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 |
HUJXHFRXWWGYQH-UHFFFAOYSA-O |
COc1cc(cc(OC)c1O)\C=C\C(=O)OCC[N+](C)(C)C |
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Brassica napus
(NCBI:txid3708)
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See:
PubMed
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antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
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plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
photosynthetic electron-transport chain inhibitor
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photosynthetic electron-transport chain inhibitor
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View more via ChEBI Ontology
2-[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyloxy]-N,N,N-trimethylethanaminium
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2-(4-hydroxy-3,5-dimethoxycinnamoyloxy)-N,N,N-trimethylethanaminium
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ChEBI
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O-sinapoylcholine
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ChEBI
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O-sinapoylcholine
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UniProt
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Sinapine
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KEGG COMPOUND
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Sinapoylcholine
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KEGG COMPOUND
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Sinapoylcholine
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KEGG COMPOUND
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18696-26-9
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CAS Registry Number
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KEGG COMPOUND
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18696-26-9
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CAS Registry Number
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ChemIDplus
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4933491
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Reaxys Registry Number
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Reaxys
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Fang J, Reichelt M, Kai M, Schneider B (2012) Metabolic profiling of lignans and other secondary metabolites from rapeseed ( Brassica napus L.). Journal of agricultural and food chemistry 60, 10523-10529 [PubMed:23030806] [show Abstract] A metabolic profiling study was carried out on rapeseed ( Brassica napus L.). Eleven glucosinolates were identified by high-performance liquid chromatography (HPLC) coupled with diode array detection (DAD) and mass spectrometry (MS). Additionally, 18 phenolic compounds were profiled from an ethanol extract of rapeseed. Besides two major phenols, sinapine and methyl sinapate, 16 minor phenolic compounds were isolated and identified. Seven of them are new lignans including three (±)-thomasidioic acid derivatives and four (E,E)-dienolignan derivatives. The structures of novel phenolic compounds were elucidated by 1D and 2D nuclear magnetic resonance (NMR) spectroscopy and MS. The analytical data of secondary metabolites in rapeseed winter cultivar "Emerald" and information about purification on a microscale are useful for upcoming studies on tissue-specific localization of these compounds. | He L, Li HT, Guo SW, Liu LF, Qiu JB, Li F, Cai BC (2008) [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 33, 813-815 [PubMed:18589789] [show Abstract]
ObjectiveThe present study investigated the inhibitory effects of Chinese herb component sinapine on activity of acetylcholinesterase (AChE) in cerebral homogenate and blood serum of rats.MethodAChE was prepared from cerebral homogenate and blood serum of rats, respectively. Acetylcholinesterase activity assay kit and Chromatometry were used to detect the AChE activity.ResultSinapine significantly inhibited AChE activity in vitro, with more effective on cerebral homogenate (IC50 3.66 micromol x L(-1)) than blood serum (IC50 22.1 micromol x L(-1)).ConclusionSinapine could significantly inhibit the cerebral AChE activity and may be a promising drug used for prevention and cure of Alzheimer's disease as a cholinesterase inhibitor. | Liu L, Wang Y, Li H, Ji Y (2006) [Study of distribution of sinapine in commonly used crude drugs from cruciferous plants]. Se pu = Chinese journal of chromatography 24, 49-51 [PubMed:16827311] [show Abstract] Sinapine, an important natural antioxidant, is often obtained from cruciferous plants. Many scientists are interested in it because of its great potential in the field of antiageing drugs. Thus, the distribution of sinapine in 4 commonly used crude drugs from cruciferous plants (Semen Sinapis Albae, Semen Brassicae Junceae, Semen Raphani and Semen Lepidii) was investigated. The determination was performed by reversed-phase high performance liquid chromatography (RP-HPLC) using an Alltima Phenyl column (250 mm x 4.6 mm i. d., 5 microm). A gradient elution with mobile phase consisting of (A) 3% acetic acid in water and (B) acetonitrile was used. The detection wavelength was set at 326 nm and the column temperature was kept at 25 degrees C. It is an accurate, rapid and reproducible method. The results are informative for the research of a quality control tool for these natural drugs. |
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