methyl 2-amino-3-(1H-indol-3-yl)propanoate hydrochloride

• ChemBase ID: 74269
• Molecular Formular: C12H15ClN2O2
• Molecular Mass: 254.7127
• Monoisotopic Mass: 254.08220541
• SMILES: Cl.[nH]1c2c(cccc2)c(c1)CC(C(=O)OC)N
• Canonical SMILES: COC(=O)C(Cc1c[nH]c2c1cccc2)N.Cl
• InChI: InChI=1S/C12H14N2O2.ClH/c1-16-12(15)10(13)6-8-7-14-11-5-3-2-4-9(8)11;/h2-5,7,10,14H,6,13H2,1H3;1H
• InChIKey: XNFNGGQRDXFYMM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-amino-3-(1H-indol-3-yl)propanoate hydrochloride
• IUPAC Traditional name: methyl 2-amino-3-(1H-indol-3-yl)propanoate hydrochloride
• Synonyms: DL-Methyl Tryptophanate Monohydrochloride; NSC 34498; D,L-Tryptophan Methyl Ester Hydrochloride; DL-Tryptophanmethylester hydrochloride; methyl 2-amino-3-(1H-indol-3-yl)propanoate hydrochloride; DL-TRYPTOPHAN METHYL ESTER HYDROCHLORIDE

Database IDs

• CAS Number: 5619-09-0
• MDL Number: MFCD00066133
• PubChem SID: 162039188
• PubChem CID: 2827264

CALCULATED PROPERTIES

• Acid pKa: 16.14567
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.10108825
• LogD (pH = 7.4): 1.1988137
• Log P: 1.3222711
• Molar Refractivity: 60.9719 cm^3
• Polarizability: 25.196924 Å^3
• Polar Surface Area: 68.11 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White Solid
• Melting Point: 212-215°C; 214 - 216°C; 221-222°C
• Hydrophobicity(logP): 1.189

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Irritant

Product Information

• Purity: 95%; 97%
• Salt Data: HCl

DETAILS

MP Biomedicals - 02157157

Hydrochloride

Toronto Research Chemicals - T895000

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

REFERENCES

• Smith, E.L., and Polglase, W.J.: J. Biol. Chem., 180, 1209 (1949)