2-amino-6-oxohexanoic acid

• ChemBase ID: 176103
• Molecular Formular: C6H11NO3
• Molecular Mass: 145.15644
• Monoisotopic Mass: 145.07389322
• SMILES: C(CCC(N)C(=O)O)C=O
• Canonical SMILES: O=CCCCC(C(=O)O)N
• InChI: InChI=1S/C6H11NO3/c7-5(6(9)10)3-1-2-4-8/h4-5H,1-3,7H2,(H,9,10)
• InChIKey: GFXYTQPNNXGICT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-6-oxohexanoic acid
• IUPAC Traditional name: allysine
• Synonyms: 6-Oxo-norleucine; 5-Formylnorvaline; 2-Amino-5-formylvaleric Acid; Allysine; α-Aminoadipic Acid δ-Semialdehyde; α-Aminoadipic δ-Semialdehyde; 6-Oxo DL-Norleucine, Formate Salt

Database IDs

• CAS Number: 1962-83-0
• PubChem SID: 164232013
• PubChem CID: 207

CALCULATED PROPERTIES

• Acid pKa: 2.2499304
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.9081368
• LogD (pH = 7.4): -2.9127147
• Log P: -2.9081306
• Molar Refractivity: 34.9633 cm^3
• Polarizability: 13.966616 Å^3
• Polar Surface Area: 80.39 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O870140

A metabolite of Lysine in human lens crystallins during aging and in diabetes.

REFERENCES

• Pirie, A., et al.: Invest. Ophthalmol., 7, 634 (1968)
• Thornalley, P., et al.: Biochem. J., 375, 581 (1968)
• Peng, D., et al.: J. Biol. Chem., 280, 33775 (1968)