Sinapine
Sinapine Basic information
- Product Name:
- Sinapine
- Synonyms:
-
- Ethanaminium, 2-((3-(4-hydroxy-3,5-dimethoxyphenyl)-1-oxo-2-propenyl)o xy)-N,N,N-trimethyl-
- 2-[[3-(4-Hydroxy-3,5-dimethoxyphenyl)-1-oxo-2-propenyl]oxy]-N,N,N-trimethylethanaminium
- Sinapic acid choline ester
- 2-((3-(4-hydroxy-3,5-dimethoxyphenyl)-1-oxo-2-propenyl)o xy)-N,N,N-trimethyl-2-[[3-(4-Hydroxy-3,5-dimethoxyphenyl)-1-oxo-2-propenyl]oxy]-N,N,N-trimethylethanaminium
- 2-[[3-(4-Hydroxy-3,5-dimethoxyphenyl)-1-oxo-2-propen-1-yl]oxy]-N,N,N-trimethylethanaminium
- Ethanaminium,2-[[3-(4-hydroxy-3,5-dimethoxyphenyl)-1-oxo-2-propen-1-yl]oxy]-N,N,N-trimethyl-
- Sinapin
- 2-((3-(4-Hydroxy-3,5-dimethoxyphenyl)acryloyl)oxy)-N,N,N-trimethylethan-1-aminium
- CAS:
- 18696-26-9
- MF:
- [C16H24NO5]+.
- MW:
- 0
- Mol File:
- 18696-26-9.mol
Sinapine Chemical Properties
- Melting point:
- 178℃
- storage temp.
- 4°C, away from moisture and light
- solubility
- DMSO : 250 mg/mL (805.52 mM; Need ultrasonic)
- form
- Powder
- color
- Off-white to yellow
- 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
- InChIKey
- HUJXHFRXWWGYQH-UHFFFAOYSA-O
- SMILES
- C1(O)=C(OC)C=C(C=C1OC)/C=C/C(OCC[N+](C)(C)C)=O
- LogP
- -3.370 (est)
Sinapine Usage And Synthesis
Uses
Sinapine is an alkaloid isolated from seeds of the cruciferous species. Sinapine exhibits anti-inflammatory, anti-oxidant, anti-tumor, anti-angiogenic and radio-protective effects. Sinapine is also an acetylcholinesterase (AChE) inhibitor and can be used for the research of Alzheimer’s disease, ataxia, myasthenia gravis, and Parkinson’s disease[1][2][3][4].
Definition
ChEBI: An acylcholine in which the acyl group specified is sinapoyl.
in vivo
Sinapine reduces non-alcoholic fatty liver disease in mice by modulating the composition of the gut microbiota[2].
IC 50
AChE
References
[1] Boulghobra D, et, al. Sinapine, but not sinapic acid, counteracts mitochondrial oxidative stress in cardiomyocytes. Redox Biol. 2020 Jul;34:101554. DOI:10.1016/j.redox.2020.101554
[2] 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. DOI:10.1039/c9fo00195f
[3] 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. DOI:10.1016/j.fct.2014.02.035
[4] 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. DOI:10.1016/j.foodchem.2018.10.045
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Sinapine(18696-26-9)Related Product Information
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- SINIGRIN MONOHYDRATE
- L-Hyoscyamine
- Xanthiazone
- menisdaurin
- VERATRIDINE
- Sinapine thiocyanate
- daurisoline
- 4-Hydroxy-3,5-dimethoxycinnamic acid
- 3,5-DIMETHOXYCINNAMIC ACID
- Sinapine
- SINAPINE BISULPHATE