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2-Hydroxy-3-methylbutyric acid (PC000391)

Record Information
Version1.0
Creation date2015-10-09 22:30:25 UTC
Update date2017-01-19 02:36:22 UTC
FoodComEx IDPC000391
FoodDB RecordFDB022023
Chemical Information
Name2-Hydroxy-3-methylbutyric acid
Description2-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]
CAS Number4026-18-0
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
2-hydroxy-3-methyl-Butyric acidhmdb
2-Hydroxy-3-methylbutanoatehmdb
2-Hydroxy-3-methylbutanoic acidhmdb
2-Hydroxy-3-methylbutyratehmdb
2-Hydroxyisopentanoatehmdb
2-Hydroxyisopentanoic acidhmdb
2-Hydroxyisovaleratehmdb
2-Hydroxyisovaleric acidhmdb
2-Oxyisovaleratehmdb
2-Oxyisovaleric acidhmdb
3-Methyl-2-hydroxybutyratehmdb
3-Methyl-2-hydroxybutyric acidhmdb
A-hydroxyisovaleratehmdb
A-hydroxyisovaleric acidhmdb
alpha-hydroxyisovaleratehmdb
alpha-hydroxyisovaleric acidhmdb
DL-2-Hydroxy-3-methylbutanoatehmdb
DL-2-Hydroxy-3-methylbutanoic acidhmdb
DL-2-Hydroxyisovaleratehmdb
DL-2-Hydroxyisovaleric acidhmdb
DL-a-hydroxyisovaleratehmdb
DL-a-hydroxyisovaleric acidhmdb
DL-alpha-hydroxyisovaleratehmdb
DL-alpha-hydroxyisovaleric acidhmdb
α-hydroxyisovalerateGenerator
α-hydroxyisovaleric acidGenerator
Chemical FormulaC5H10O3
IUPAC name2-hydroxy-3-methylbutanoic acid
InChI IdentifierInChI=1S/C5H10O3/c1-3(2)4(6)5(7)8/h3-4,6H,1-2H3,(H,7,8)
InChI KeyNGEWQZIDQIYUNV-UHFFFAOYSA-N
Isomeric SMILESCC(C)C(O)C(O)=O
Average Molecular Weight118.1311
Monoisotopic Molecular Weight118.062994186
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentHydroxy fatty acids
Alternative Parents
Substituents
  • Branched fatty acid
  • Hydroxy fatty acid
  • Methyl-branched fatty acid
  • Alpha-hydroxy acid
  • Hydroxy acid
  • Secondary alcohol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 500 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci E954
MetaSci HMDB0000407
Sigma-Aldrich HMDB0000407
Toronto Research Chemicals H946510