(2S)-2-amino-3-(1H-indol-3-yl)propanamide hydrochloride

• ChemBase ID: 132749
• Molecular Formular: C11H14ClN3O
• Molecular Mass: 239.70136
• Monoisotopic Mass: 239.08253976
• SMILES: c1ccc2c(c1)c(c[nH]2)C[C@@H](C(=O)N)N.Cl
• Canonical SMILES: NC(=O)[C@H](Cc1c[nH]c2c1cccc2)N.Cl
• InChI: InChI=1S/C11H13N3O.ClH/c12-9(11(13)15)5-7-6-14-10-4-2-1-3-8(7)10;/h1-4,6,9,14H,5,12H2,(H2,13,15);1H/t9-;/m0./s1
• InChIKey: WOBDANBSEWOYKN-FVGYRXGTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(1H-indol-3-yl)propanamide hydrochloride
• IUPAC Traditional name: L-tryptophanamide hydrochloride
• Synonyms: (S)-Tryptophan Methyl Ester Monohydrochloride; L-(-)-Tryptophan Methyl Ester Hydrochloride; Methyl L-Tryptophanate Hydrochloride; L-Tryptophan Methyl Ester Hydrochloride; L-Tryptophanamide hydrochloride; (αS)-α-Amino-1H-indole-3-propanamide Hydrochloride; L-Tryptophanamide Monohydrochloride; L-Tryptophanamide Hydrochloride; (S)-2-Amino-3-(1H-indol-3-yl)propanamide hydrochloride

Database IDs

• CAS Number: 7524-52-9; 5022-65-1
• EC Number: 225-708-9
• MDL Number: MFCD00054315
• PubChem SID: 24899899; 162227026
• PubChem CID: 6452180

CALCULATED PROPERTIES

• Acid pKa: 15.949795
• H Acceptors: 2
• H Donor: 3
• LogD (pH = 5.5): -1.994071
• LogD (pH = 7.4): -0.2996021
• Log P: 0.36943445
• Molar Refractivity: 58.025 cm^3
• Polarizability: 23.807716 Å^3
• Polar Surface Area: 84.9 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Methanol; Water
• Apperance: Off-White Solid; White Solid
• Melting Point: 204-207°C; 257-261°C

Safety Information

• Storage Condition: -20°C Freezer; Refrigerator
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - T895010

Amino acid derivative that may be used to prepare the corresponding amino acid amide L-Tryptophanamide Hydrochloride (Cat. #T89550).

Toronto Research Chemicals - T895505

An amino acid amide used as a substrate for studying the action of aminopeptidase enzyme.Note: The isomer D,L-Tryptophanamide, Hydrochloride is also available as Catalogue Number T89550

REFERENCES

• Smith, E.L., et al.: J. Biol. Chem., 180, 1209 (1949)
• Lafont, R., et al.: Insect. Biochem., 21, 697 (1991)
• Konopinska, D., et al.: J. Peptide Res., 49, 457 (1991)
• Michalik, J., et al.: Eur. J. Entomology, 95, 1 (1991)