123380-87-0

Basic information

• Product Name: 1H-Indole-3-acetic acid, 6-Methoxy-, Methyl ester
• Synonyms: 1H-Indole-3-acetic acid, 6-Methoxy-, Methyl ester
• CAS NO: 123380-87-0
• Molecular Formula: C₁₂H₁₃NO₃
• Molecular Weight: 219.23652
• Mol File: 123380-87-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 92 °C(Solv: benzene (71-43-2))
• Boiling Point: 379.7±27.0 °C(Predicted)
• Appearance: /
• Density: 1.226±0.06 g/cm3(Predicted)
• PKA: 16.89±0.30(Predicted)
• CAS DataBase Reference: 1H-Indole-3-acetic acid, 6-Methoxy-, Methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-3-acetic acid, 6-Methoxy-, Methyl ester(123380-87-0)
• EPA Substance Registry System: 1H-Indole-3-acetic acid, 6-Methoxy-, Methyl ester(123380-87-0)

Safety Data

• Hazardous Substances Data: 123380-87-0(Hazardous Substances Data)

Usage

Molecular weight

239.24 g/mol

Structure

1H-Indole-3-acetic acid, 6-methoxy-, methyl ester has an indole ring with a methoxy group at the 6-position and an ester group (COOCH3) attached to the carboxylic acid (COOH) at the 3-position.

Source

Synthetic chemical compound derived from indole-3-acetic acid, a plant hormone.

Uses

Commonly used in research and agricultural settings to study the effects of plant hormones on growth and development, and in the production of various medications and pharmaceuticals.

Functions

Acts as a plant hormone and regulates various aspects of plant growth and development.

Importance

Its unique properties and potent effects on plant physiology make it a valuable tool for studying and manipulating plant growth and development.

Upstream product

• 67-56-1 methanol 
• 103986-22-7 2-(6-methoxy-1H-indol-3-yl)acetic acid 
• 408354-40-5 6-methoxy-1-methyl-α-oxo-1H-indole-3-acetic acid methyl ester 
• 3189-13-7 6-methoxylindole 
• 68104-22-3 (6-methoxy-1H-indol-3-yl)(oxo)acetyl chloride 
• 23084-35-7 2-(6-methoxy-1H-indol-3-yl)acetonitrile 
• 555-03-3 3-nitroanisole 
• 24171-80-0 N-(3-methoxyphenyl)hydroxylamine 
• 131424-27-6 methyl 6-methoxy-1H-indole-3-carboxylate 
• 131424-25-4 benzyl N-hydroxy-n-(3-methoxyphenyl)carbamate 
• 131424-26-5 1-benzyl 3-methyl 6-methoxyindole-1,3-dicarboxylate 
• 140862-48-2 (6-methoxyindol-3-yl)methanol 
• 62467-65-6 1-(6-methoxy-1H-indol-3-yl)-N,N-dimethylmethanamine 
• 109507-20-2 6-methoxy-3-((trimethyl-14-azaneyl)methyl)-1H-indole iodide 

Downstream Products

• 103986-22-7 2-(6-methoxy-1H-indol-3-yl)acetic acid 
• 1067135-22-1 C₂₄H₂₈O₄N₂ 

Relevant articles and documents

Three oxidative metabolites of indole-3-acetic acid from Arabidopsis thaliana

Three metabolites of indole-3-acetic acid (IAA), N-(6-hydroxyindol-3-ylacetyl)-phenylalanine (6-OH-IAA-Phe), N-(6-hydroxyindol-3-ylacetyl)-valine (6-OH-IAA-Val), and 1-O-(2-oxoindol-3-ylacetyl)-β-d-glucopyranose (OxIAA-Glc), were found by a liquid chromatography-electrospray ionization-tandem mass spectrometry (LC-ESI-MS/MS)-based search for oxidative IAA metabolites during the vegetative growth of Arabidopsis. Their structures were confirmed by making a comparison of chromatographic characteristics and mass spectra between naturally occurring compounds and synthetic standards. An incorporation study using deuterium-labeled compounds showed that 6-OH-IAA-Phe and 6-OH-IAA-Val were biosynthesized from IAA-Phe and IAA-Val, respectively, which strongly suggested the formation of these amino acid conjugates of IAA in plants. Both 6-OH-IAA-Phe and 6-OH-IAA-Val were inactive as auxins, as indicated by no significant root growth inhibition in Arabidopsis. Quantitative analysis demonstrated that OxIAA-Glc was present in the largest amount among the metabolites of IAA in Arabidopsis, suggesting that the conversion into OxIAA-Glc represents the main metabolic process regarding IAA in Arabidopsis.

Synthesis of a truncated A-unit analogue for CC-10651

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