Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C5H9O3.Na |
| Molecular Weight | 140.1129 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].CC(C)C(O)C([O-])=O
InChI
InChIKey=CPGHJLCKGBLVMB-UHFFFAOYSA-M
InChI=1S/C5H10O3.Na/c1-3(2)4(6)5(7)8;/h3-4,6H,1-2H3,(H,7,8);/q;+1/p-1
| 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 |
| Molecular Formula | C5H9O3 |
| Molecular Weight | 117.1232 |
| Charge | -1 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
2-Hydroxyisovaleric acid (also known as 2-Hydroxy-3-methylbutyric acid) is a metabolite found in the urine patients with acidosis and diabetic ketoacidosis. The concentration of this metabolite was also abnormal high in the urine of severely asphyxiated group. In case of maple syrup urine disease, when also the concentration of the 2-hydroxyisovaleric acid was increased in the urine, was made a suggestion, that the early diagnosis and proper treatment can prevent brain damage and improve prognosis.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| NMR-based metabonomic analysis of the hepatotoxicity induced by combined exposure to PCBs and TCDD in rats. | 2010-11-01 |
|
| Alpha-ketoisocaproic acid and leucine provoke mitochondrial bioenergetic dysfunction in rat brain. | 2010-04-09 |
|
| Biosynthesis of the cyclooligomer depsipeptide bassianolide, an insecticidal virulence factor of Beauveria bassiana. | 2009-05 |
|
| Biosynthesis of the cyclooligomer depsipeptide beauvericin, a virulence factor of the entomopathogenic fungus Beauveria bassiana. | 2008-09-22 |
|
| Metabolic viability assessment of cystic echinococcosis using high-field 1H MRS of cyst contents. | 2008-08 |
|
| Proton HR-MAS NMR spectroscopic characterization of metabolites in various human organ tissues: pancreas, brain and liver from trauma cases. | 2008 |
|
| NMR-spectroscopy-based metabonomic approach to the analysis of Bay41-4109, a novel anti-HBV compound, induced hepatotoxicity in rats. | 2007-09-28 |
|
| Cytotoxic and Antihaptotactic beauvericin analogues from precursor-directed biosynthesis with the insect pathogen Beauveria bassiana ATCC 7159. | 2007-09 |
|
| Two step derivatization for the analyses of organic, amino acids and glycines on filter paper plasma by GC-MS/SIM. | 2007-03 |
|
| Pleofungins, novel inositol phosphorylceramide synthase inhibitors, from Phoma sp. SANK 13899. II. Structural elucidation. | 2007-02 |
|
| Absolute configuration of the creatonotines and callimorphines, two classes of arctiid-specific pyrrolizidine alkaloids. | 2007-01 |
|
| Multidimensional chromatographic approach applied to the identification of novel aroma compounds in wine. Identification of ethyl cyclohexanoate, ethyl 2-hydroxy-3-methylbutyrate and ethyl 2-hydroxy-4-methylpentanoate. | 2006-12-29 |
|
| Low-abundance kutznerides from Kutzneria sp. 744. | 2006-12 |
|
| Deciphering the biosynthetic codes for the potent anti-SARS-CoV cyclodepsipeptide valinomycin in Streptomyces tsusimaensis ATCC 15141. | 2006-03 |
|
| Intrahippocampal administration of the branched-chain alpha-hydroxy acids accumulating in maple syrup urine disease compromises rat performance in aversive and non-aversive behavioral tasks. | 2005-05-15 |
|
| Exceptional chiral recognition of racemic carboxylic acids by calix[4]arenes bearing optically pure alpha,beta-amino alcohol groups. | 2004-04-15 |
|
| Disturbances of valine metabolism in patients with peroxisomal biogenesis disorders. | 2003 |
|
| Enniatin synthetase is a monomer with extended structure: evidence for an intramolecular reaction mechanism. | 2002-10 |
|
| Sebastianines A and B, novel biologically active pyridoacridine alkaloids from the Brazilian ascidian Cystodytes dellechiajei. | 2002-07-26 |
|
| Directed biosynthesis of new enniatins. | 2001-10 |
|
| Enantiomeric purity determination of malic acid in apple juices by multi-beam circular dichroism detection. | 2001-09-14 |
|
| Gas chromatography-mass spectrometry with tert.-butyldimethylsilyl derivation: use of the simplified sample preparations and the automated data system to screen for organic acidemias. | 2000-09-01 |
|
| Simultaneous determination of plasma levels of alpha-ketoisocaproic acid and leucine and evaluation of alpha-[1-13C]ketoisocaproic acid and [1-13C]leucine enrichment by gas chromatography-mass spectrometry. | 1994-08-01 |
|
| Propionyl-CoA carboxylase deficiency: case report, effect of low-protein diet and identification of 3-oxo-2-methylvaleric acid 3-hydroxy-2-methylvaleric acid, and maleic acid in urine. | 1981-04 |
|
| The occurrence of 2-hydroxyisovaleric acid in patients with lactic acidosis and ketoacidosis. | 1977-08-01 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 21:40:17 GMT 2025
by
admin
on
Mon Mar 31 21:40:17 GMT 2025
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| Record UNII |
4M5OTC1X2O
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| Record Status |
Validated (UNII)
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| Record Version |
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DTXSID10973352
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57768-96-4
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4M5OTC1X2O
Created by
admin on Mon Mar 31 21:40:17 GMT 2025 , Edited by admin on Mon Mar 31 21:40:17 GMT 2025
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