2-hydroxyisovaleric acid

butanoic acid, 2-hydroxy-3-methyl-

CAS: 4026-18-0 C5 H10 O3 MW: 118.13230000

Identification

Name2-hydroxyisovaleric acid
IUPAC2-hydroxy-3-methylbutanoic acid
CAS Number4026-18-0
EINECS223-697-5
FDA UNII02X1W97FWN
Molecular FormulaC5 H10 O3
Molecular Weight118.13230000
MDL NumberMFCD00004242
Nikkaji NumberJ217.839G

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 237.00 to 238.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure 0.008000 mmHg @ 25.00 °C. (est)
Flash Point 233.00 °F. TCC ( 111.80 °C. ) (est)
logP (o/w) 0.013 (est)
Soluble in water, 4.916e+005 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for 2-hydroxyisovaleric acid usage levels up tonot for fragrance use.
Recommendation for 2-hydroxyisovaleric acid flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

wine

Synonyms

butanoic acid, 2-hydroxy-3-methyl- 2- hydroxy-3-methyl butanoic acid 2- hydroxy-3-methyl butyric acid 2- hydroxy-3-methylbutanoic acid 2- hydroxy-3-methylbutyric acid PubMed: Sanctolide A, a 14-membered PK-NRP hybrid macrolide from the cultured cyanobacterium Oscillatoria sancta (SAG 74.79). PubMed: Experimental and theoretical studies of vacuum-ultraviolet electronic circular dichroism of hydroxy acids in aqueous solution. PubMed: Drug metabolome of the simvastatin formed by human intestinal microbiota in vitro. PubMed: Alpha-ketoisocaproic acid and leucine provoke mitochondrial bioenergetic dysfunction in rat brain. PubMed: Biosynthesis of the cyclooligomer depsipeptide bassianolide, an insecticidal virulence factor of Beauveria bassiana. PubMed: Proton HR-MAS NMR spectroscopic characterization of metabolites in various human organ tissues: pancreas, brain and liver from trauma cases. PubMed: Two step derivatization for the analyses of organic, amino acids and glycines on filter paper plasma by GC-MS/SIM. PubMed: Low-abundance kutznerides from Kutzneria sp. 744. PubMed: Absolute configuration of the creatonotines and callimorphines, two classes of arctiid-specific pyrrolizidine alkaloids. PubMed: Exceptional chiral recognition of racemic carboxylic acids by calix[4]arenes bearing optically pure alpha,beta-amino alcohol groups. PubMed: Disturbances of valine metabolism in patients with peroxisomal biogenesis disorders. PubMed: Enniatin synthetase is a monomer with extended structure: evidence for an intramolecular reaction mechanism. PubMed: Stimulation of lipid peroxidation in vitro in rat brain by the metabolites accumulating in maple syrup urine disease. PubMed: Enantiomeric purity determination of malic acid in apple juices by multi-beam circular dichroism detection. PubMed: Improved procedure for the analysis of gamma-hydroxybutyrate and ethylene glycol in whole blood. PubMed: Characteristic urine organic acid profile in peroxisomal biogenesis disorders. PubMed: Enantiomeric separation and discrimination of 2-hydroxy acids as O-trifluoroacetylated (S)-(+)-3-methyl-2-butyl esters by achiral dual-capillary column gas chromatography. PubMed: Immunosuppressive effects of organic acids accumulating in patients with maple syrup urine disease. PubMed: Bacterial expression of catalytically active fragments of the multifunctional enzyme enniatin synthetase. PubMed: Identification of 3-hydroxyisovalerylcarnitine in the urine of a patient with multiple carboxylase deficiency. PubMed: Effects of birth asphyxia on urinary organic acid excretion. PubMed: In vitro biosynthesis of [Thr2,Leu5,D-Hiv8,Leu10]-cyclosporin, a cyclosporin-related peptolide, with immunosuppressive activity by a multienzyme polypeptide. PubMed: In vitro biosynthesis of [Thr2, Leu5, D-Hiv8, Leu10]cyclosporin, a cyclosporin-related immunosuppressive peptolide. PubMed: [The growth of rats in renal compensatory adaptation in feeding with a supplemented diet of hydroxy-analogs of essential amino acids]. PubMed: Physiological studies on the growth and utilization of sugars by Listeria species. PubMed: New conjugated urinary metabolites in intermediate type maple syrup urine disease. PubMed: Monoclonal antibodies to the multienzyme enniatin synthetase. Production and use in structural studies. PubMed: Biotinidase deficiency: metabolites in CSF. PubMed: Hydroxycarboxylic and oxocarboxylic acids in urine: products from branched-chain amino acid degradation and from ketogenesis. PubMed: Siderophore production by Proteus mirabilis. PubMed: Hydroxy acid metabolites of branched-chain amino acids in amniotic fluid. PubMed: Studies of urinary organic acid profiles of a patient with dihydrolipoyl dehydrogenase deficiency. PubMed: Comparative utilization of the alpha-keto and D- and L-alpha-hydroxy analogs of leucine, isoleucine and valine by chicks and rats. PubMed: 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. PubMed: The occurrence of 2-hydroxyisovaleric acid in patients with lactic acidosis and ketoacidosis.