(4S)-4-amino(6-13C,6,6-2H2)hex-5-enoic acid

• ChemBase ID: 179451
• Molecular Formular: C6H11NO2
• Molecular Mass: 130.14969484
• Monoisotopic Mass: 130.08233344
• SMILES: C(C[C@@H](C=[13CH2])N)C(=O)O
• Canonical SMILES: N[C@H](C=[13CH2])CCC(=O)O
• InChI: InChI=1S/C6H11NO2/c1-2-5(7)3-4-6(8)9/h2,5H,1,3-4,7H2,(H,8,9)/t5-/m1/s1/i1+1
• InChIKey: PJDFLNIOAUIZSL-XYUOLVJRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-amino(6-^1^3C,6,6-^2H₂)hex-5-enoic acid
• IUPAC Traditional name: (4S)-4-amino(6-^1^3C,6,6-^2H₂)hex-5-enoic acid
• Synonyms: (+/-)-4-Amino-5-hexenoic Acid-13C,d2; (+/-)-γ-Vinyl GABA-13C,d2; GVG-13C,d2; MDL 71754-13C,d2; RMI 71754-13C,d2; Sabril-13C,d2; Vigabatrin-13C,d2; γ-Vinyl-GABA-13C,d2; γ-Vinyl-γ-aminobutyric Acid-13C,d2; rac-Vigabatrin-13C,d2 (Major)

Database IDs

• PubChem SID: 164235361
• PubChem CID: 71752923

CALCULATED PROPERTIES

• Acid pKa: 4.608113
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.1360347
• LogD (pH = 7.4): -2.0948071
• Log P: -2.0949147
• Molar Refractivity: 34.2907 cm^3
• Polarizability: 13.588985 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Yellow Solid

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - V253002

Labelled Vigabatrin. A novel antiepileptic drug. Antidepressant; antipsychotic; anxiolytic.

REFERENCES

• Vajda, F., et al.: Clin. Neurosci., 7, 88 (2000)
• Beghi, E., et al.: Lancet. Neurol., 3, 618 (2000)
• Sagirli, O., et al.: J. Pharmaceut. Biomed., 42, 618 (2000)