Description

4-(β-D-Glucopyranosyloxy)-2-Hydroxy-7-Methoxy-2H-1,4-Benzoxazin-3(4H)-One is a naturally occurring benzoxazinoid glucoside, a key secondary metabolite found in certain cereal crops. This compound is of significant interest for its role in plant defense mechanisms and its potential bioactivity. It serves as a crucial reference standard and intermediate for researchers and manufacturers in the agrochemical, pharmaceutical, and plant biochemistry sectors.

Application

• Phytochemical Reference Standard: Used as a high-purity analytical standard for the identification and quantification of benzoxazinoids in plant extracts and agricultural products.
• Agrochemical Research: Serves as a key intermediate and model compound in the development of novel, naturally-inspired pesticides and plant growth regulators.
• Biochemical Studies: Essential for investigating plant-insect interactions, allelopathy, and natural defense pathway signaling in cereals like maize and wheat.
• Pharmaceutical Intermediates: Utilized as a building block in the synthesis of more complex molecules for screening in drug discovery programs, particularly those focused on anti-inflammatory or antimicrobial activity.
• Nutritional & Food Science: Employed in studies analyzing the bioactive compound profile of whole grains and their processed products.

Basic Information

Product Name	4-(β-D-Glucopyranosyloxy)-2-Hydroxy-7-Methoxy-2H-1,4-Benzoxazin-3(4H)-One
CAS No.	23140-98-9
Molecular Formula	C₁₆H₂₁NO₉
Molecular Weight	371.34 g/mol
Synonyms	DIMBOA-Glc; 2-β-D-Glucopyranosyloxy-4-hydroxy-7-methoxy-1,4-benzoxazin-3-one; DIMBOA glucoside; 2-Glucosyl-4-hydroxy-7-methoxy-1,4-benzoxazin-3-one; (2R)-2-β-D-Glucopyranosyloxy-4-hydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one; 4-Hydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one 2-β-D-glucopyranoside
EINECS	Contact for details

Quality Control

Our 4-(β-D-Glucopyranosyloxy)-2-Hydroxy-7-Methoxy-2H-1,4-Benzoxazin-3(4H)-One is produced under strict quality management protocols. Each batch undergoes comprehensive analytical testing, including HPLC for purity and identity confirmation via spectroscopic methods, to ensure it meets the high standards required for research and development. Certificates of Analysis (COA) detailing batch-specific results are available upon request.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This product is hygroscopic (moisture-sensitive) and light-sensitive; appropriate handling to minimize exposure to moisture and light is recommended to maintain stability and purity.

Specification

Item	Specification
Appearance	White to off-white powder
Identification (HPLC)	Conforms to reference standard
Identification (IR)	Conforms to structure
Assay (HPLC)	≥ 95.0%
Water Content (KF)	≤ 5.0%
Residue on Ignition	≤ 0.5%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.