3-(carbamoylamino)propanoic acid

• ChemBase ID: 125406
• Molecular Formular: C4H8N2O3
• Molecular Mass: 132.11792
• Monoisotopic Mass: 132.05349213
• SMILES: NC(=O)NCCC(=O)O
• Canonical SMILES: OC(=O)CCNC(=O)N
• InChI: InChI=1S/C4H8N2O3/c5-4(9)6-2-1-3(7)8/h1-2H2,(H,7,8)(H3,5,6,9)
• InChIKey: JSJWCHRYRHKBBW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(carbamoylamino)propanoic acid
• IUPAC Systematic name: 3-(Carbamoylamino)propanoic acid
• IUPAC Traditional name: ureidopropionic acid
• Synonyms: 3-Ureidopropionic acid; N-(Aminocarbonyl)-β-alanine; Carbamoyl-β-alanine; (2-Carboxyethyl)urea; 3-[(Aminocarbonyl)amino]propanoic Acid; NSC 190691; NSC 65768; 3-[(aminocarbonyl)amino]propanoic acid; N-Carbamoyl-β-alanine; 3-Ureidopropionic acid; N-氨基甲酰-β-丙氨酸; 3-酰脲丙酸

Database IDs

• CAS Number: 462-88-4
• MDL Number: MFCD00043023
• Beilstein Number: 1705263
• PubChem SID: 162219756; 24889978
• PubChem CID: 111
• CHEBI ID: 18261
• CHEMBL: 20962
• Chemspider ID: 109
• Gmelin ID: 675230
• KEGG ID: C02642
• MeSH Name: N-carbamoyl-beta-alanine
• Wikipedia Title: 3-Ureidopropionic_acid

CALCULATED PROPERTIES

• Acid pKa: 4.2284293
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -2.7169795
• LogD (pH = 7.4): -4.4390745
• Log P: -1.4251617
• Molar Refractivity: 28.8233 cm^3
• Polarizability: 11.164827 Å^3
• Polar Surface Area: 92.42 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White crystals; White Solid
• Melting Point: 166-168°C; 170-175 °C (dec.)
• Partition Coefficient: -1.23
• Hydrophobicity(logP): -1.347
• pKa: 4.408
• pKb: 9.589

Safety Information

• Storage Condition: Refrigerator
• German water hazard class: 3
• Safety Statements: s22, s24/25
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (T); 95%
• Linear Formula: NH2CONHCH2CH2COOH

DETAILS

Sigma Aldrich - 94295

Packaging
1 g in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 94295.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - U823800

A Uracil metabolite, and a vital compound in linking uracil to β-Alanine metabolism

REFERENCES

• Martinez-Gomez, A., et al.: App. Environ. Microbiol., 75, 514 (2009)
• Andersen, B., et al.: J. Mol. Biol., 382, 825 (2009)
• Yaplito-Lee, J., et al.: Mol. Gen. Metab., 93, 190 (2009)