(2S)-2-formamido-4-methylpentanoic acid

• ChemBase ID: 45243
• Molecular Formular: C7H13NO3
• Molecular Mass: 159.18302
• Monoisotopic Mass: 159.08954328
• SMILES: OC(=O)[C@@H](NC=O)CC(C)C
• Canonical SMILES: O=CN[C@H](C(=O)O)CC(C)C
• InChI: InChI=1S/C7H13NO3/c1-5(2)3-6(7(10)11)8-4-9/h4-6H,3H2,1-2H3,(H,8,9)(H,10,11)/t6-/m0/s1
• InChIKey: HFBHOAHFRNLZGN-LURJTMIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-formamido-4-methylpentanoic acid
• IUPAC Traditional name: (2S)-2-formamido-4-methylpentanoic acid
• Synonyms: N-Formyl-L-leucine; N-Formyl-S-leucine; N-Formylleucine; NSC 334321; N-Formyl-L-leucine

Database IDs

• CAS Number: 6113-61-7
• EC Number: 228-080-4
• MDL Number: MFCD00055861
• PubChem SID: 162050006
• PubChem CID: 9880216

CALCULATED PROPERTIES

• Acid pKa: 4.1166368
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.9523298
• LogD (pH = 7.4): -2.6428614
• Log P: 0.44554675
• Molar Refractivity: 39.1242 cm^3
• Polarizability: 15.423447 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; N,N-Dimethylformamide
• Apperance: White Solid
• Melting Point: 137-142°C; 142-145°C

Safety Information

• Storage Condition: 0°C
• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37-60
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 90%; tech. 90%

DETAILS

MP Biomedicals - 02151167

Crystalline

Toronto Research Chemicals - F700560

A synthetic substrate of the lipase inhibitor lipstatin.

REFERENCES

• Eisenreich, W., et al.: J. Biol. Chem., 272, 867 (1997)
• Goese, M., et al.: J. Biol. Chem., 275, 21192 (2000).