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Record Information
Version4.0
StatusDetected and Quantified
Creation Date2014-10-08 15:56:29 UTC
Update Date2019-11-14 21:03:12 UTC
HMDB IDHMDB0061880
Secondary Accession Numbers
  • HMDB61880
Metabolite Identification
Common NameN-Acetyl-beta-alanine
DescriptionN-Acetyl-beta-alanine, also known as 3-(acetylamino)propanoate, belongs to the class of organic compounds known as carboxylic acids. Carboxylic acids are compounds containing a carboxylic acid group with the formula -C(=O)OH. N-Acetyl-beta-alanine is a very strong basic compound (based on its pKa). N-Acetyl-beta-alanine exists in all living organisms, ranging from bacteria to humans.
Structure
Data?1573765392
Synonyms
ValueSource
3-(Acetylamino)propanoic acidChEBI
3-(Acetylamino)propanoateGenerator
N-Acetyl-b-alanineGenerator
N-Acetyl-β-alanineGenerator
3-(Acetylamino)propionic acidHMDB
3-Acetamidopropanoic acidHMDB
3-Acetamidopropionic acidHMDB
Acetyl-beta-alanineHMDB
Acetyl-β-alanineHMDB
N-Acetyl-3-aminopropanoic acidHMDB
N-Acetyl-3-aminopropionic acidHMDB
N-Acetyl-beta-alanineHMDB
Chemical FormulaC5H9NO3
Average Molecular Weight131.1299
Monoisotopic Molecular Weight131.058243159
IUPAC Name3-acetamidopropanoic acid
Traditional NameN-acetyl-β-alanine
CAS Registry Number3025-95-4
SMILES
CC(=O)NCCC(O)=O
InChI Identifier
InChI=1S/C5H9NO3/c1-4(7)6-3-2-5(8)9/h2-3H2,1H3,(H,6,7)(H,8,9)
InChI KeyLJLLAWRMBZNPMO-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as carboxylic acids. Carboxylic acids are compounds containing a carboxylic acid group with the formula -C(=O)OH.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acids
Direct ParentCarboxylic acids
Alternative Parents
Substituents
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboximidic acid derivative
  • Carboximidic acid
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility7.6 g/LALOGPS
logP-0.74ALOGPS
logP-1.1ChemAxon
logS-0.67ALOGPS
pKa (Strongest Acidic)4.34ChemAxon
pKa (Strongest Basic)-1.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.4 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity30.15 m³·mol⁻¹ChemAxon
Polarizability12.75 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-006x-9000000000-f51eb7f132c21dd4983bJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00du-9520000000-a868a4d37da9c8cc3ff0JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03k9-7900000000-e63e2d210479d3d85392JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9000000000-ddd345f2912ae959783bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00fu-9000000000-b6c49c2f8a7545e1935aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-4900000000-2e37b0db9ab16ad6b420JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-9300000000-38962124713aa1c40d0cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9000000000-f287dc67dccc990a68a5JSpectraViewer
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Feces
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not Quantified Adult (>18 years old)Both
Normal
details
SalivaDetected and Quantified0.151 +/- 0.335 uMAdult (>18 years old)Not Specified
Normal
    • Sugimoto et al. (...
details
SalivaDetected and Quantified0.199 +/- 0.152 uMAdult (>18 years old)Both
Normal
    • Sugimoto et al. (...
details
SalivaDetected and Quantified0.214 +/- 0.154 uMAdult (>18 years old)Not Specified
Normal
    • Sugimoto et al. (...
details
SalivaDetected and Quantified0.299 +/- 0.141 uMAdult (>18 years old)Both
Normal
    • Sugimoto et al. (...
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID68881
KEGG Compound IDC01073
BioCyc IDCPD-580
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound76406
PDB IDNot Available
ChEBI ID16682
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Guszczynski T, Bednorz R, Morawska Z: [Activity of alanine aminopeptidase, beta-glucuronidase and N-acetyl-beta-d-glucosaminidase in urine of children with nephrotic syndrome]. Pol Tyg Lek. 1991 Oct 7-21;46(40-42):753-4. [PubMed:1688276 ]
  2. Strigini F, Melis GB, Gasperini M, Ronca G, Palmieri L, Fioretti P: Urinary excretion of N-acetyl-beta-D-glucosaminidase and alanine aminopeptidase during pregnancy. Int J Gynaecol Obstet. 1989 Jan;28(1):9-12. [PubMed:2565837 ]
  3. Hsu WS, Kao JT, Chen JS: Clinical significance of urinary N-acetyl-beta-D-glucosaminidase and alanine aminopeptidase. Taiwan Yi Xue Hui Za Zhi. 1989 Apr;88(4):407-9. [PubMed:2571671 ]
  4. Mueller PW, MacNeil ML, Steinberg KK: Stabilization of alanine aminopeptidase, gamma glutamyltranspeptidase, and N-acetyl-beta-D-glucosaminidase activity in normal urines. Arch Environ Contam Toxicol. 1986 Jul;15(4):343-7. [PubMed:2874775 ]
  5. Diener U, Knoll E, Ratge D, Langer B, Wisser H: Urinary excretion of alanine-aminopeptidase and N-acetyl-beta-D-glucosaminidase during sequential combination chemotherapy. J Clin Chem Clin Biochem. 1982 Sep;20(9):615-9. [PubMed:6183389 ]
  6. Holtje JV, Kopp U, Ursinus A, Wiedemann B: The negative regulator of beta-lactamase induction AmpD is a N-acetyl-anhydromuramyl-L-alanine amidase. FEMS Microbiol Lett. 1994 Sep 15;122(1-2):159-64. [PubMed:7958768 ]
  7. Wikipedia [Link]
  8. Ronald Kramer, Alexander Nikolaidis, 'N-Acetyl Beta Alanine Methods of Use.' U.S. Patent US20120264826, issued October 18, 2012. [Link]