2-amino-3-(naphthalen-1-yl)propanoic acid

• ChemBase ID: 104400
• Molecular Formular: C13H13NO2
• Molecular Mass: 215.24782
• Monoisotopic Mass: 215.09462866
• SMILES: NC(Cc1c2ccccc2ccc1)C(=O)O
• Canonical SMILES: OC(=O)C(Cc1cccc2c1cccc2)N
• InChI: InChI=1S/C13H13NO2/c14-12(13(15)16)8-10-6-3-5-9-4-1-2-7-11(9)10/h1-7,12H,8,14H2,(H,15,16)
• InChIKey: OFYAYGJCPXRNBL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(naphthalen-1-yl)propanoic acid
• IUPAC Traditional name: alphanaphthylalanine
• Synonyms: 3-(1-Naphthyl)-DL-alanine; DL-3-(1-NAPHTHYL)ALANINE; 2-AMINO-3-NAPHTHALEN-1-YL-PROPIONIC ACID

Database IDs

• CAS Number: 28095-56-9
• MDL Number: MFCD00067507
• PubChem SID: 24897744; 162091534
• PubChem CID: 99505

CALCULATED PROPERTIES

• Acid pKa: 2.6140146
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.19483837
• LogD (pH = 7.4): -0.19827187
• Log P: -0.19462584
• Molar Refractivity: 61.5665 cm^3
• Polarizability: 25.420156 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 2-8°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: 98%

DETAILS

Sigma Aldrich - N5637

Biochem/physiol Actions
3-(1-Naphthyl)-DL-alanine is an amino acid derivative that has been used to synthesize cholecystokinin analogues.