Description

2-(β-D-Glucopyranosyloxy)-7-Hydroxy-2H-1,4-Benzoxazin-3(4H)-One is a naturally occurring benzoxazinoid glucoside, a key secondary metabolite found in plants like maize and wheat. This compound matters for its role as a biochemical precursor to active defense compounds, making it a valuable reference standard and research chemical for studying plant-pathogen interactions and natural product biosynthesis. It is primarily needed by researchers and developers in the agrochemical, plant biotechnology, and pharmaceutical sectors for analytical, metabolic, and bioactivity studies.

Application

• Phytochemical Reference Standard: Used as a high-purity analytical standard in HPLC, LC-MS, and NMR for the identification and quantification of benzoxazinoids in plant extracts.
• Plant Defense Research: A critical intermediate for studying the biosynthetic pathways and ecological roles of hydroxamic acids and related defense compounds in cereals.
• Agrochemical Development: Serves as a starting material or benchmark in the research and development of novel, naturally-inspired plant protection agents and biopesticides.
• Biochemical Studies: Employed in enzymatic studies to investigate glucosidase activity and the conversion of stored glucosides to their active aglycone forms.
• Natural Product Isolation & Synthesis: Used as a target compound for isolation protocols and as a building block or intermediate in the synthetic chemistry of complex natural products.
• Nutritional & Food Science Research: Investigated for its potential bioactive properties and role in the nutritional quality and stress resistance of food crops.

Basic Information

Product Name	2-(β-D-Glucopyranosyloxy)-7-Hydroxy-2H-1,4-Benzoxazin-3(4H)-One
CAS No.	28512-70-1
Molecular Formula	C₁₅H₁₉NO₉
Molecular Weight	357.31 g/mol
Synonyms	DIBOA-Glc; DIBOA-glucoside; 2-β-D-Glucopyranosyloxy-4-hydroxy-1,4-benzoxazin-3-one; 7-Hydroxy-2-(β-D-glucopyranosyloxy)-2H-1,4-benzoxazin-3(4H)-one; 2-Glucosyl-4-hydroxy-1,4-benzoxazin-3-one; (2R)-2-β-D-Glucopyranosyloxy-4-hydroxy-2H-1,4-benzoxazin-3(4H)-one; Benzoxazinone glucoside; HDMBOA-Glc (commonly associated)
EINECS	Contact for details

Quality Control

Our 2-(β-D-Glucopyranosyloxy)-7-Hydroxy-2H-1,4-Benzoxazin-3(4H)-One is produced and handled under strict quality management protocols. Each batch undergoes rigorous analytical testing, including HPLC for purity and identity confirmation (IR, NMR), to ensure it meets the high standards required for research and development. Certificates of Analysis (COA) with detailed chromatographic data 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). Due to its hygroscopic (moisture-sensitive) nature, the container must be kept tightly sealed after use to prevent degradation from atmospheric moisture. For long-term storage, consider desiccants or inert atmosphere.

Specification

Item	Specification
Appearance	White to off-white powder
Identification (IR)	Conforms to reference spectrum
Identification (HPLC)	Retention time matches reference standard
Purity (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.