CAS 19817-95-9

1-O-(Indol-3′-ylacetyl)-β-D-glucopyranose

Description:

1-O-(Indol-3′-ylacetyl)-β-D-glucopyranose is a glycosylated compound that features a β-D-glucopyranose moiety linked to an indole derivative through an acetyl group. This compound is characterized by its unique structural arrangement, which combines a carbohydrate unit with an indole ring, a feature that may contribute to its biological activity. The presence of the indole moiety suggests potential interactions with biological systems, as indole derivatives are known for their roles in various biochemical processes. The glucopyranose part of the molecule provides hydrophilicity, which can influence solubility and bioavailability. This compound may exhibit properties such as antioxidant activity, anti-inflammatory effects, or other pharmacological activities, making it of interest in medicinal chemistry and drug development. Its specific interactions and effects would depend on the context of its use, including concentration, formulation, and the biological environment. As with many glycosides, the stability and reactivity of this compound can be influenced by factors such as pH and temperature.

Formula: C₁₆H₁₉NO₇

InChI: InChI=1S/C16H19NO7/c18-7-11-13(20)14(21)15(22)16(23-11)24-12(19)5-8-6-17-10-4-2-1-3-9(8)10/h1-4,6,11,13-18,20-22H,5,7H2/t11-,13-,14+,15-,16+/m1/s1

InChI key: InChIKey=HHDMMUWDSFASNB-JZYAIQKZSA-N

SMILES: C(C(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)=O)C=2C=3C(NC2)=CC=CC3

Synonyms:

• 1-O-(1H-indol-3-ylacetyl)-beta-D-glucopyranose
• 1-O-(Indol-3′-ylacetyl)-β-<span class="text-smallcaps">D</span>-glucopyranose
• 1-O-Indol-3-ylacetyl-beta-D-glucose
• Glucopyranose, 1-indole-3-acetate, β-<span class="text-smallcaps">D</span>-
• Iaa-glucose
• Indole-3-acetic acid β-glucoside
• Indole-3-acetic acid, 1-ester with β-<span class="text-smallcaps">D</span>-glucopyranose
• Indole-3-acetic acid, β-<span class="text-smallcaps">D</span>-glucopyranosyl ester
• beta-D-Glucopyranose, 1-(1H-indole-3-acetate)
• β-<span class="text-smallcaps">D</span>-Glucopyranose, 1-(1H-indole-3-acetate)
• Indole-3-acetic acid, 1-ester with β-D-glucopyranose
• Indole-3-acetic acid, β-D-glucopyranosyl ester
• 1-O-(Indol-3′-ylacetyl)-β-D-glucopyranose
• Glucopyranose, 1-indole-3-acetate, β-D-

(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl 2-(1H-indol-3-yl)acetate

CAS: 19817-95-9

Formula: C₁₆H₁₉NO₇

Purity: 97%

Color and Shape: Solid

Molecular weight: 337.3246

Ref: IN-DA002BCA

Indole-3-acetyl-β-6-D-Glucose

CAS: 19817-95-9

Indole-3-acetyl-β-6-D-Glucose

Molecular weight: 337.326g/mol

Ref: 54-BI12263

Indole-3-acetyl β-D-Glucopyranose

CAS: 19817-95-9

Applications A metabolite of Indole-3-acetic acid in plants.
References Barratt, N., et al.: Physiol. Plant, 105, 207 (1999), Jackson, R., et al.: J. Biol. Chem., 276, 4350 (2001), Staswick, P., et al.: Plant Cell, 17, 616 (2005),

Formula: C₁₆H₁₉NO₇

Color and Shape: Neat

Molecular weight: 337.32

Ref: TR-I627020

Indole-3-acetyl β-D-glucopyranose

CAS: 19817-95-9

Indole-3-acetyl b-D-glucopyranose is a synthetic substrate that is used in the enzyme catalysis of indole glucosyl transferase. This enzyme catalyzes the reaction between indole and D-glucose to form an acetylated glucose. The gene product for this enzyme has a low expression in tissues, but high expression in plants. The gene product for this enzyme has been shown to be involved in plant physiology, where it may play a role in population growth.

Formula: C₁₆H₁₉NO₇

Purity: Min. 95%

Molecular weight: 337.33 g/mol

Ref: 3D-MI171854