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Key Documents

SMB01336

Sigma-Aldrich

(±)-DIBOA

≥95% (HPLC)

Synonym(s):

DIBOA, 2,4-Dihydroxy-1,4-benzoxazin-3-one, 2,4-Dihydroxy-3,4-dihydro-2H-1,4-benzoxazin-3-one

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About This Item

Empirical Formula (Hill Notation):
C8H7NO4
CAS Number:
17359-54-5
Molecular Weight:
181.15
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥95% (HPLC)

form

solid

mp

153—154 °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

DIBOA and its C-7-methoxy derivative DIMBOA are the predominant representatives of benzoxazinoids in plants. The end product of the benzoxazinoid biosynthesis is the glucoside form which has reduced toxicity compared to the aglucon. The toxic aglucon is produced upon disintegration of the cell due to pathogen or pest attack.

Application

Metabolomics research

Other Notes

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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Hossein Hazrati et al.
Journal of agricultural and food chemistry, 68(39), 10609-10617 (2020-09-03)
Plants have evolved advanced chemical defense mechanisms, including root exudation, which enable them to respond to changes occurring in their surroundings rapidly. Yet, it remains unresolved how root exudation affects belowground plant-plant interactions. The objective of this study was to
Monika Frey et al.
Phytochemistry, 70(15-16), 1645-1651 (2009-07-07)
Benzoxazinoids are secondary metabolites that are effective in defence and allelopathy. They are synthesised in two subfamilies of the Poaceae and sporadically found in single species of the dicots. The biosynthesis is fully elucidated in maize; here the genes encoding
Ye Wang et al.
Oncotarget, 8(20), 33405-33415 (2017-04-20)
The non-receptor tyrosine kinase BMX has been reported in several solid tumors. However, the alternative splicing of BMX and its clinical relevance in lung cancer remain to be elucidated. Exon1.0 array was used to identify a novel alternative splicing of

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