2-amino-2-(1H-indol-3-yl)acetic acid

• ChemBase ID: 171622
• Molecular Formular: C10H10N2O2
• Molecular Mass: 190.1986
• Monoisotopic Mass: 190.07422757
• SMILES: c1ccc2c(c1)c(c[nH]2)C(N)C(=O)O
• Canonical SMILES: OC(=O)C(c1c[nH]c2c1cccc2)N
• InChI: InChI=1S/C10H10N2O2/c11-9(10(13)14)7-5-12-8-4-2-1-3-6(7)8/h1-5,9,12H,11H2,(H,13,14)
• InChIKey: AIZGBPJAKQNCSD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-2-(1H-indol-3-yl)acetic acid
• IUPAC Traditional name: amino(1H-indol-3-yl)acetic acid
• Synonyms: α-Amino-indole-3-acetic Acid; D,L-3-Indolylglycine; AMINO-(1H-INDOL-3-YL)-ACETIC ACID

Database IDs

• CAS Number: 6747-15-5
• PubChem SID: 164227532
• PubChem CID: 438674

CALCULATED PROPERTIES

• Acid pKa: 2.353668
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -1.3736272
• LogD (pH = 7.4): -1.3825325
• Log P: -1.3737065
• Molar Refractivity: 51.4478 cm^3
• Polarizability: 21.245136 Å^3
• Polar Surface Area: 79.11 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO (gentle warming)
• Apperance: Off White Solid
• Melting Point: 215-218°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Temperature Senstive

Product Information

• Purity: 98%

REFERENCES

• J. Chem. Soc., 458 (1940)