Showing metabocard for 2-Hydroxy-2-methylbutyric acid (BMDB0001987)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:49:37 UTC
Update Date2020-04-22 15:09:17 UTC
BMDB IDBMDB0001987
Secondary Accession Numbers
  • BMDB01987
Metabolite Identification
Common Name2-Hydroxy-2-methylbutyric acid
Description2-Hydroxy-2-methylbutyric acid belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group. Based on a literature review a significant number of articles have been published on 2-Hydroxy-2-methylbutyric acid.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-Hydroxy-2-methylbutyrateGenerator
(+/-)-2-hydroxy-2-methylbutanoateHMDB
(+/-)-2-hydroxy-2-methylbutanoic acidHMDB
(+/-)-2-hydroxy-2-methylbutyric acidHMDB
(+/-)-a-hydroxy-a-methylbutyric acidHMDB
(+/-)-alpha-hydroxy-alpha-methylbutyric acidHMDB
2-Hydroxy-2-methyl butyrateHMDB
2-Hydroxy-2-methyl butyric acidHMDB
2-Hydroxy-2-methyl-butanoateHMDB
2-Hydroxy-2-methyl-butanoic acidHMDB
2-Hydroxy-2-methyl-butyrateHMDB, Generator
2-Hydroxy-2-methyl-butyric acidHMDB
2-Hydroxy-2-methyl-N-butyrateHMDB
2-Hydroxy-2-methyl-N-butyric acidHMDB
2-Hydroxy-2-methylbutanoateHMDB
2-Hydroxy-2-methylbutanoic acidHMDB
2-Methyl-2-hydroxybutyric acidHMDB
a-Hydroxy-a-methyl-butyric acidHMDB
a-Hydroxy-a-methylbutyric acidHMDB
alpha-Hydroxy-alpha-methyl-butyric acidHMDB
alpha-Hydroxy-alpha-methylbutyric acidHMDB
2-Hydroxy-2-methylbutyric acidMeSH
Chemical FormulaC5H10O3
Average Molecular Weight118.1311
Monoisotopic Molecular Weight118.062994186
IUPAC Name2-hydroxy-2-methylbutanoic acid
Traditional Name2-hydroxy-2-methylbutyric acid
CAS Registry Number3739-30-8
SMILES
CCC(C)(O)C(O)=O
InChI Identifier
InChI=1S/C5H10O3/c1-3-5(2,8)4(6)7/h8H,3H2,1-2H3,(H,6,7)
InChI KeyMBIQENSCDNJOIY-UHFFFAOYSA-N
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
  • Tertiary 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
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Adiposome
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point74 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.13ALOGPS
logP0.48ChemAxon
logS0.47ALOGPS
pKa (Strongest Acidic)4.1ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity28.08 m³·mol⁻¹ChemAxon
Polarizability11.73 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, Positivesplash10-05fu-9100000000-c1a485cb07f0e01d496bView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-010a-9720000000-17fc3516e0b12dfe8891View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)splash10-0kml-9100000000-e255071f7864eb24d52bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)splash10-0a4m-9000000000-182db94e75153cc5fe7eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated)splash10-0a4l-9000000000-0b6fff2f0bd2398fd3daView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-00xr-9400000000-2c345c81c4e7d0adda1fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-00xr-9400000000-2c345c81c4e7d0adda1fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0udl-3900000000-e3a36ea2735fe0adee10View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0ab9-9000000000-ca684c90aea7a8978860View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-00di-9000000000-7aff4fb32a653cf10765View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-052b-9000000000-d95699a47657772ec28bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-dd58382320e8a790d761View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0gi0-6900000000-8ff2da5d9ad778c414d8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0l9r-9400000000-1c799a2ce1690ef0b9b0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-ab6ea008b1316fb4e28dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-6900000000-695acf62fd24b0a8056eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-9100000000-8798c599a99d917ff1d9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ab9-9000000000-4262713c5b9c8e0e7c92View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ab9-9200000000-339b88bdf89fa18818f0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-23fdf7ac403bc732b18fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-c91f3f5946e47e0898f1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-0fb707df87ac8f8919b9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-3900000000-4ac52ee77b52ef304aa7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-0673811c3ca40c50612cView in MoNA
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Not AvailableView in JSpectraViewer
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Not AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Adiposome
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0001987
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022784
KNApSAcK IDC00052118
Chemspider ID86129
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6416
PubChem Compound95433
PDB IDNot Available
ChEBI ID68454
References
Synthesis ReferenceYoung, Wm. G.; Dillon, Robert T.; Lucas, Howard J. Synthesis of the isomeric 2-butenes. Journal of the American Chemical Society (1929), 51 2528-34.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available