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17359-54-5,MFCD01663964
Catalog No.:AA001YYM

17359-54-5 | 2H-1,4-Benzoxazin-3(4H)-one, 2,4-dihydroxy-

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10mg
98%
2 weeks  
$454.00   $318.00
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100mg
98
2 weeks  
$2,659.00   $1,862.00
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1g
98
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$5,693.00   $3,985.00
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA001YYM
Chemical Name:
2H-1,4-Benzoxazin-3(4H)-one, 2,4-dihydroxy-
CAS Number:
17359-54-5
Molecular Formula:
C8H7NO4
Molecular Weight:
181.1455
MDL Number:
MFCD01663964
SMILES:
O=C1C(O)Oc2c(N1O)cccc2
Properties
Computed Properties
 
Complexity:
220  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
13  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Undefined Atom Stereocenter Count:
1  

Literature

Title: Phylogenomics of the benzoxazinoid biosynthetic pathway of Poaceae: gene duplications and origin of the Bx cluster.

Journal: BMC evolutionary biology 20120101

Title: Qualitative characterization of benzoxazinoid derivatives in whole grain rye and wheat by LC-MS metabolite profiling.

Journal: Journal of agricultural and food chemistry 20110209

Title: Structure-activity relationship of benzoxazinones and related compounds with respect to the growth inhibition and alpha-amylase activity in cress seedlings.

Journal: Journal of plant physiology 20101015

Title: Combined strategy for phytotoxicity enhancement of benzoxazinones.

Journal: Journal of agricultural and food chemistry 20100210

Title: Operons.

Journal: Cellular and molecular life sciences : CMLS 20091201

Title: Rediscovering the bioactivity and ecological role of 1,4-benzoxazinones.

Journal: Natural product reports 20090401

Title: Benzoxazinoid biosynthesis, a model for evolution of secondary metabolic pathways in plants.

Journal: Phytochemistry 20090101

Title: Effects of four benzoxazinoids on gibberellin-induced alpha-amylase activity in barley seeds.

Journal: Journal of plant physiology 20081201

Title: Benzoxazinoid biosynthesis in dicot plants.

Journal: Phytochemistry 20081101

Title: Elucidation of the final reactions of DIMBOA-glucoside biosynthesis in maize: characterization of Bx6 and Bx7.

Journal: Plant physiology 20080301

Title: Dihydroxy-7-methoxy-1,4-benzoxazin-3-one (DIMBOA) and 2,4-dihydroxy-1,4-benzoxazin-3-one (DIBOA), two naturally occurring benzoxazinones contained in sprouts of Gramineae are potent aneugens in human-derived liver cells (HepG2).

Journal: Cancer letters 20070208

Title: Optimization of benzoxazinones as natural herbicide models by lipophilicity enhancement.

Journal: Journal of agricultural and food chemistry 20061213

Title: Isolation and synthesis of allelochemicals from gramineae: benzoxazinones and related compounds.

Journal: Journal of agricultural and food chemistry 20060222

Title: Determination of benzoxazinone derivatives in plants by combining pressurized liquid extraction-solid-phase extraction followed by liquid chromatography-electrospray mass spectrometry.

Journal: Journal of agricultural and food chemistry 20060222

Title: Concentration of benzoxazinoids in roots of field-grown wheat (Triticum aestivum L.) varieties.

Journal: Journal of agricultural and food chemistry 20060222

Title: Structure-activity relationship (SAR) studies of benzoxazinones, their degradation products, and analogues. Phytotoxicity on problematic weeds Avena fatua L. and Lolium rigidum Gaud.

Journal: Journal of agricultural and food chemistry 20060222

Title: Fate of benzoxazinone allelochemicals in soil after incorporation of wheat and rye sprouts.

Journal: Journal of agricultural and food chemistry 20060222

Title: Transformation of benzoxazinones and derivatives and microbial activity in the test environment of soil ecotoxicological tests on Poecilus cupreus and Folsomia candida.

Journal: Journal of agricultural and food chemistry 20060222

Title: Hydroxamic acids in Secale cereale L. and the relationship with their antifeedant and allelopathic properties.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20060101

Title: RT-PCR analysis and stress response capacity of transgenic gshI-poplar clones (Populus x canescens) in response to paraquat exposure.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20060101

Title: Hydroxamic acid content and toxicity of rye at selected growth stages.

Journal: Journal of chemical ecology 20050801

Title: Detoxification and transcriptome response in Arabidopsis seedlings exposed to the allelochemical benzoxazolin-2(3H)-one.

Journal: The Journal of biological chemistry 20050610

Title: Evolution of the indole alkaloid biosynthesis in the genus Hordeum: distribution of gramine and DIBOA and isolation of the benzoxazinoid biosynthesis genes from Hordeum lechleri.

Journal: Phytochemistry 20050601

Title: Structure-activity relationship studies of benzoxazinones and related compounds. Phytotoxicity on Echinochloa crus-galli (L.) P. Beauv.

Journal: Journal of agricultural and food chemistry 20050601

Title: Gas chromatographic method for the analysis of allelopathic natural products in rye (Secale cereale L.).

Journal: Journal of chromatography. A 20050225

Title: Structure-Activity Relationships (SAR) studies of benzoxazinones, their degradation products and analogues. phytotoxicity on standard target species (STS).

Journal: Journal of agricultural and food chemistry 20050209

Title: Degradation studies on benzoxazinoids. Soil degradation dynamics of (2R)-2-O-beta-D-glucopyranosyl-4-hydroxy-(2H)- 1,4-benzoxazin-3(4H)-one (DIBOA-Glc) and its degradation products, phytotoxic allelochemicals from Gramineae.

Journal: Journal of agricultural and food chemistry 20050209

Title: Differential exudation of two benzoxazinoids--one of the determining factors for seedling allelopathy of Triticeae species.

Journal: Journal of agricultural and food chemistry 20050126

Title: Changes over time in the allelochemical content of ten cultivars of rye (Secale cereale L.).

Journal: Journal of chemical ecology 20050101

Title: 1,4-benzoxazin-3-one, 2-benzoxazolinone and gallic acid from Calceolaria thyrsiflora Graham and their antibacterial activity.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20050101

Title: The possible role of hydroxylation in the detoxification of atrazine in mature vetiver (Chrysopogon zizanioides Nash) grown in hydroponics.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20050101

Title: Chemical basis for the antifeedant activity of natural hydroxamic acids and related compounds.

Journal: Journal of agricultural and food chemistry 20040505

Title: Growth inhibition and root ultrastructure of cucumber seedlings exposed to allelochemicals from rye (Secale cereale).

Journal: Journal of chemical ecology 20040301

Title: Allelopathy as a new strategy for sustainable ecosystems development.

Journal: Uchu Seibutsu Kagaku 20030601

Title: Molecular characterization and chromosomal localization of cytochrome P450 genes involved in the biosynthesis of cyclic hydroxamic acids in hexaploid wheat.

Journal: Molecular genetics and genomics : MGG 20020401

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Tags:17359-54-5 Molecular Formula|17359-54-5 MDL|17359-54-5 SMILES|17359-54-5 2H-1,4-Benzoxazin-3(4H)-one, 2,4-dihydroxy-