Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C5H10O3 |
| Molecular Weight | 118.1311 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)C(O)C(O)=O
InChI
InChIKey=NGEWQZIDQIYUNV-UHFFFAOYSA-N
InChI=1S/C5H10O3/c1-3(2)4(6)5(7)8/h3-4,6H,1-2H3,(H,7,8)
| Molecular Formula | C5H10O3 |
| Molecular Weight | 118.1311 |
| Charge | 0 |
| 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 |
|---|---|---|
| The occurrence of 2-hydroxyisovaleric acid in patients with lactic acidosis and ketoacidosis. | 1977 Aug 1 |
|
| 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 Apr |
|
| 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 Aug 1 |
|
| 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 Sep 1 |
|
| Directed biosynthesis of new enniatins. | 2001 Oct |
|
| Enantiomeric purity determination of malic acid in apple juices by multi-beam circular dichroism detection. | 2001 Sep 14 |
|
| Sebastianines A and B, novel biologically active pyridoacridine alkaloids from the Brazilian ascidian Cystodytes dellechiajei. | 2002 Jul 26 |
|
| Enniatin synthetase is a monomer with extended structure: evidence for an intramolecular reaction mechanism. | 2002 Oct |
|
| Disturbances of valine metabolism in patients with peroxisomal biogenesis disorders. | 2003 |
|
| Exceptional chiral recognition of racemic carboxylic acids by calix[4]arenes bearing optically pure alpha,beta-amino alcohol groups. | 2004 Apr 15 |
|
| 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 May 15 |
|
| Low-abundance kutznerides from Kutzneria sp. 744. | 2006 Dec |
|
| 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 Dec 29 |
|
| Deciphering the biosynthetic codes for the potent anti-SARS-CoV cyclodepsipeptide valinomycin in Streptomyces tsusimaensis ATCC 15141. | 2006 Mar |
|
| Pleofungins, novel inositol phosphorylceramide synthase inhibitors, from Phoma sp. SANK 13899. II. Structural elucidation. | 2007 Feb |
|
| Absolute configuration of the creatonotines and callimorphines, two classes of arctiid-specific pyrrolizidine alkaloids. | 2007 Jan |
|
| Two step derivatization for the analyses of organic, amino acids and glycines on filter paper plasma by GC-MS/SIM. | 2007 Mar |
|
| Cytotoxic and Antihaptotactic beauvericin analogues from precursor-directed biosynthesis with the insect pathogen Beauveria bassiana ATCC 7159. | 2007 Sep |
|
| NMR-spectroscopy-based metabonomic approach to the analysis of Bay41-4109, a novel anti-HBV compound, induced hepatotoxicity in rats. | 2007 Sep 28 |
|
| Proton HR-MAS NMR spectroscopic characterization of metabolites in various human organ tissues: pancreas, brain and liver from trauma cases. | 2008 |
|
| Metabolic viability assessment of cystic echinococcosis using high-field 1H MRS of cyst contents. | 2008 Aug |
|
| Biosynthesis of the cyclooligomer depsipeptide beauvericin, a virulence factor of the entomopathogenic fungus Beauveria bassiana. | 2008 Sep 22 |
|
| Biosynthesis of the cyclooligomer depsipeptide bassianolide, an insecticidal virulence factor of Beauveria bassiana. | 2009 May |
|
| Alpha-ketoisocaproic acid and leucine provoke mitochondrial bioenergetic dysfunction in rat brain. | 2010 Apr 9 |
|
| NMR-based metabonomic analysis of the hepatotoxicity induced by combined exposure to PCBs and TCDD in rats. | 2010 Nov 1 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 08:14:01 GMT 2023
by
admin
on
Sat Dec 16 08:14:01 GMT 2023
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| Record UNII |
02X1W97FWN
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| Record Status |
Validated (UNII)
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| Record Version |
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99823
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02X1W97FWN
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227884
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60645
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4026-18-0
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DTXSID10863305
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223-697-5
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|---|---|---|---|---|
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ENANTIOMER -> RACEMATE | |||
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ENANTIOMER -> RACEMATE |
