2-amino(3,3,4,4-2H4)hexanedioic acid

• ChemBase ID: 159799
• Molecular Formular: C6H11NO4
• Molecular Mass: 161.15584
• Monoisotopic Mass: 161.06880784
• SMILES: C(CCC(N)C(=O)O)C(=O)O
• Canonical SMILES: OC(=O)CCCC(C(=O)O)N
• InChI: InChI=1S/C6H11NO4/c7-4(6(10)11)2-1-3-5(8)9/h4H,1-3,7H2,(H,8,9)(H,10,11)
• InChIKey: OYIFNHCXNCRBQI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino(3,3,4,4-^2H₄)hexanedioic acid
• IUPAC Traditional name: 2-amino(3,3,4,4-^2H₄)hexanedioic acid
• Synonyms: 2-Aminohexanedioic Acid-d4; (+/-)-α-Aminoadipic Acid-d4; 2-Aminoadipate-d4; 2-Aminoadipic Acid-d4; DL-α-Aminoadipic Acid-d4; DL-2-Aminoadipic Acid-d4; DL-2-Aminohexanedioic Acid-d4; NSC 46994-d4; rac α-Aminoadipic Acid-d4

Database IDs

• PubChem SID: 162253934
• PubChem CID: 46780136

CALCULATED PROPERTIES

• Acid pKa: 2.0144308
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.8650444
• LogD (pH = 7.4): -5.627056
• Log P: -2.799617
• Molar Refractivity: 35.8887 cm^3
• Polarizability: 14.494345 Å^3
• Polar Surface Area: 100.62 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Crystalline Solid
• Melting Point: 206°C

DETAILS

Toronto Research Chemicals - A580502

An amino acid isolated from Cholera vibrio.

REFERENCES

• Windsor, et al.: J. Biol. Chem., 192, 595 (1951)
• Scott, A.I., et al.: Synth. Commun., 10, 127 (1951)