Record Information
Version1.0
Creation date2011-09-21 00:26:54 UTC
Update date2019-11-26 03:21:08 UTC
Primary IDFDB023248
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name3-Aminoisobutanoic acid
Description3-Aminoisobutanoic acid, also known as b-aminoisobutyrate or 2-methyl-beta-alanine, belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom. 3-Aminoisobutanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 3-Aminoisobutanoic acid exists in all eukaryotes, ranging from yeast to humans. 3-Aminoisobutanoic acid has been detected, but not quantified in, milk (cow). This could make 3-aminoisobutanoic acid a potential biomarker for the consumption of these foods. 3-Aminoisobutanoic acid is a potentially toxic compound.
CAS Number144-90-1
Structure
Thumb
Synonyms
SynonymSource
2-(Aminomethyl)propionic acidChEBI
2-Methyl-beta-alanineChEBI
3-Amino-2-methylpropanoateChEBI
3-AminoisobutanoateChEBI
alpha-Methyl-beta-alanineChEBI
BAIBChEBI
beta-Aminoisobutyric acidChEBI
DL-beta-Aminoisobutyric acidChEBI
2-(Aminomethyl)propionateGenerator
2-Methyl-b-alanineGenerator
2-Methyl-β-alanineGenerator
3-Amino-2-methylpropanoic acidGenerator
a-Methyl-b-alanineGenerator
Α-methyl-β-alanineGenerator
b-AminoisobutyrateGenerator
b-Aminoisobutyric acidGenerator
beta-AminoisobutyrateGenerator
Β-aminoisobutyrateGenerator
Β-aminoisobutyric acidGenerator
DL-b-AminoisobutyrateGenerator
DL-b-Aminoisobutyric acidGenerator
DL-beta-AminoisobutyrateGenerator
DL-Β-aminoisobutyrateGenerator
DL-Β-aminoisobutyric acidGenerator
3-Aminoisobutyric acidHMDB
(+/-)-3-amino-2-methylpropanoateHMDB
(+/-)-3-amino-2-methylpropanoic acidHMDB
(+/-)-3-aminoisobutyric acidHMDB
(+/-)-b-aminoisobutyric acidHMDB
(+/-)-beta-aminoisobutyric acidHMDB
3-Amino-isobutanoateHMDB
3-Amino-isobutanoic acidHMDB
DL-2-Methyl-b-alanineHMDB
DL-2-Methyl-beta-alanineHMDB
DL-3-Amino-2-methylpropionic acidHMDB
DL-3-Aminoisobutyric acidHMDB
3-Aminoisobutyric acid, (+-)-isomerHMDB
DL-3-Aminoisobutyric acid monohydrateHMDB
3-Aminoisobutyric acid, (S)-isomerHMDB
3-Aminoisobutyric acid, tritium-labeledHMDB
3-Aminoisobutyric acid, (R)-isomerHMDB
3-AminoisobutyrateHMDB
3-Aminoisobutanoic acidChEBI
(+/-)-3-Amino-2-methylpropanoatehmdb
(+/-)-3-Amino-2-methylpropanoic acidhmdb
(+/-)-3-Aminoisobutyric acidhmdb
(+/-)-b-Aminoisobutyric acidhmdb
(+/-)-beta-Aminoisobutyric acidhmdb
3-amino-2-MethylpropanoateChEBI
3-amino-2-Methylpropanoic acidGenerator
3-amino-IsobutanoateHMDB
3-amino-Isobutanoic acidHMDB
DL-β-aminoisobutyrateGenerator
DL-β-aminoisobutyric acidGenerator
α-methyl-β-alanineGenerator
β-aminoisobutyrateGenerator
β-aminoisobutyric acidGenerator
Predicted Properties
PropertyValueSource
Water Solubility367 g/LALOGPS
logP-3ALOGPS
logP-2.6ChemAxon
logS0.55ALOGPS
pKa (Strongest Acidic)4.17ChemAxon
pKa (Strongest Basic)10.32ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity25.28 m³·mol⁻¹ChemAxon
Polarizability10.42 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC4H9NO2
IUPAC name3-amino-2-methylpropanoic acid
InChI IdentifierInChI=1S/C4H9NO2/c1-3(2-5)4(6)7/h3H,2,5H2,1H3,(H,6,7)
InChI KeyQCHPKSFMDHPSNR-UHFFFAOYSA-N
Isomeric SMILESCC(CN)C(O)=O
Average Molecular Weight103.1198
Monoisotopic Molecular Weight103.063328537
Classification
Description Belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentBeta amino acids and derivatives
Alternative Parents
Substituents
  • Beta amino acid or derivatives
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Amine
  • Organic oxide
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Role

Biological 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-MS3-Aminoisobutanoic acid, 1 TMS, GC-MS Spectrumsplash10-001i-3900000000-9d996f1ef303093bc6f2Spectrum
GC-MS3-Aminoisobutanoic acid, 2 TMS, GC-MS Spectrumsplash10-0udi-1900000000-599e217ab2fffbcaedcfSpectrum
GC-MS3-Aminoisobutanoic acid, 3 TMS, GC-MS Spectrumsplash10-00di-2920000000-235394017181e4a1ccc4Spectrum
GC-MS3-Aminoisobutanoic acid, non-derivatized, GC-MS Spectrumsplash10-00di-2920000000-235394017181e4a1ccc4Spectrum
GC-MS3-Aminoisobutanoic acid, non-derivatized, GC-MS Spectrumsplash10-001i-3900000000-9d996f1ef303093bc6f2Spectrum
GC-MS3-Aminoisobutanoic acid, non-derivatized, GC-MS Spectrumsplash10-0udi-1900000000-599e217ab2fffbcaedcfSpectrum
GC-MS3-Aminoisobutanoic acid, non-derivatized, GC-MS Spectrumsplash10-00dr-2900000000-83730a256456aac8055aSpectrum
GC-MS3-Aminoisobutanoic acid, non-derivatized, GC-MS Spectrumsplash10-0udi-0900000000-ecf6ec14beb319448103Spectrum
Predicted GC-MS3-Aminoisobutanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001i-9000000000-89dae4e73d997d89e2e6Spectrum
Predicted GC-MS3-Aminoisobutanoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00ar-9200000000-0eb92539979a9fa36dbdSpectrum
Predicted GC-MS3-Aminoisobutanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-000i-9200000000-1212facd6e8f1c4ede25Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0udi-6900000000-8b7d740c75c426976897Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0udi-4900000000-68b30ab5196763854bfbSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positivesplash10-0udr-5900000000-d8bec01eb9aa047f87d0Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negativesplash10-0udi-2900000000-d13f4bc606699ca79bdaSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-2900000000-d13f4bc606699ca79bdaSpectrum
MS/MSLC-MS/MS Spectrum - , negativesplash10-0uk9-5900000000-7eb5bc6532d9dac5e48fSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0udr-5900000000-d8bec01eb9aa047f87d0Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-0udr-9600000000-62b406ac77af506e283fSpectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-51dcbe7a91ec6bab7de7Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-052r-9100000000-436a48cfb190f66f3cfdSpectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-c08aec8a984928aab1feSpectrum
MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-0udr-9600000000-ad7d786f0ec8c44f3fc0Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-0a4i-9000000000-807636fd22c8a825cf99Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0005-9000000000-7b1d59b93a2cf2e3d227Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0a4r-9000000000-76fac621e514a8431ddeSpectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-6741b7945eaeb59dabe7Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-ee2e36c82cc2d0055dd9Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0uk9-6900000000-e732000e724d2d12a42fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f79-9400000000-e80e2eb321cf19f4e299Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000f-9000000000-9649dec1f6afdd5b12c6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-aaf9fc6ded63400c1d6dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-2900000000-6f58da61e2ae030dbbadSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0zfr-9600000000-ba32a8e8fca536c36023Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9000000000-e756dcf352426858cb71Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
ChemSpider ID58481
ChEMBL IDNot Available
KEGG Compound IDC05145
Pubchem Compound ID64956
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB03911
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID41519
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
Pathways
NameSMPDB LinkKEGG Link
Pyrimidine MetabolismSMP00046 map00240
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference