Showing metabocard for A,b-Dihydroxyisobutyric acid (BMDB0002601)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:00:59 UTC
Update Date2020-04-22 15:11:11 UTC
BMDB IDBMDB0002601
Secondary Accession Numbers
  • BMDB02601
Metabolite Identification
Common NameA,b-Dihydroxyisobutyric acid
DescriptionA,b-Dihydroxyisobutyric acid, also known as 2,3-dihydroxy-2-methylpropionate or alpha,beta-dihydroxyisobutyrate, 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. Based on a literature review very few articles have been published on A,b-Dihydroxyisobutyric acid.
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 Weight120.1039
Monoisotopic Molecular Weight120.042258744
IUPAC Name2,3-dihydroxy-2-methylpropanoic acid
Traditional Name2-methylglyceric acid
CAS Registry Number21620-60-0
SMILES
CC(O)(CO)C(O)=O
InChI Identifier
InChI=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
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-e1621256a3593b108d7bView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-00xr-9483000000-65c48fae8da1c633d6e0View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-5900000000-1e5b5bdae0747362e72eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0kdi-9300000000-095b57159a1bf51f99e6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-c11a68b5d083815170fbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-5900000000-8d727db5f35d4b5b4f5aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-009i-9100000000-ba0f4e2e0107afb4a8ebView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-507242d2271f378a8b48View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0gb9-4900000000-c5f0ac9727f0a3efdfc0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00dr-9100000000-3787459d4219bd7ca7f3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9000000000-d86f752a19333583745eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0zfr-9800000000-2220e44bfb31db07608eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-86f9f5a80900ccc1a671View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052e-9000000000-d1253ed770e4b16d8e79View in MoNA
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0002601
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023033
KNApSAcK IDNot Available
Chemspider ID487503
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6723
PubChem Compound560781
PDB IDNot Available
ChEBI ID36532
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available