(2S)-2-amino-5-methylhexanoic acid

• ChemBase ID: 174056
• Molecular Formular: C7H15NO2
• Molecular Mass: 145.1995
• Monoisotopic Mass: 145.11027873
• SMILES: C(CC[C@H](N)C(=O)O)(C)C
• Canonical SMILES: N[C@H](C(=O)O)CCC(C)C
• InChI: InChI=1S/C7H15NO2/c1-5(2)3-4-6(8)7(9)10/h5-6H,3-4,8H2,1-2H3,(H,9,10)/t6-/m0/s1
• InChIKey: FMUMEWVNYMUECA-LURJTMIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-5-methylhexanoic acid
• IUPAC Traditional name: (2S)-2-amino-5-methylhexanoic acid
• Synonyms: L-2-Amino-5-methyl-hexanoic Acid; (S)-2-Amino-5-methylhexanoic Acid; NSC 4073; 5-Methyl-L-norleucine

Database IDs

• CAS Number: 31872-98-7
• PubChem SID: 164229966
• PubChem CID: 94817

CALCULATED PROPERTIES

• Acid pKa: 2.8459175
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.1419102
• LogD (pH = 7.4): -1.1441424
• Log P: -1.1414474
• Molar Refractivity: 38.7719 cm^3
• Polarizability: 15.66981 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: 254-256°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M325775

Non-standard amino acid

REFERENCES

• Nobe, Y., et al.: J. Biol. Chem., 273, 29554 (1998)
• Bogen, S., et al.: Bioorg. Med. Chem. Lett., 15, 4515 (1998)