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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

Approval Year

PubMed

PubMed

TitleDatePubMed
Propionyl-CoA carboxylase deficiency with overflow of metabolites of isoleucine catabolism at all levels.
1979 Jan 18
Determination of (S)- and (R)-2-oxo-3-methylvaleric acid in plasma of patients with maple syrup urine disease.
1992 Jun 15
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
A conditional marker gene allowing both positive and negative selection in plants.
2004 Apr
Intrahippocampal administration of the alpha-keto acids accumulating in maple syrup urine disease provokes learning deficits in rats.
2004 Jan
Alpha-keto-beta-methylvaleric acid increases the in vitro phosphorylation of intermediate filaments in cerebral cortex of young rats through the gabaergic system.
2004 Jan 15
Protective effect of alpha-keto-beta-methyl-n-valeric acid on BV-2 microglia under hypoxia or oxidative stress.
2005 May
Bioactive diterpenes from the fruits of Detarium microcarpum.
2006 May
Metabolite profiling of human amniotic fluid by hyphenated nuclear magnetic resonance spectroscopy.
2008 Aug 1
Arabidopsis thaliana encodes a bacterial-type heterodimeric isopropylmalate isomerase involved in both Leu biosynthesis and the Met chain elongation pathway of glucosinolate formation.
2009 Oct
Metabolic changes reveal the development of schistosomiasis in mice.
2010 Aug 31
The chemistry, pharmacologic, and therapeutic applications of Polyalthia longifolia.
2010 Jan
Pentanol isomer synthesis in engineered microorganisms.
2010 Jan
Compartmentalization of the Edinburgh Human Metabolic Network.
2010 Jul 22
Prediction of novel synthetic pathways for the production of desired chemicals.
2010 Mar 28
Integration of metabolomics and transcriptomics data to aid biomarker discovery in type 2 diabetes.
2010 May
Patents

Patents

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