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Sinapine

CAS No.:
18696-26-9
Catalog Number:
AG00AQ62
Molecular Formula:
C16H24NO5
Molecular Weight:
310.3655
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
99%
1 week
United States
$182
- +
10mg
99%
1 week
United States
$251
- +
Product Description
Catalog Number:
AG00AQ62
Chemical Name:
Sinapine
CAS Number:
18696-26-9
Molecular Formula:
C16H24NO5
Molecular Weight:
310.3655
MDL Number:
MFCD09837796
IUPAC Name:
2-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxyethyl-trimethylazanium
InChI:
InChI=1S/C16H23NO5/c1-17(2,3)8-9-22-15(18)7-6-12-10-13(20-4)16(19)14(11-12)21-5/h6-7,10-11H,8-9H2,1-5H3/p+1
InChI Key:
HUJXHFRXWWGYQH-UHFFFAOYSA-O
SMILES:
COc1cc(/C=C/C(=O)OCC[N](C)(C)C)cc(c1O)OC
UNII:
09211A0HHL
Properties
Complexity:
363  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
1  
Exact Mass:
310.165g/mol
Formal Charge:
1  
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
310.37g/mol
Monoisotopic Mass:
310.165g/mol
Rotatable Bond Count:
8  
Topological Polar Surface Area:
65A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.8  
Literature
Title Journal
Chemical composition, antioxidant and antimicrobial properties of Rapa Catozza Napoletana (Brassica rapa L. var. rapa DC.) seed meal, a promising protein source of Campania region (southern Italy) horticultural germplasm. Journal of the science of food and agriculture 20120601
A mutation screening platform for rapeseed (Brassica napus L.) and the detection of sinapine biosynthesis mutants. TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik 20120301
[Synthesis of seven sinapine analogs and their effects on the tension of smooth muscle of intestines isolated from rabbit]. Yao xue xue bao = Acta pharmaceutica Sinica 20111201
Sinapine detection in radish taproot using surface desorption atmospheric pressure chemical ionization mass spectrometry. Journal of agricultural and food chemistry 20110323
Overexpression of sinapine esterase BnSCE3 in oilseed rape seeds triggers global changes in seed metabolism. Plant physiology 20110301
Targeted modulation of sinapine biosynthesis pathway for seed quality improvement in Brassica napus. Transgenic research 20090201
Manipulation of sinapine, choline and betaine accumulation in Arabidopsis seed: towards improving the nutritional value of the meal and enhancing the seedling performance under environmental stresses in oilseed crops. Plant physiology and biochemistry : PPB 20080701
QTL for phytosterol and sinapate ester content in Brassica napus L. collocate with the two erucic acid genes. TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik 20080501
[Inhibitory effects of sinapine on activity of acetylcholinesterase in cerebral homogenate and blood serum of rats]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20080401
Role of a GDSL lipase-like protein as sinapine esterase in Brassicaceae. The Plant journal : for cell and molecular biology 20080301
The genes BnSCT1 and BnSCT2 from Brassica napus encoding the final enzyme of sinapine biosynthesis: molecular characterization and suppression. Planta 20080101
[Study of distribution of sinapine in commonly used crude drugs from cruciferous plants]. Se pu = Chinese journal of chromatography 20060101
The tu8 mutation of Arabidopsis thaliana encoding a heterochromatin protein 1 homolog causes defects in the induction of secondary metabolite biosynthesis. Plant biology (Stuttgart, Germany) 20050701
Electrochemistry of sinapine and its detection in medicinal plants. Analytical and bioanalytical chemistry 20050601
Molecular regulation of sinapate ester metabolism in Brassica napus: expression of genes, properties of the encoded proteins and correlation of enzyme activities with metabolite accumulation. The Plant journal : for cell and molecular biology 20040401
Antioxidant activity of extracts obtained from residues of different oilseeds. Journal of agricultural and food chemistry 20020605
High performance liquid chromatography of phenolic choline ester fragments derived by chemical and enzymatic fragmentation processes: analysis of sinapine in rape seed. Journal of agricultural and food chemistry 20020313
Phenolics and physico-chemical characteristics of persimmon during post-harvest storage. Die Nahrung 20010401
Properties