(2S)-2-(methylamino)pentanoic acid

• ChemBase ID: 154621
• Molecular Formular: C6H13NO2
• Molecular Mass: 131.17292
• Monoisotopic Mass: 131.09462866
• SMILES: CCC[C@@H](C(=O)O)NC
• Canonical SMILES: CCC[C@@H](C(=O)O)NC
• InChI: InChI=1S/C6H13NO2/c1-3-4-5(7-2)6(8)9/h5,7H,3-4H2,1-2H3,(H,8,9)/t5-/m0/s1
• InChIKey: HCPKYUNZBPVCHC-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(methylamino)pentanoic acid
• IUPAC Traditional name: (2S)-2-(methylamino)pentanoic acid
• Synonyms: (S)-2-(Methylamino)pentanoic acid; N-Me-Nva-OH; N-Methyl-L-norvaline

Database IDs

• CAS Number: 19653-78-2
• MDL Number: MFCD02094305
• Beilstein Number: 4739047
• PubChem SID: 162248759
• PubChem CID: 7010353

CALCULATED PROPERTIES

• Acid pKa: 2.3515837
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.6505893
• LogD (pH = 7.4): -1.6506037
• Log P: -1.6504215
• Molar Refractivity: 34.3969 cm^3
• Polarizability: 13.835553 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]/D +24.0±1.0°, c = 1 in 1 M HCl

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (TLC)
• Compostion: carbon, 54.1-55.7%; nitrogen, 10.4-10.9%
• Empirical Formula (Hill Notation): C6H13NO2

DETAILS

Sigma Aldrich - 04858

Biochem/physiol Actions
N-Methyl amino acids play an important role in investigations on prevention or therapy of Alzheimer′s disease1, neurofibrillary tangles or amyloid plaque are physiological characteristics of this disease and ?-amyloid(40) fibrillogenesis and disassembly of ?-amyloid(40) fibrils is inhibited by short ?-amyloid congeners containing N-methyl amino acids at alternate residue.