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18696-26-9,MFCD09837796
Catalog No.:AA00AQ3A

18696-26-9 | Sinapine

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5mg
analytical standard,≥98%
in stock  
$243.00   $170.00
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25mg
analytical standard,≥98%
in stock  
$674.00   $472.00
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100mg
analytical standard,≥98%
in stock  
$1,899.00   $1,329.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00AQ3A
Chemical Name:
Sinapine
CAS Number:
18696-26-9
Molecular Formula:
C16H24NO5
Molecular Weight:
310.3655
MDL Number:
MFCD09837796
SMILES:
COc1cc(/C=C/C(=O)OCC[N](C)(C)C)cc(c1O)OC
Properties
Computed Properties
 
Complexity:
363  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
1  
Formal Charge:
1  
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
8  
XLogP3:
1.8  

Downstream Synthesis Route
530-59-6   
CASUnavailable 
  18696-26-9 

[1]Locationinpatent:experimentalpartBoettcher,Christoph;Roepenack-Lahaye,EddaVon;Schmidt,Juergen;Ciemens,Stephan;Scheel,Dierk[JournalofMassSpectrometry,2009,vol.44,#4,p.466-476]

Literature

Title: 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: Journal of the science of food and agriculture 20120601

Title: A mutation screening platform for rapeseed (Brassica napus L.) and the detection of sinapine biosynthesis mutants.

Journal: TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik 20120301

Title: [Synthesis of seven sinapine analogs and their effects on the tension of smooth muscle of intestines isolated from rabbit].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20111201

Title: Sinapine detection in radish taproot using surface desorption atmospheric pressure chemical ionization mass spectrometry.

Journal: Journal of agricultural and food chemistry 20110323

Title: Overexpression of sinapine esterase BnSCE3 in oilseed rape seeds triggers global changes in seed metabolism.

Journal: Plant physiology 20110301

Title: Targeted modulation of sinapine biosynthesis pathway for seed quality improvement in Brassica napus.

Journal: Transgenic research 20090201

Title: 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.

Journal: Plant physiology and biochemistry : PPB 20080701

Title: QTL for phytosterol and sinapate ester content in Brassica napus L. collocate with the two erucic acid genes.

Journal: TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik 20080501

Title: [Inhibitory effects of sinapine on activity of acetylcholinesterase in cerebral homogenate and blood serum of rats].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20080401

Title: Role of a GDSL lipase-like protein as sinapine esterase in Brassicaceae.

Journal: The Plant journal : for cell and molecular biology 20080301

Title: The genes BnSCT1 and BnSCT2 from Brassica napus encoding the final enzyme of sinapine biosynthesis: molecular characterization and suppression.

Journal: Planta 20080101

Title: [Study of distribution of sinapine in commonly used crude drugs from cruciferous plants].

Journal: Se pu = Chinese journal of chromatography 20060101

Title: The tu8 mutation of Arabidopsis thaliana encoding a heterochromatin protein 1 homolog causes defects in the induction of secondary metabolite biosynthesis.

Journal: Plant biology (Stuttgart, Germany) 20050701

Title: Electrochemistry of sinapine and its detection in medicinal plants.

Journal: Analytical and bioanalytical chemistry 20050601

Title: 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.

Journal: The Plant journal : for cell and molecular biology 20040401

Title: Antioxidant activity of extracts obtained from residues of different oilseeds.

Journal: Journal of agricultural and food chemistry 20020605

Title: High performance liquid chromatography of phenolic choline ester fragments derived by chemical and enzymatic fragmentation processes: analysis of sinapine in rape seed.

Journal: Journal of agricultural and food chemistry 20020313

Title: Phenolics and physico-chemical characteristics of persimmon during post-harvest storage.

Journal: Die Nahrung 20010401

Title: Boulghobra D, et, al. Sinapine, but not sinapic acid, counteracts mitochondrial oxidative stress in cardiomyocytes. Redox Biol. 2020 Jul;34:101554.

Title: Li Y, et, al. Sinapine reduces non-alcoholic fatty liver disease in mice by modulating the composition of the gut microbiota. Food Funct. 2019 Jun 19;10(6):3637-3649.

Title: Guo Y, et al. Sinapine as an active compound for inhibiting the proliferation of Caco-2 cells via downregulation of P-glycoprotein. Food Chem Toxicol. 2014 May;67:187-92.

Title: Yates K, et, al. Determination of sinapine in rapeseed pomace extract: Its antioxidant and acetylcholinesterase inhibition properties. Food Chem. 2019 Mar 15;276:768-775.

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