2-amino-3-(1H-indol-3-yl)(2H3)propanoic acid

• ChemBase ID: 179370
• Molecular Formular: C11H12N2O2
• Molecular Mass: 204.22518
• Monoisotopic Mass: 204.08987763
• SMILES: c1ccc2c(c1)[nH]cc2CC(N)C(=O)O
• Canonical SMILES: OC(=O)C(Cc1c[nH]c2c1cccc2)N
• InChI: InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)
• InChIKey: QIVBCDIJIAJPQS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(1H-indol-3-yl)(^2H₃)propanoic acid
• IUPAC Traditional name: 2-amino-3-(1H-indol-3-yl)(^2H₃)propanoic acid
• Synonyms: (+/-)-Tryptophan-d3; 1H-Indole-3-alanine-d3; DL-α-Amino-3-indolepropionic Acid-d3; NSC 13118-d3; D,L-Tryptophan-d3

Database IDs

• CAS Number: 340257-61-6
• PubChem SID: 164235280
• PubChem CID: 71752878

CALCULATED PROPERTIES

• Acid pKa: 2.5439286
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -1.0856168
• LogD (pH = 7.4): -1.0892947
• Log P: -1.085457
• Molar Refractivity: 56.2028 cm^3
• Polarizability: 23.093342 Å^3
• Polar Surface Area: 79.11 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Off-White Solid
• Melting Point: 248-250°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - T947202

A labelled, essential amino acid.

REFERENCES

• Liu, F., et al.: Bioorg. Med. Chem., 18, 4167 (2010)
• Kumar, R., et al.: Eur. J. Med. Chem., 45, 2265 (2010)
• Cai, W., et al.: Bioorg. Med. Chem., 18, 1899 (2010)