2-hydroxy-3-(1H-indol-3-yl)propanoic acid

• ChemBase ID: 104183
• Molecular Formular: C11H11NO3
• Molecular Mass: 205.20994
• Monoisotopic Mass: 205.07389322
• SMILES: OC(Cc1c[nH]c2ccccc12)C(=O)O
• Canonical SMILES: OC(=O)C(Cc1c[nH]c2c1cccc2)O
• InChI: InChI=1S/C11H11NO3/c13-10(11(14)15)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,10,12-13H,5H2,(H,14,15)
• InChIKey: XGILAAMKEQUXLS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-3-(1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: indole-3-lactic acid
• Synonyms: β-(3-Indolyl)lactic acid; 2-Hydroxy-3-(3-indolyl)propanoic acid; 3-Indolyllactic acid; Indolelactic acid; 3-(3-Indolyl)-2-hydroxypropanoic acid; DL-Indole-3-lactic acid; 3-[3-Indolyl]-2-hydroxypropanoic acid; DL-INDOLE-3-LACTIC ACID; 5,5',7-INDIGOTRISULFONIC ACID; 3-(3-吲哚基)-2-羟基丙酸; DL-吲哚-3-乳酸

Database IDs

• CAS Number: 67627-18-3; 832-97-3
• EC Number: 212-627-9
• MDL Number: MFCD00005642
• PubChem SID: 162091657; 24896071
• PubChem CID: 92904

CALCULATED PROPERTIES

• Acid pKa: 4.141373
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -0.09106052
• LogD (pH = 7.4): -1.7892182
• Log P: 1.2832588
• Molar Refractivity: 54.5453 cm^3
• Polarizability: 22.178171 Å^3
• Polar Surface Area: 73.32 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 145-146 °C(lit.)

Safety Information

• Storage Condition: 2-8°C, Protect from light; Room Temperature (15-30°C)
• German water hazard class: 3

Product Information

• Purity: 75% min; 98%; 99%
• Empirical Formula (Hill Notation): C11H11NO3

DETAILS

MP Biomedicals - 02155029

(3-[3-Indolyl]-2-hydroxypropanoic acid) Purity: 98% Crystalline

MP Biomedicals - 02155019

Potassium Salt Purity: 75% min.

Sigma Aldrich - I5508

Packaging
1 g in glass bottle
250 mg in glass bottle
Application
Reactant for preparation of:
• Antibacterial agents1
• Dietary sweetener2