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Merck
CN

SMB01337

DIMBOA

Synonym(s):

(±)-DIMBOA, 2,4-Dihydroxy-7-methoxy-1,4-benzoxazin-3(4H)-one, 2,4-Dihydroxy-7-methoxy-1,4-benzoxazin-3-one, 2,4-Dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one, 2,4-Dihydroxy-7-methoxy-2H-benzo[b][1,4]oxazin-3(4H)-one, 2,4-dihydroxy-7-methoxy- (6CI, 7CI, 8CI, 9CI, ACI), 2H-1,4-Benzoxazin-3(4H)-one

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About This Item

Empirical Formula (Hill Notation):
C9H9NO5
Molecular Weight:
211.17
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥92% (HPLC)
Form:
solid
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assay

≥92% (HPLC)

Quality Segment

form

solid

mp

150—155 °C

storage temp.

2-8°C

SMILES string

N1(c2c(cccc2)OC(C1=O)O)O

InChI

1S/C8H7NO4/c10-7-8(11)13-6-4-2-1-3-5(6)9(7)12/h1-4,8,11-12H

InChI key

COVOPZQGJGUPEY-UHFFFAOYSA-N

General description

DIMBOA is a powerful antibiotic present in maize and wheat. It was first identified in maize in 1962 as a saccharin-like ″sweet substance in corn″. DIMBOA is stored as an inactive precursor, DIMBOA-glucoside, which is activated by glucosidases in response to insect feeding. In maize, DIMBOA functions as natural defense against damaging insect pests and pathogens, including fungi and bacteria. DIMBOA level varies among individual plants, higher concentrations are typically found in young seedlings and lower concentrations in adult maize plants.

Application

Metabolomics research

Other Notes

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Storage Class

11 - Combustible Solids

WGK

WGK 3



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