CAS 113565-32-5

(2R)-2-β-GDIMBOA

Description:

(2R)-2-β-GDIMBOA, with the CAS number 113565-32-5, is a chemical compound that belongs to the class of benzoxazinoids, which are secondary metabolites primarily found in plants, particularly in the Poaceae family. This compound is characterized by its role in plant defense mechanisms, exhibiting allelopathic properties that can inhibit the growth of competing plants and pathogens. Structurally, it features a benzoxazine ring, which contributes to its biological activity. (2R)-2-β-GDIMBOA is known for its potential applications in agriculture as a natural herbicide and in enhancing plant resistance to pests and diseases. Additionally, it has garnered interest in research for its possible implications in human health, particularly in cancer prevention due to its antioxidant properties. The compound is typically studied in the context of its biosynthesis, ecological roles, and potential benefits in sustainable agriculture. Its stability, solubility, and reactivity can vary based on environmental conditions, influencing its effectiveness in practical applications.

Formula: C₁₅H₁₉NO₁₀

InChI: InChI=1S/C15H19NO10/c1-23-6-2-3-7-8(4-6)24-15(13(21)16(7)22)26-14-12(20)11(19)10(18)9(5-17)25-14/h2-4,9-12,14-15,17-20,22H,5H2,1H3/t9-,10-,11+,12-,14+,15-/m1/s1

InChI key: InChIKey=WTGXAWKVZMQEDA-XFWGRBSCSA-N

SMILES: ON1C=2C(O[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C1=O)=CC(OC)=CC2

Synonyms:

• 2H-1,4-Benzoxazin-3(4H)-one, 2-(β-D-glucopyranosyloxy)-4-hydroxy-7-methoxy-, (R)-
• (2R)-2-(β-D-Glucopyranosyloxy)-4-hydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one
• DIMBOA-Glc
• 2H-1,4-Benzoxazin-3(4H)-one, 2-(β-D-glucopyranosyloxy)-4-hydroxy-7-methoxy-, (2R)-
• (2R)-2-β-GDIMBOA

DIMBOA-Glc

Controlled Product

CAS: 113565-32-5

Applications DIMBOA-Glc is a benzoxazinoid compound and a plant secondary defensive metabolite that is found in cereal crops such as maize. These compounds often show antifeedant, insecticidal, and antimicrobial activity.
References Rice, C., et al.: J. Agric. Food. Chem., 60, 4471 (2012); Walker, V., et al.: Plant and Soil., 356, 151 (2012);

Formula: C₁₅H₁₉NO₁₀

Color and Shape: White To Off-White

Molecular weight: 373.312

Ref: TR-D459953