EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

2-hydroxyisovaleric acid
butanoic acid, 2-hydroxy-3-methyl-

Supplier Sponsors

Name:2-hydroxy-3-methylbutanoic acid
CAS Number: 4026-18-0Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:223-697-5
FDA UNII: 02X1W97FWN
Nikkaji Web:J217.839G
MDL:MFCD00004242
XlogP3-AA:0.50 (est)
Molecular Weight:118.13230000
Formula:C5 H10 O3
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
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Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
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)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
2-Hydroxy-3-methylbutyric acid
Carbosynth
For experimental / research use only.
2-Hydroxy-3-methylbutyric acid
Santa Cruz Biotechnology
For experimental / research use only.
2-Hydroxy-3-methylbutyric acid >98%
Sigma-Aldrich: Aldrich
For experimental / research use only.
2-Hydroxy-3-methylbutyric acid 99%
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for 2-hydroxyisovaleric acid usage levels up to:
 not for fragrance use.
 
Recommendation for 2-hydroxyisovaleric acid flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :99823
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
2-hydroxy-3-methylbutanoic acid
Chemidplus:0004026180
 
References:
 2-hydroxy-3-methylbutanoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):99823
Pubchem (sid):135059358
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
HMDB (The Human Metabolome Database):HMDB00407
FooDB:FDB022023
YMDB (Yeast Metabolome Database):YMDB01318
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 wine
Search Picture
 
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
 

Articles:

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.
 
Notes:
2-Hydroxy-3-methylbutyric acid is a metabolite found in the urine of patients with Phenylketonuria (PMID 7978272), Methylmalonic acidemia, Propionic acidemia, 3-Ketothiolase deficiency, Isovaleric acidemia, 3-Methylcrotonylglycemia, 3-Hydroxy-3-methylglutaric acidemia, Multiple carboxylase deficiency, Glutaric aciduria, Ornithine transcarbamylase deficiency, glyceroluria, Tyrosinemia type 1, Galactosemia, and Maple syrup urine disease (PMID 11048741) [HMDB]
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