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
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)
| 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
PubMed
| Title | Date | PubMed |
|---|---|---|
| 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 |
|
| Mitochondrial enzymes and endoplasmic reticulum calcium stores as targets of oxidative stress in neurodegenerative diseases. | 2004 Aug |
|
| alpha-keto-beta-methyl-n-valeric acid diminishes reactive oxygen species and alters endoplasmic reticulum Ca(2+) stores. | 2004 Dec 1 |
|
| 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 |
|
| 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 |
|
| Branched-chain fatty acid biosynthesis in a branched-chain amino acid aminotransferase mutant of Staphylococcus carnosus. | 2005 Feb 1 |
|
| alpha-keto acids accumulating in maple syrup urine disease stimulate lipid peroxidation and reduce antioxidant defences in cerebral cortex from young rats. | 2005 Jun |
|
| Modeling Lactococcus lactis using a genome-scale flux model. | 2005 Jun 27 |
|
| Protective effect of alpha-keto-beta-methyl-n-valeric acid on BV-2 microglia under hypoxia or oxidative stress. | 2005 May |
|
| Branched-chain alpha-keto acids accumulating in maple syrup urine disease induce reorganization of phosphorylated GFAP in C6-glioma cells. | 2005 Sep |
|
| Hypobaric hypoxia affects endogenous levels of alpha-keto acids in murine heart ventricles. | 2006 Apr 14 |
|
| Creatine and antioxidant treatment prevent the inhibition of creatine kinase activity and the morphological alterations of C6 glioma cells induced by the branched-chain alpha-keto acids accumulating in maple syrup urine disease. | 2006 Feb |
|
| 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 |
|
| Effect of the branched-chain alpha-keto acids accumulating in maple syrup urine disease on S100B release from glial cells. | 2007 Sep 15 |
|
| NMR-spectroscopy-based metabonomic approach to the analysis of Bay41-4109, a novel anti-HBV compound, induced hepatotoxicity in rats. | 2007 Sep 28 |
|
| Metabolite profiling of human amniotic fluid by hyphenated nuclear magnetic resonance spectroscopy. | 2008 Aug 1 |
|
| Streptococcus pneumoniae and Staphylococcus aureus pneumonia induce distinct metabolic responses. | 2009 Jun |
|
| 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 |
|
| The role of free amino acids in semen of rainbow trout Oncorhynchus mykiss and carp Cyprinus carpio. | 2009 Sep |
|
| The effects of branched-chain amino acid interactions on growth performance, blood metabolites, enzyme kinetics and transcriptomics in weaned pigs. | 2010 Apr |
|
| Metabolic changes reveal the development of schistosomiasis in mice. | 2010 Aug 31 |
|
| Genome sequence of the pea aphid Acyrthosiphon pisum. | 2010 Feb 23 |
|
| The chemistry, pharmacologic, and therapeutic applications of Polyalthia longifolia. | 2010 Jan |
|
| Pentanol isomer synthesis in engineered microorganisms. | 2010 Jan |
|
| Characterization of the branched-chain amino acid aminotransferase enzyme family in tomato. | 2010 Jul |
|
| Engineering Corynebacterium glutamicum for isobutanol production. | 2010 Jul |
|
| 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
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 01:02:51 GMT 2023
by
admin
on
Sat Dec 16 01:02:51 GMT 2023
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| Record UNII |
787T50HCIV
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
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| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
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JECFA EVALUATION |
3-METHYL-2-OXOPENTANOIC ACID
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| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
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47
Created by
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453
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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
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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
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3-ETHYL-3-METHYLPYRUVIC ACID
Created by
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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
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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
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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
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