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Record Information
Version4.0
StatusDetected and Quantified
Creation Date2014-10-08 15:56:29 UTC
Update Date2019-03-14 18:04:49 UTC
HMDB IDHMDB0061880
Secondary Accession Numbers
  • HMDB61880
Metabolite Identification
Common NameN-Acetyl-beta-alanine
DescriptionN-Acetyl-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.
Structure
Data?1549929592
Synonyms
ValueSource
3-(acetylamino)Propanoic acidChEBI
3-(acetylamino)PropanoateGenerator
N-Acetyl-b-alanineGenerator
N-Acetyl-β-alanineGenerator
Chemical FormulaC5H9NO3
Average Molecular Weight131.1299
Monoisotopic Molecular Weight131.058243159
IUPAC Name3-[(1-hydroxyethylidene)amino]propanoic acid
Traditional Name3-[(1-hydroxyethylidene)amino]propanoic acid
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
DescriptionThis compound belongs to the class of organic compounds known as carboxylic acids. These 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-0.59ALOGPS
logP-1.4ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)3.63ChemAxon
pKa (Strongest Basic)6.54ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area69.89 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity30.67 m³·mol⁻¹ChemAxon
Polarizability12.83 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 | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00du-9520000000-a868a4d37da9c8cc3ff0JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03k9-7900000000-e63e2d210479d3d85392JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9000000000-ddd345f2912ae959783bJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00fu-9000000000-b6c49c2f8a7545e1935aJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-4900000000-2e37b0db9ab16ad6b420JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-9300000000-38962124713aa1c40d0cJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9000000000-f287dc67dccc990a68a5JSpectraViewer | MoNA
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 IDNot Available
KEGG Compound IDC01073
BioCyc IDCPD-580
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound76406
PDB IDNot Available
ChEBI ID16682
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]