4-hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl beta-D-glucopyranoside

Base Information

• Chemical Name: 4-hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl beta-D-glucopyranoside
• CAS No.: 18607-79-9
• Molecular Formula: C15H19NO10
• Molecular Weight: 373.317
• DSSTox Substance ID: DTXSID10456397
• Nikkaji Number: J632.914D
• Wikidata: Q27101992
• Metabolomics Workbench ID: 50563
• Mol file: 18607-79-9.mol

Synonyms:DIMBOA glucoside;18607-79-9;4-hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl beta-D-glucopyranoside;DIMBOA-glucoside;4-Hydroxy-7-methoxy-2-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2H-benzo[b][1,4]oxazin-3(4H)-one;4-hydroxy-7-methoxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4-benzoxazin-3-one;DIMBOA-beta-D-glucoside;starbld0016032;2,4-Dihydroxy-7-methoxy-1,4-benzoxazin-3-one glucoside;2,4-Dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one 2-D-glucoside;CHEBI:16603;DTXSID10456397;Q27101992;2-beta-d-glucopyranosyloxy-4-hydroxy-7-methoxy-1,4-benzoxazin-3-one

Chemical Property of 4-hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl beta-D-glucopyranoside

Chemical Property:

• Appearance/Colour: contact for details
• Vapor Pressure: 1.8E-19mmHg at 25°C
• Refractive Index: 1.684
• Boiling Point: 680.9oC at 760 mmHg
• Flash Point: 365.6oC
• PSA: 158.38000
• Density: 1.71g/cm3
• LogP: -1.98260
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 4
• Exact Mass: 373.10089580
• Heavy Atom Count: 26
• Complexity: 507

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)N(C(=O)C(O2)OC3C(C(C(C(O3)CO)O)O)O)O
• Isomeric SMILES: COC1=CC2=C(C=C1)N(C(=O)C(O2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O
• Use Description: (2R)-4-hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl beta-D-glucopyranoside, a complex compound found in various plant species, plays essential roles in agriculture, pharmacology, and plant biology. In the field of agriculture, it acts as a natural defense compound against herbivores, contributing to plant resistance against pests and diseases. Researchers in pharmacology study its potential medicinal properties, as it is believed to possess antioxidant and anti-inflammatory effects, making it a subject of interest for drug development. In plant biology, it is investigated for its role in plant stress responses and interactions with the environment. This compound illustrates the intricate relationship between plants and their ecological context, offering insights into both natural defense mechanisms and potential applications in human health and agriculture.

Technology Process of 4-hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl beta-D-glucopyranoside

There total 1 articles about 4-hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl beta-D-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

UDP-glucose (133-89-1) + 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one (15893-52-4,147802-15-1,147802-16-2,588716-65-8) → 2-(β-D-glucopyranosyloxy)-3,4-dihydro-4-hydroxy-7-methoxy-2H-1,4-benzoxazin-3-one (18607-79-9)

Guidance literature:

With Mythimna separata midgut tissue; In CHES buffer; water; dimethyl sulfoxide; at 30 ℃; for 1.5h; Enzymatic reaction;

DOI:10.1271/bbb.80903

Reference yield:

2-(β-D-glucopyranosyloxy)-3,4-dihydro-4-hydroxy-7-methoxy-2H-1,4-benzoxazin-3-one (18607-79-9) → 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one (15893-52-4,147802-15-1,147802-16-2,588716-65-8)

Guidance literature:

at 37 ℃; for 4h; β-glucosidase, HOAc-NaOAc buffer (pH 5.1);

DOI:10.1016/0031-9422(94)00831-D

Reference yield:

2-(β-D-glucopyranosyloxy)-3,4-dihydro-4-hydroxy-7-methoxy-2H-1,4-benzoxazin-3-one (18607-79-9) → 2-(β-D-glucopyranosyloxy)-3,4-dihydro-7-methoxy-2H-1,4-benzoxazin-3-one (17622-26-3)

Guidance literature:

With hydrogenchloride; zinc; for 12h;

DOI:10.1016/0031-9422(85)80035-2

upstream raw materials:

UDP-glucose

2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one

Downstream raw materials:

2-(β-D-glucopyranosyloxy)-3,4-dihydro-7-methoxy-2H-1,4-benzoxazin-3-one

2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one

coixol