CHEBI:16353 - sinapine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name sinapine
ChEBI ID CHEBI:16353
Definition An acylcholine in which the acyl group specified is sinapoyl.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:9156, CHEBI:15088, CHEBI:26682, CHEBI:26687
Supplier Information
Download Molfile XML SDF
Formula C16H24NO5
Net Charge +1
Average Mass 310.36550
Monoisotopic Mass 310.16490
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 COc1cc(cc(OC)c1O)\C=C\C(=O)OCC[N+](C)(C)C
Metabolite of Species Details
Brassica napus (NCBI:txidtxid3708) See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): 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

Application(s): photosynthetic electron-transport chain inhibitor

View more via ChEBI Ontology
ChEBI Ontology
Outgoing sinapine (CHEBI:16353) has functional parent trans-sinapic acid (CHEBI:15714)
sinapine (CHEBI:16353) has role antioxidant (CHEBI:22586)
sinapine (CHEBI:16353) has role photosynthetic electron-transport chain inhibitor (CHEBI:26087)
sinapine (CHEBI:16353) has role plant metabolite (CHEBI:76924)
sinapine (CHEBI:16353) is a acylcholine (CHEBI:35287)
IUPAC Name
2-[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyloxy]-N,N,N-trimethylethanaminium
Synonyms Sources
2-(4-hydroxy-3,5-dimethoxycinnamoyloxy)-N,N,N-trimethylethanaminium ChEBI
O-sinapoylcholine ChEBI
O-sinapoylcholine UniProt
Sinapine KEGG COMPOUND
Sinapoylcholine KEGG COMPOUND
Sinapoylcholine KEGG COMPOUND
Manual Xrefs Databases
C00002777 KNApSAcK
C00933 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
18696-26-9 CAS Registry Number KEGG COMPOUND
18696-26-9 CAS Registry Number ChemIDplus
4933491 Beilstein Registry Number Beilstein
4933491 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16827311 PubMed citation Europe PMC
18589789 PubMed citation Europe PMC
23030806 PubMed citation Europe PMC
Last Modified
04 May 2015