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23520-34-5

23520-34-5 | 2H-1,4-Benzoxazin-3(4H)-one, 2-hydroxy-

CAS No: 23520-34-5 Catalog No: AG002NKI MDL No:MFCD06252053

Product Description

Catalog Number:
AG002NKI
Chemical Name:
2H-1,4-Benzoxazin-3(4H)-one, 2-hydroxy-
CAS Number:
23520-34-5
Molecular Formula:
C8H7NO3
Molecular Weight:
165.1461
MDL Number:
MFCD06252053
IUPAC Name:
2-hydroxy-4H-1,4-benzoxazin-3-one
InChI:
InChI=1S/C8H7NO3/c10-7-8(11)12-6-4-2-1-3-5(6)9-7/h1-4,8,11H,(H,9,10)
InChI Key:
VMQBFYRBJKDACN-UHFFFAOYSA-N
SMILES:
O=C1Nc2ccccc2OC1O
NSC Number:
280714

Properties

Complexity:
195  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
165.043g/mol
Formal Charge:
0
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
165.148g/mol
Monoisotopic Mass:
165.043g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
58.6A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
0.3  

Literature

Title Journal
Qualitative characterization of benzoxazinoid derivatives in whole grain rye and wheat by LC-MS metabolite profiling. Journal of agricultural and food chemistry 20110209
The use of endophytes to obtain bioactive compounds and their application in biotransformation process. Biotechnology research international 20110101
Antinociceptive, free radical-scavenging, and cytotoxic activities of Acanthus hirsutus Boiss. Journal of medicinal food 20110101
Structure-activity relationship of benzoxazinones and related compounds with respect to the growth inhibition and alpha-amylase activity in cress seedlings. Journal of plant physiology 20101015
Hydroxamic acids derived from 2-hydroxy-2H-1,4-benzoxazin-3(4H)-one: key defense chemicals of cereals. Journal of agricultural and food chemistry 20090311
Isolation and synthesis of allelochemicals from gramineae: benzoxazinones and related compounds. Journal of agricultural and food chemistry 20060222
Determination of benzoxazinone derivatives in plants by combining pressurized liquid extraction-solid-phase extraction followed by liquid chromatography-electrospray mass spectrometry. Journal of agricultural and food chemistry 20060222
Quantification of benzoxazinone derivatives in wheat (Triticum aestivum) varieties grown under contrasting conditions in Denmark. Journal of agricultural and food chemistry 20060222
Fate of benzoxazinone allelochemicals in soil after incorporation of wheat and rye sprouts. Journal of agricultural and food chemistry 20060222
1,4-benzoxazin-3-one, 2-benzoxazolinone and gallic acid from Calceolaria thyrsiflora Graham and their antibacterial activity. Zeitschrift fur Naturforschung. C, Journal of biosciences 20050101
Chemical basis for the antifeedant activity of natural hydroxamic acids and related compounds. Journal of agricultural and food chemistry 20040505
Microbial transformation products of benzoxazolinone and benzoxazinone allelochemicals--a review. Chemosphere 20040201
Hydroxylated 2-amino-3H-phenoxazin-3-one derivatives as products of 2-hydroxy-1,4-benzoxazin-3-one (HBOA) biotransformation by Chaetosphaeria sp., an endophytic fungus from Aphelandra tetragona. Zeitschrift fur Naturforschung. C, Journal of biosciences 20020101
Evolution of benzoxazinone biosynthesis and indole production in maize. Planta 20010801
Studies on the biosynthesis of 2-hydroxy-1,4-benzoxazin-3-one (HBOA) from 3-hydroxyindolin-2-one in Zea mays. Phytochemistry 20010601

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