3-[amino(13C)methyl]-5-methyl(1,2-13C2)hexanoic acid

• ChemBase ID: 176888
• Molecular Formular: C8H17NO2
• Molecular Mass: 162.20404451
• Monoisotopic Mass: 162.1359933
• SMILES: C(CC([13CH2][13C](=O)O)[13CH2]N)(C)C
• Canonical SMILES: N[13CH2]C([13CH2][13C](=O)O)CC(C)C
• InChI: InChI=1S/C8H17NO2/c1-6(2)3-7(5-9)4-8(10)11/h6-7H,3-5,9H2,1-2H3,(H,10,11)/i4+1,5+1,8+1
• InChIKey: AYXYPKUFHZROOJ-LGMPQVEQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[amino(^1^3C)methyl]-5-methyl(1,2-^1^3C₂)hexanoic acid
• IUPAC Traditional name: 3-[amino(^1^3C)methyl]-5-methyl(1,2-^1^3C₂)hexanoic acid
• Synonyms: 3-(Aminomethyl)-5-methylhexanoic-13C3 Acid; rac-PD-144723-13C3; rac-CI-1008-13C3; (+/-)-Pregabalin-13C3; rac-Pregabalin-13C3

Database IDs

• PubChem SID: 164232798
• PubChem CID: 46782780

CALCULATED PROPERTIES

• Acid pKa: 4.8009205
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.4076396
• LogD (pH = 7.4): -1.3444575
• Log P: -1.3455846
• Molar Refractivity: 43.68 cm^3
• Polarizability: 17.506392 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White to Off-White Solid
• Melting Point: 145-147°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - P704803

A labelled GABA analogue used as an anticonvulsant.Controlled substance in the United States.

REFERENCES

• Taylor, C.P., at al.: Epilepsy Res., 14, 11 (1993)
• Field, M.J., et al.: Pain, 80, 391 (1999)