CAS 1821-52-9

Indole-3-lactic acid

Description:

Indole-3-lactic acid (ILA) is an organic compound that belongs to the class of indole derivatives, characterized by the presence of an indole ring fused with a lactic acid moiety. It is a naturally occurring compound, often found in plants and is associated with various biological activities. ILA is known for its role in plant growth and development, particularly in the regulation of auxin, a key plant hormone. The compound exhibits potential antioxidant properties and has been studied for its effects on human health, including anti-inflammatory and neuroprotective activities. In terms of physical properties, ILA is typically a white to off-white crystalline solid, soluble in water and organic solvents, which facilitates its use in various applications, including pharmaceuticals and agricultural products. Its molecular structure contributes to its reactivity and interaction with biological systems, making it a subject of interest in both medicinal chemistry and plant biology research.

Formula: C₁₁H₁₁NO₃

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)

InChI key: InChIKey=XGILAAMKEQUXLS-UHFFFAOYSA-N

SMILES: C(C(C(O)=O)O)C=1C=2C(NC1)=CC=CC2

Synonyms:

• 1H-Indole-3-propanoic acid, α-hydroxy-
• 2-Hydroxy-3-(1H-indol-3-yl)propanoic acid
• 2-Hydroxy-3-(3-indolyl)propanoic acid
• 3-(3-Indolyl)-2-hydroxypropionic acid
• 3-(3-Indolyl)-<span class="text-smallcaps">DL</span>-lactic acid
• 3-Indole-lactic acid
• 3-Indolyllactic acid
• <span class="text-smallcaps">DL</span>-Indole-3-lactic acid
• Indole-3-lactic acid
• Indolelactic acid
• Indolelacticacid
• α-Hydroxy-1H-indole-3-propanoic acid
• β-(3-Indolyl)lactic acid

1H-​Indole-​3-​propanoic acid, α-​hydroxy-

CAS: 1821-52-9

Formula: C₁₁H₁₁NO₃

Purity: 97%

Color and Shape: Solid

Molecular weight: 205.2099

Ref: IN-DA0023DY

Indolelactic acid

CAS: 1821-52-9

Indolelactic acid

Purity: ≥98%

Molecular weight: 205.21g/mol

Ref: 54-BUP01494

Indolelactic acid

CAS: 1821-52-9

Indolelactic acid is a metabolite of tryptophan in Azotobacter vinelandii cultures.

Formula: C₁₁H₁₁NO₃

Purity: 98.93% - 99.76%

Color and Shape: Solid

Molecular weight: 205.21

Ref: TM-TQ0265

DL-Indole-3-lactic Acid

CAS: 1821-52-9

Applications DL-Indole-3-lactic Acid is used as a reagent in the synthesis of 2-hydroxy-1-(1H-indol-3-yl)-4-methylpentan-3-one which has weak antibacterial activity against 16 bacterial strains, including Escherichia coli, Bacillus subtilis and Staphylococcus aureus. DL-Indole-3-lactic Acid is also used in the preparation of Monatin, a natural sweet peptidomimetic.
References Nguyen, S.T., et al.: Bioorg. Med. Chem. Lett., 20, 5739 (2010); Nakamura, K., et al.: Peptide Sci., 40, 61 (2003)

Formula: C₁₁H₁₁NO₃

Color and Shape: Neat

Molecular weight: 205.07389

Ref: TR-I627100

DL-Indole-3-lactic acid

CAS: 1821-52-9

DL-Indole-3-lactic acid is a versatile building block that can be used in the synthesis of complex compounds such as pharmaceuticals and research chemicals. It is also a reagent, speciality chemical, useful building block, and reaction component. DL-Indole-3-lactic acid is an intermediate for the synthesis of indigo dye, which was used widely in textile industries. This compound has been shown to have high quality and can be used as a scaffold for drug design.

Formula: C₁₁H₁₁NO₃

Purity: Min. 98.5 Area-%

Molecular weight: 205.22 g/mol

Ref: 3D-I-3000

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

CAS: 1821-52-9

Formula: C₁₁H₁₁NO₃

Purity: 98%

Color and Shape: No data available.

Molecular weight: 205.213

Ref: 10-F329679

DL-Indole-3-lactic acid

CAS: 1821-52-9

Indole-3-lactic acid is a plant hormone that is produced in the leaves of the plant when they are under stress. It has been shown to have activity against bowel diseases and metabolic disorders. Indole-3-lactic acid has been isolated from plants like Caproicum album, which is used in vitro to measure its effect on caproic acid production. This compound has also been detected in human serum and wastewater treatment. Indole-3-lactic acid inhibits tryptophan degradation by competing with indolecarboxylase for substrate. The effect of indole-3-lactic acid on dextran sulfate and glomerular filtration rate was studied using a rat model, where it was found that it had no significant effects.

Formula: C₁₁H₁₁NO₃

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 205.21 g/mol

Ref: 3D-FI30473