(2S,4S)-2-amino-4-methylpentanedioic acid

• ChemBase ID: 173746
• Molecular Formular: C6H11NO4
• Molecular Mass: 161.15584
• Monoisotopic Mass: 161.06880784
• SMILES: [C@@H](C[C@H](N)C(=O)O)(C)C(=O)O
• Canonical SMILES: OC(=O)[C@H](C[C@@H](C(=O)O)N)C
• InChI: InChI=1S/C6H11NO4/c1-3(5(8)9)2-4(7)6(10)11/h3-4H,2,7H2,1H3,(H,8,9)(H,10,11)/t3-,4-/m0/s1
• InChIKey: KRKRAOXTGDJWNI-IMJSIDKUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S)-2-amino-4-methylpentanedioic acid
• IUPAC Traditional name: (2S,4S)-2-amino-4-methylpentanedioic acid
• Synonyms: (4S)-4-Methyl-L-glutamic Acid; threo-4-Methyl-L-glutamic Acid; L-threo-γ-Methylglutamate; L-threo-γ-Methylglutamic Acid; (2S,4S)-4-Methylglutamic Acid

Database IDs

• CAS Number: 6141-27-1
• PubChem SID: 164229656
• PubChem CID: 3246152

CALCULATED PROPERTIES

• Acid pKa: 2.0136228
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.8308425
• LogD (pH = 7.4): -5.5816407
• Log P: -2.703642
• Molar Refractivity: 35.8622 cm^3
• Polarizability: 14.494345 Å^3
• Polar Surface Area: 100.62 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: 151-153°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M311580

A highly selective and potent agonist for metabotropic receptors.

REFERENCES

• Todeschi, N., et al.: Bioorg. Med. Chem., 5, 335 (1997)