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CHEBI:81054 - sakuranin

Default Structure
ChEBI IDCHEBI:81054
ChEBI Namesakuranin
Stars
DefinitionA flavanone glycoside that is sakuranetin attached to a β-D-glucopyranosyl residue at position 5 via a glycosidic linkage.
Last Modified5 April 2018
DownloadsMolfile
FormulaC22H24O10
Net Charge0
Average Mass448.424
Monoisotopic Mass448.13695
SMILESCOc1cc(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c2c(c1)O[C@H](c1ccc(O)cc1)CC2=O
InChIInChI=1S/C22H24O10/c1-29-12-6-15-18(13(25)8-14(30-15)10-2-4-11(24)5-3-10)16(7-12)31-22-21(28)20(27)19(26)17(9-23)32-22/h2-7,14,17,19-24,26-28H,8-9H2,1H3/t14-,17+,19+,20-,21+,22+/m0/s1
InChIKeyNEPMMBQHELYZIW-YMTXFHFDSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Populus tomentosa (ncbitaxon:118781) - PubMed (22860454)
Roles Classification
Biological Roles:
EC 3.1.1.7 (acetylcholinesterase) inhibitor  An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
sakuranin (CHEBI:81054) has functional parent sakuranetin (CHEBI:28927)
sakuranin (CHEBI:81054) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
sakuranin (CHEBI:81054) has role plant metabolite (CHEBI:76924)
sakuranin (CHEBI:81054) is a 4'-hydroxyflavanones (CHEBI:140331)
sakuranin (CHEBI:81054) is a flavanone glycoside (CHEBI:72730)
sakuranin (CHEBI:81054) is a monohydroxyflavanone (CHEBI:38748)
sakuranin (CHEBI:81054) is a monomethoxyflavanone (CHEBI:38738)
IUPAC Name 
(2S)-2-(4-hydroxyphenyl)-7-methoxy-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl β-D-glucopyranoside
Synonyms  Source
(S)-5-β-D-glucopyranosyloxy-2-(4-hydroxy-phenyl)-7-methoxy-chroman-4-oneChEBI
NSC 407308KEGG COMPOUND
Manual XrefsDatabases
C00008219KNApSAcK
C17391KEGG COMPOUND
LMPK12140564LIPID MAPS
SakuraninWikipedia
Registry NumbersSources
Reaxys:100817Reaxys
CAS:529-39-5KEGG COMPOUND
CAS:529-39-5ChemIDplus
Citations