DIMBOA

DIMBOA
Names


IUPAC name 2,4-Dihydroxy-7-methoxy-1,4-benzoxazin-3-one
Identifiers
CAS Number	15893-52-4^N
ChemSpider	2268^N
Jmol interactive 3D	Image
PubChem	2358
InChI InChI=1S/C9H9NO5/c1-14-5-2-3-6-7(4-5)15-9(12)8(11)10(6)13/h2-4,9,12-13H,1H3^N Key: GDNZNIJPBQATCZ-UHFFFAOYSA-N^N InChI=1/C9H9NO5/c1-14-5-2-3-6-7(4-5)15-9(12)8(11)10(6)13/h2-4,9,12-13H,1H3 Key: GDNZNIJPBQATCZ-UHFFFAOYAE
SMILES ON(C1=CC=C(OC)C=C1OC2O)C2=O
Properties
Chemical formula	C₉H₉NO₅
Molar mass	211.17 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

DIMBOA (2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one) is a naturally occurring hydroxamic acid, a benzoxazinoid. DIMBOA is a powerful antibiotic present in maize and related grasses, particularly wheat and serves as a natural defense against a wide range of pests including insects, pathogenic fungi and bacteria.

In maize DIMBOA functions as natural defense against European corn borer larvae and many other damaging pests.^[1] The exact level of DIMBOA varies between individual plants but higher concentrations are typically found in young seedlings and the concentration decreases as the plant ages.^[2]

References

↑ G7113 European Corn Borer: A Multiple-Crop Pest in Missouri, MU Extension
↑ Cambier, V; Hance, T; de Hoffmann, E (2000). "Variation of DIMBOA and related compounds content in relation to the age and plant organ in maize". Phytochemistry 53 (2): 223–229. doi:10.1016/S0031-9422(99)00498-7. PMID 10680175.

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