2-amino-3-[(2H2)-1H-1,2,4-triazol-1-yl]propanoic acid

• ChemBase ID: 178889
• Molecular Formular: C5H8N4O2
• Molecular Mass: 157.1360289
• Monoisotopic Mass: 157.06176041
• SMILES: n1cn(nc1)CC([15NH2])C(=O)O
• Canonical SMILES: [15NH2]C(C(=O)O)Cn1cncn1
• InChI: InChI=1S/C5H8N4O2/c6-4(5(10)11)1-9-3-7-2-8-9/h2-4H,1,6H2,(H,10,11)/i6+1
• InChIKey: XVWFTOJHOHJIMQ-PTQBSOBMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-[(^2H₂)-1H-1,2,4-triazol-1-yl]propanoic acid
• IUPAC Traditional name: 2-amino-3-[(^2H₂)-1,2,4-triazol-1-yl]propanoic acid
• Synonyms: rac α-Amino-1H-1,2,4-triazole-1-propanoic Acid-15N,d2; rac 3-(1,2,4-Triazol-1-yl)-L-alanine-15N,d2

Database IDs

• CAS Number: 1219176-41-6
• PubChem SID: 164234799
• PubChem CID: 46783139

CALCULATED PROPERTIES

• Acid pKa: 0.8172294
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -3.65579
• LogD (pH = 7.4): -3.669384
• Log P: -3.6556468
• Molar Refractivity: 47.9152 cm^3
• Polarizability: 13.967486 Å^3
• Polar Surface Area: 94.03 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T767517

A labelled metabolite common to all triazole fungicides: free triazole, 1,2,4-triazole (T), and its 2 conjugates: triazolylalanine (TA) and triazolylacetic acid (TAA).

REFERENCES

• Hrudey, S., et al.: Water Sci. Technol., 20, 55 (1988)
• Froese, K., et al.: Water Res., 33, 1355 (1988)
• Hengel, M., et al.: J. Agric. Food Chem., 50, 3412 (1988)