A,b-Dihydroxyisobutyric acid (CHEM021758)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 18:11:45 UTC
Update Date2016-11-09 01:17:21 UTC
Accession NumberCHEM021758
Identification
Common NameA,b-Dihydroxyisobutyric acid
ClassSmall Molecule
Description
Contaminant Sources
  • FooDB Chemicals
  • HMDB Contaminants - Urine
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2,3-Dihydroxy-2-methylpropionic acidChEBI
alpha,beta-Dihydroxyisobutyric acidChEBI
2,3-Dihydroxy-2-methylpropionateGenerator
a,b-DihydroxyisobutyrateGenerator
alpha,beta-DihydroxyisobutyrateGenerator
Α,β-dihydroxyisobutyrateGenerator
Α,β-dihydroxyisobutyric acidGenerator
2,3-Dihydroxy-2-methyl-propanoateHMDB
2,3-Dihydroxy-2-methyl-propanoic acidHMDB
2,3-Dihydroxy-2-methylpropanoateHMDB
2,3-Dihydroxy-2-methylpropanoic acidHMDB
2-C-MethylglycerateHMDB
2-C-Methylglyceric acidHMDB
2-Methyl-2,3-dihydroxypropionateHMDB
2-Methyl-2,3-dihydroxypropionic acidHMDB
2-MethylglycerateHMDB
2-Methylglyceric acidHMDB
2-MethylglyceronateHMDB
2-Methylglyceronic acidHMDB
a-MethylglycerateHMDB
a-Methylglyceric acidHMDB
alpha-MethylglycerateHMDB
alpha-Methylglyceric acidHMDB
a,b-Dihydroxyisobutyric acidGenerator
a,b-Dihydroxy-isobutyrateGenerator, HMDB
Chemical FormulaC4H8O4
Average Molecular Mass120.104 g/mol
Monoisotopic Mass120.042 g/mol
CAS Registry Number21620-60-0
IUPAC Name2,3-dihydroxy-2-methylpropanoic acid
Traditional Name2-methylglyceric acid
SMILESCC(O)(CO)C(O)=O
InChI IdentifierInChI=1S/C4H8O4/c1-4(8,2-5)3(6)7/h5,8H,2H2,1H3,(H,6,7)
InChI KeyDGADNPLBVRLJGD-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassHydroxy acids and derivatives
Sub ClassBeta hydroxy acids and derivatives
Direct ParentBeta hydroxy acids and derivatives
Alternative Parents
Substituents
  • Beta-hydroxy acid
  • Alpha-hydroxy acid
  • Tertiary alcohol
  • 1,2-diol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility540 g/LALOGPS
logP-1.2ALOGPS
logP-1.1ChemAxon
logS0.65ALOGPS
pKa (Strongest Acidic)3.59ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area77.76 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity25.1 m³·mol⁻¹ChemAxon
Polarizability10.65 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-e1621256a3593b108d7bSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-00xr-9483000000-65c48fae8da1c633d6e0Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-5900000000-1e5b5bdae0747362e72eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0kdi-9300000000-095b57159a1bf51f99e6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-c11a68b5d083815170fbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-5900000000-8d727db5f35d4b5b4f5aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-009i-9100000000-ba0f4e2e0107afb4a8ebSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-507242d2271f378a8b48Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0gb9-4900000000-c5f0ac9727f0a3efdfc0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00dr-9100000000-3787459d4219bd7ca7f3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9000000000-d86f752a19333583745eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0zfr-9800000000-2220e44bfb31db07608eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-86f9f5a80900ccc1a671Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052e-9000000000-d1253ed770e4b16d8e79Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0002601
FooDB IDFDB023033
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN ID6723
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID487503
ChEBI ID36532
PubChem Compound ID560781
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Niwa T, Maeda K, Asada H, Shibata M, Ohki T, Saito A, Furukawa H: Gas chromatographic-mass spectrometric analysis of organic acids in renal tissue biopsy: identification of 4-hydroxybutyric acid and 4-hydroxy-2-butenoic acid. J Chromatogr. 1982 Jun 11;230(1):1-6.
2. Schellenberg KA, Shaeffer J: Formation of methyl ester of 2-methylglyceric acid from thymine glycol residues: a convenient new method for determining radiation damage to DNA. Biochemistry. 1986 Apr 8;25(7):1479-82.