(2S)-2-[2-(1H-indol-3-yl)acetamido]propanoic acid

• ChemBase ID: 151432
• Molecular Formular: C13H14N2O3
• Molecular Mass: 246.26186
• Monoisotopic Mass: 246.10044232
• SMILES: C[C@@H](C(=O)O)NC(=O)Cc1c[nH]c2c1cccc2
• Canonical SMILES: O=C(Cc1c[nH]c2c1cccc2)N[C@H](C(=O)O)C
• InChI: InChI=1S/C13H14N2O3/c1-8(13(17)18)15-12(16)6-9-7-14-11-5-3-2-4-10(9)11/h2-5,7-8,14H,6H2,1H3,(H,15,16)(H,17,18)/t8-/m0/s1
• InChIKey: FBDCJLXTUCMFLF-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[2-(1H-indol-3-yl)acetamido]propanoic acid
• IUPAC Traditional name: (2S)-2-[2-(1H-indol-3-yl)acetamido]propanoic acid
• Synonyms: IAA-L-Ala; Indole-3-acetyl-L-alanine; N-(3-Indolylacetyl)-L-alanine; 吲哚-3-乙酰基-L-丙氨酸; N-(3-吲哚乙酰基)-L-丙氨酸

Database IDs

• CAS Number: 57105-39-2
• MDL Number: MFCD00050395
• PubChem SID: 24861360; 162245585
• PubChem CID: 644225

CALCULATED PROPERTIES

• Acid pKa: 4.053593
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -0.28486353
• LogD (pH = 7.4): -1.9542909
• Log P: 1.1732371
• Molar Refractivity: 65.7495 cm^3
• Polarizability: 26.451666 Å^3
• Polar Surface Area: 82.19 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 138-140 °C(lit.)
• Optical Rotation: [α]24/D -21°, c = 1 in methanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C13H14N2O3

DETAILS

Sigma Aldrich - 345911

Packaging
1 g in glass bottle
250 mg in glass bottle