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Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:44:40 UTC
Update Date2019-07-23 06:09:12 UTC
HMDB IDHMDB0031654
Secondary Accession Numbers
  • HMDB0094693
  • HMDB31654
  • HMDB94693
Metabolite Identification
Common Name3-Aminobutanoic acid
Description3-Aminobutanoic acid, also known as beta-aminobutyric acid or 3-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-Aminobutanoic acid is a very strong basic compound (based on its pKa). A beta-amino acid that is butyric acid which is substituted by an amino group at position 3. Outside of the human body, 3-aminobutanoic acid has been detected, but not quantified in, cereals and cereal products. This could make 3-aminobutanoic acid a potential biomarker for the consumption of these foods.
Structure
Data?1563862152
Synonyms
ValueSource
3-Aminobutyric acidChEBI
3-Methyl-beta-alanineChEBI
beta-Aminobutyric acidChEBI
3-AminobutyrateGenerator
3-Methyl-b-alanineGenerator
3-Methyl-β-alanineGenerator
b-AminobutyrateGenerator
b-Aminobutyric acidGenerator
beta-AminobutyrateGenerator
Β-aminobutyrateGenerator
Β-aminobutyric acidGenerator
3-AminobutanoateGenerator
(+/-)-3-aminobutyric acidHMDB
3-Amino-(.+-.)-butanoic acidHMDB
3-Amino-(.+-.)-butyric acidHMDB
3-Amino-butanoic acidHMDB
3-Amino-DL-butyric acidHMDB
b-HomoalanineHMDB
BABAHMDB
DL-3-Amino-N-butyrIC ACIDHMDB
DL-3-AminobutyricHMDB
DL-3-Aminobutyric acidHMDB
DL-beta-Amino-N-butyric acidHMDB
3-Aminobutyric acid, (+-)-isomerMeSH
3-Aminobutyric acid, (S)-isomerMeSH
3-Aminobutyric acid, (R)-isomerMeSH
BABA CPDMeSH
Chemical FormulaC4H9NO2
Average Molecular Weight103.1198
Monoisotopic Molecular Weight103.063328537
IUPAC Name3-aminobutanoic acid
Traditional Name3-aminobutyric acid
CAS Registry Number541-48-0
SMILES
CC(N)CC(O)=O
InChI Identifier
InChI=1S/C4H9NO2/c1-3(5)2-4(6)7/h3H,2,5H2,1H3,(H,6,7)
InChI KeyOQEBBZSWEGYTPG-UHFFFAOYSA-N
Chemical Taxonomy
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
  • Fatty acid
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Primary aliphatic amine
  • Carbonyl group
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point193.0 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility1000 mg/mL at 25 °CNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility314 g/LALOGPS
logP-2.9ALOGPS
logP-2.8ChemAxon
logS0.48ALOGPS
pKa (Strongest Acidic)4.22ChemAxon
pKa (Strongest Basic)10.53ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity25.12 m³·mol⁻¹ChemAxon
Polarizability10.43 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-6d0bf073981fbc19a241Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0006-9100000000-ea5e24f8ca696b0a7db1Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-0900000000-02624b93137883b214adSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0udi-0900000000-c18c8910125760582576Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-9200000000-725b485ced8cc4e3411dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00ku-9100000000-39295bb9b2a10026970eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-a88c8e3a6a27aed26b4dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-7900000000-5cf5480102a6b7c19201Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0pc0-9300000000-23fe11ff4ebe6f60dd3bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9000000000-f7aabdc87a2ebe11fe7aSpectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer
details
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
  2. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB008314
KNApSAcK IDNot Available
Chemspider ID10469
KEGG Compound IDNot Available
BioCyc IDCPD-4748
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10932
PDB IDNot Available
ChEBI ID37081
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .