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Showing Compound alpha-Hydroxyisobutyric acid (FDB022207)

Record Information
Version1.0
Creation date2011-09-21 00:10:06 UTC
Update date2015-10-09 22:29:18 UTC
Primary IDFDB022207
Secondary Accession NumbersNot Available
Chemical Information
FooDB 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
2-Hydroxy-2-methylpropionic acidChEBI
2-Hydroxy-2-methylpropionsaeureChEBI
2-Methyl-2-hydroxypropanoic acidChEBI
2-Methyl-2-hydroxypropionsaeureChEBI
2-Methyllactic acidChEBI
Acetonic acidChEBI
Acide 2-hydroxy-2-methylpropanoiqueChEBI
Acido 2-hidroxi-2-metilpropionicoChEBI
alpha-Hydroxy-alpha-methylpropanoic acidChEBI
alpha-Hydroxy-alpha-methylpropionic acidChEBI
alpha-Hydroxyisobutanoic acidChEBI
HIBAChEBI
Hydroxydimethylacetic acidChEBI
2-Hydroxy-2-methylpropionateGenerator
2-Methyl-2-hydroxypropanoateGenerator
2-MethyllactateGenerator
AcetonateGenerator
a-Hydroxy-a-methylpropanoateGenerator
a-Hydroxy-a-methylpropanoic acidGenerator
alpha-Hydroxy-alpha-methylpropanoateGenerator
Α-hydroxy-α-methylpropanoateGenerator
Α-hydroxy-α-methylpropanoic acidGenerator
a-Hydroxy-a-methylpropionateGenerator
a-Hydroxy-a-methylpropionic acidGenerator
alpha-Hydroxy-alpha-methylpropionateGenerator
Α-hydroxy-α-methylpropionateGenerator
Α-hydroxy-α-methylpropionic acidGenerator
a-HydroxyisobutanoateGenerator
a-Hydroxyisobutanoic acidGenerator
alpha-HydroxyisobutanoateGenerator
Α-hydroxyisobutanoateGenerator
Α-hydroxyisobutanoic acidGenerator
HydroxydimethylacetateGenerator
a-HydroxyisobutyrateGenerator
a-Hydroxyisobutyric acidGenerator
alpha-HydroxyisobutyrateGenerator
Α-hydroxyisobutyrateGenerator
Α-hydroxyisobutyric acidGenerator
a-Hydroxy-isobutyrateHMDB
a-Hydroxy-isobutyric acidHMDB
alpha-Hydroxy-isobutyrateHMDB
Α-hydroxy-isobutyrateHMDB
Α-hydroxy-isobutyric acidHMDB
(CH3)2cohcoohHMDB
2-Hydroxy-2-methylpropanoateHMDB
2-Hydroxy-2-methylpropanoic acidHMDB
2-HydroxyisobutyrateHMDB
2-Hydroxyisobutyric acidHMDB
a-HIBHMDB
alpha-HIBHMDB
HydroxyisobutyrateHMDB
L-2-MethyllactateHMDB
L-2-Methyllactic acidHMDB
2-Hydroxyisobutyric acid, lead saltHMDB
Lead 2-hydroxyisobutyric acidHMDB
alpha-Hydroxyisobutyric acidChEBI
(CH3)2COHCOOHHMDB
alpha-hydroxyisobutanoatehmdb
alpha-hydroxyisobutanoic 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
Predicted Properties
PropertyValueSource
Water Solubility378 g/LALOGPS
logP-0.37ALOGPS
logP-0.039ChemAxon
logS0.56ALOGPS
pKa (Strongest Acidic)3.95ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity23.55 m³·mol⁻¹ChemAxon
Polarizability9.87 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
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
Classification
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
Ontology
Physiological effect

Health effect:

Disposition

Biological location:

Role

Environmental role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSalpha-Hydroxyisobutyric acid, 2 TMS, GC-MS Spectrumsplash10-00e9-8900000000-2d2298731d2c1ce975ffSpectrum
GC-MSalpha-Hydroxyisobutyric acid, non-derivatized, GC-MS Spectrumsplash10-0a4l-9000000000-bb87a50521380a4f04c0Spectrum
GC-MSalpha-Hydroxyisobutyric acid, non-derivatized, GC-MS Spectrumsplash10-00e9-8900000000-2d2298731d2c1ce975ffSpectrum
Predicted GC-MSalpha-Hydroxyisobutyric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4l-9000000000-af78bdeb830f08b3a6a6Spectrum
Predicted GC-MSalpha-Hydroxyisobutyric acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00su-9610000000-cea13166d0c9b277d7d8Spectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)splash10-0zfr-8900000000-b51c12e744025b833f31Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)splash10-0a4i-9100000000-0d72fcffff267d7bc980Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)splash10-0zfs-9400000000-b3b27a9cc8fd4ebe9eb1Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negativesplash10-0udi-0900000000-09121cf499d55d5656acSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negativesplash10-0pb9-9600000000-3394a5ec4ff4ff576fcdSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negativesplash10-0a4i-9000000000-5fc3362d72c467fb6197Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negativesplash10-052f-9000000000-3de5183bd97ccc5072c8Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negativesplash10-0006-9000000000-d524fab140880c782425Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negativesplash10-0udi-0900000000-591fd3d7ad484dd6f1ffSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 30V, Negativesplash10-0udi-0900000000-69f23830b20d34978bedSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0udi-0900000000-09121cf499d55d5656acSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0pb9-9600000000-3394a5ec4ff4ff576fcdSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0a4i-9000000000-5fc3362d72c467fb6197Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-052f-9000000000-3de5183bd97ccc5072c8Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-9000000000-d524fab140880c782425Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-0900000000-591fd3d7ad484dd6f1ffSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-0900000000-69f23830b20d34978bedSpectrum
MS/MSLC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positivesplash10-0a4l-9000000000-bb87a50521380a4f04c0Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positivesplash10-0a4i-0900000000-1aadb4e9ee70b665d435Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0a4i-0900000000-1aadb4e9ee70b665d435Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-1900000000-7f058188704b24bc8ceeSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-2900000000-40bbfa4d36a4c19902c0Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9100000000-237ae993c0cc1090dd96Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-8900000000-f40f4783e4b817b45a70Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9100000000-28ad10690e6680bd4046Spectrum
NMR
TypeDescriptionView
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
ChemSpider ID11181
ChEMBL IDCHEMBL1345148
KEGG Compound IDNot Available
Pubchem Compound ID11671
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00729
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference