Names | |
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Preferred IUPAC name
2-{[(2E)-3-(4-Hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy}-N,N,N-trimethylethan-1-aminium | |
Other names
Sinapoylcholine; Sinapic acid choline ester
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Identifiers | |
3D model (
JSmol)
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ChemSpider | |
PubChem
CID
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UNII | |
CompTox Dashboard (
EPA)
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Properties | |
C16H24NO5 | |
Molar mass | 310.370 g·mol−1 |
Melting point | 178 °C (352 °F; 451 K) [1] |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
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Sinapine is an alkaloidal amine found in some seeds, particularly oil seeds of plants in the family Brassicaceae. [2] It is the choline ester of sinapic acid.
Sinapine was discovered by Etienne Ossian Henry in 1825. [3]
Sinapine typically occurs in the outer seed coat of oil crops and is plentiful in some types of press cake leftover after vegetable oil extraction. [2] Typical oil seed cake residues high in sinapine include Brassica juncea (1.22% by mass), [4] and rapeseed (0.39-1.06% by mass). [5]
The typical protocol for extracting Sinapine from seed cakes entails defatting the cake with hexane via a Soxhlet apparatus followed by extraction with 70% methanol held at 75 °C. [6]
Sinapine esterase is an enzyme whose two substrates are sinapine and H2O and whose two products are sinapic acid and choline.
Sinapoylglucose—choline O-sinapoyltransferase is an enzyme whose two substrates are 1-O-sinapoyl-β-D-glucose and choline, whereas its two products are D-glucose and sinapine.
Names | |
---|---|
Preferred IUPAC name
2-{[(2E)-3-(4-Hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy}-N,N,N-trimethylethan-1-aminium | |
Other names
Sinapoylcholine; Sinapic acid choline ester
| |
Identifiers | |
3D model (
JSmol)
|
|
ChemSpider | |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C16H24NO5 | |
Molar mass | 310.370 g·mol−1 |
Melting point | 178 °C (352 °F; 451 K) [1] |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Sinapine is an alkaloidal amine found in some seeds, particularly oil seeds of plants in the family Brassicaceae. [2] It is the choline ester of sinapic acid.
Sinapine was discovered by Etienne Ossian Henry in 1825. [3]
Sinapine typically occurs in the outer seed coat of oil crops and is plentiful in some types of press cake leftover after vegetable oil extraction. [2] Typical oil seed cake residues high in sinapine include Brassica juncea (1.22% by mass), [4] and rapeseed (0.39-1.06% by mass). [5]
The typical protocol for extracting Sinapine from seed cakes entails defatting the cake with hexane via a Soxhlet apparatus followed by extraction with 70% methanol held at 75 °C. [6]
Sinapine esterase is an enzyme whose two substrates are sinapine and H2O and whose two products are sinapic acid and choline.
Sinapoylglucose—choline O-sinapoyltransferase is an enzyme whose two substrates are 1-O-sinapoyl-β-D-glucose and choline, whereas its two products are D-glucose and sinapine.