2-amino-3-(4-methyl-1H-indol-3-yl)propanoic acid

• ChemBase ID: 104359
• Molecular Formular: C12H14N2O2
• Molecular Mass: 218.25176
• Monoisotopic Mass: 218.1055277
• SMILES: Cc1cccc2c1c(CC(N)C(=O)O)c[nH]2
• Canonical SMILES: OC(=O)C(Cc1c[nH]c2c1c(C)ccc2)N
• InChI: InChI=1S/C12H14N2O2/c1-7-3-2-4-10-11(7)8(6-14-10)5-9(13)12(15)16/h2-4,6,9,14H,5,13H2,1H3,(H,15,16)
• InChIKey: FPJGLSZLQLNZIW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(4-methyl-1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: 2-amino-3-(4-methyl-1H-indol-3-yl)propanoic acid
• Synonyms: 4-Methyl-DL-tryptophan; 4-METHYL-DL-TRYPTOPHAN

Database IDs

• CAS Number: 1954-45-6
• EC Number: 217-785-2
• MDL Number: MFCD00055987
• PubChem SID: 162091044; 24897264
• PubChem CID: 96374

CALCULATED PROPERTIES

• Acid pKa: 2.6208205
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -0.5720785
• LogD (pH = 7.4): -0.575654
• Log P: -0.5718651
• Molar Refractivity: 61.244 cm^3
• Polarizability: 24.85711 Å^3
• Polar Surface Area: 79.11 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 2-8°C
• German water hazard class: 3
• Storage Temperature: 2-8°C

DETAILS

Sigma Aldrich - M8502

Biochem/physiol Actions
4-Methyl-DL-tryptophan is a tryptophan derivative that inhibits ATB0,+-specific glycine uptake.