Basic information
- CAS
18696-26-9- Standard SMILES
COc1cc(C=CC(=O)OCC[N+](C)(C)C)cc(OC)c1O- InChIKey
HUJXHFRXWWGYQH-UHFFFAOYSA-O- Molecular formula
- C16H24NO5+
- Average molar mass
- 310.36 g/mol
- Monoisotopic mass
- 310.16544787
Overview
sinapine has been reported in Brassica carinata, Sinapis alba, and other organisms with data available.
Names & identifiers
- Preferred name
- 2-[[3-(4-Hydroxy-3,5-dimethoxyphenyl)-1-oxo-2-propenyl]oxy]-N,N,N-trimethylethanaminium
- IUPAC
- 2-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyloxy]ethyl-trimethylazanium
- English name
- Sinapine
- Molecular formula
- [C16H24NO5]+.
- Molecular weight
- 0
Names & synonyms
SCHEMBL424527orb1222581orb13046712-[[3-(4-Hydroxy-3,5-dimethoxyphenyl)-1-oxo-2-propenyl]oxy]-N,N,N-trimethylethanaminiumC16H24NO5+F8181882-[3-(4-hydroxy-3,5-dimethoxy-phenyl)prop-2-enoyloxy]ethyl-trimethyl-ammoniumSinapinSinapic acid choline ester2-((3-(4-Hydroxy-3,5-dimethoxyphenyl)acryloyl)oxy)-N,N,N-trimethylethan-1-aminium((2-{[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy}ethyl)trimethylaminyl)(E)-2-((3-(4-hydroxy-3,5-dimethoxyphenyl)acryloyl)oxy)-N,N,N-trimethylethan-1-aminium
Show more names
2-[[3-(4-Hydroxy-3,5-dimethoxyphenyl)-1-oxo-2-propen-1-yl]oxy]-N,N,N-trimethylethanaminiumEthanaminium, 2-((3-(4-hydroxy-3,5-dimethoxyphenyl)-1-oxo-2-propenyl)o xy)-N,N,N-trimethyl-Ethanaminium,2-[[3-(4-hydroxy-3,5-dimethoxyphenyl)-1-oxo-2-propen-1-yl]oxy]-N,N,N-trimethyl-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
Properties
Computed structural properties
- XLogP
- 1.8
- Topological polar surface area
- 65 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 8
- Heavy atoms
- 22
- Formal charge
- 1
- Complexity
- 363
Physicochemical properties
- Melting point
- 178 ℃ · 178℃
- storage temp.
- 4 °C, · 4°C, away from moisture and light
- solubility
- 250 mg/mL · 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
- -3.37 · -3.370 (est)
- FDA UNII
- 9211 A0HHL · 09211A0HHL
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Applications
UsesSinapine 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].
Suppliers100 total
陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]
銘瑞集團有限公司17318633522 · [email protected]
成都乐美天医药科技有限公司17308096051 17308096051 · [email protected]
上海纯优生物科技有限公司15921393123 18302135232 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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