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alpha-Hydroxyisobutyric acid (PC000224)

Record Information
Version1.0
Creation date2015-10-09 22:29:18 UTC
Update date2017-01-19 02:36:17 UTC
FoodComEx IDPC000224
FoodDB RecordFDB022207
Chemical Information
Namealpha-Hydroxyisobutyric acid
DescriptionAlpha-Hydroxyisobutyric acid is a metabolite of methyl tert-butyl ether (MTBE). MTBE may be obtained through environmental exposure. MTBE is rapidly eliminated from the body, mainly through expired air as the unchanged compound. MTBE is to some extent metabolised to t-butyl alcohol (TBA) and formaldehyde and oxidised to 2-methyl-1,2-propanediol and a-hydroxy isobuturic acid. Alpha-Hydroxyisobutyric acid has been used as an arial bactericide. [HMDB]
CAS Number594-61-6
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(CH3)2COHCOOHHMDB
2-Hydroxy-2-methylpropanoatehmdb
2-Hydroxy-2-methylpropanoic acidhmdb
2-Hydroxy-2-methylpropionatehmdb
2-Hydroxy-2-methylpropionic acidhmdb
2-Hydroxy-2-methylpropionsaeureChEBI
2-Hydroxyisobutyratehmdb
2-Hydroxyisobutyric acidhmdb
2-Methyl-2-hydroxypropanoateGenerator
2-Methyl-2-hydroxypropanoic acidChEBI
2-Methyl-2-hydroxypropionsaeureChEBI
2-Methyllactatehmdb
2-Methyllactic acidhmdb
a-HIBhmdb
a-Hydroxy-a-methylpropanoatehmdb
a-Hydroxy-a-methylpropanoic acidhmdb
a-Hydroxy-a-methylpropionateGenerator
a-Hydroxy-a-methylpropionic acidGenerator
a-Hydroxyisobutanoatehmdb
a-Hydroxyisobutanoic acidhmdb
a-Hydroxyisobutyratehmdb
a-Hydroxyisobutyric acidhmdb
Acetonatehmdb
Acetonic acidhmdb
Acide 2-hydroxy-2-methylpropanoiqueChEBI
Acido 2-hidroxi-2-metilpropionicoChEBI
alpha-HIBhmdb
alpha-Hydroxy-alpha-methylpropanoatehmdb
alpha-Hydroxy-alpha-methylpropanoic acidhmdb
alpha-Hydroxy-alpha-methylpropionateGenerator
alpha-Hydroxy-alpha-methylpropionic acidChEBI
alpha-hydroxyisobutanoatehmdb
alpha-hydroxyisobutanoic acidhmdb
alpha-Hydroxyisobutyratehmdb
alpha-Hydroxyisobutyric acidhmdb
HIBAhmdb
Hydroxydimethylacetatehmdb
Hydroxydimethylacetic acidhmdb
Hydroxyisobutyratehmdb
L-2-Methyllactatehmdb
L-2-Methyllactic acidhmdb
α-hydroxy-α-methylpropanoateGenerator
α-hydroxy-α-methylpropanoic acidGenerator
α-hydroxy-α-methylpropionateGenerator
α-hydroxy-α-methylpropionic acidGenerator
α-hydroxyisobutanoateGenerator
α-hydroxyisobutanoic acidGenerator
α-hydroxyisobutyrateGenerator
α-hydroxyisobutyric acidGenerator
Chemical FormulaC4H8O3
IUPAC name2-hydroxy-2-methylpropanoic acid
InChI IdentifierInChI=1S/C4H8O3/c1-4(2,7)3(5)6/h7H,1-2H3,(H,5,6)
InChI KeyBWLBGMIXKSTLSX-UHFFFAOYSA-N
Isomeric SMILESCC(C)(O)C(O)=O
Average Molecular Weight104.1045
Monoisotopic Molecular Weight104.047344122
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha hydroxy acids and derivatives. These are organic compounds containing a carboxylic acid substituted with a hydroxyl group on the adjacent carbon.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassHydroxy acids and derivatives
Sub ClassAlpha hydroxy acids and derivatives
Direct ParentAlpha hydroxy acids and derivatives
Alternative Parents
Substituents
  • Alpha-hydroxy acid
  • Tertiary alcohol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • 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 D799
AKSci J90847
MetaSci HMDB0000729
Sigma-Aldrich HMDB0000729
Toronto Research Chemicals H942985