHEBI
35932
Created by admin on Sat Dec 16 01:02:51 GMT 2023 , Edited by admin on Sat Dec 16 01:02:51 GMT 2023
PRIMARY
CAS
1460-34-0
Created by admin on Sat Dec 16 01:02:51 GMT 2023 , Edited by admin on Sat Dec 16 01:02:51 GMT 2023
PRIMARY
ECHA (EC/EINECS)
215-955-0
Created by admin on Sat Dec 16 01:02:51 GMT 2023 , Edited by admin on Sat Dec 16 01:02:51 GMT 2023
PRIMARY
Related Record Type Details
Structure of CALCIUM 3-METHYL-2-OXOBUTYRATE DIHYDRATE
SALT/SOLVATE -> PARENT
Structure of CALCIUM 3-METHYL-2-OXOBUTYRATE
SALT/SOLVATE -> PARENT
Structure of SODIUM 3-METHYL-2-OXOPENTANOATE
SALT/SOLVATE -> PARENT
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