CHEBI:81054 - sakuranin

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ChEBI Name sakuranin
ChEBI ID CHEBI:81054
Definition A flavanone glycoside that is sakuranetin attached to a β-D-glucopyranosyl residue at position 5 via a glycosidic linkage.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C22H24O10
Net Charge 0
Average Mass 448.42000
Monoisotopic Mass 448.137
InChI InChI=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
InChIKey NEPMMBQHELYZIW-YMTXFHFDSA-N
SMILES COc1cc(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c2C(=O)C[C@H](Oc2c1)c1ccc(O)cc1
Metabolite of Species Details
Populus tomentosa (NCBI:txid118781) See: PubMed
Roles Classification
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.
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.
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ChEBI Ontology
Outgoing 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 Sources
(S)-5-β-D-glucopyranosyloxy-2-(4-hydroxy-phenyl)-7-methoxy-chroman-4-one ChEBI
NSC 407308 KEGG COMPOUND
Manual Xrefs Databases
C00008219 KNApSAcK
C17391 KEGG COMPOUND
LMPK12140564 LIPID MAPS
Sakuranin Wikipedia
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Registry Numbers Types Sources
100817 Reaxys Registry Number Reaxys
529-39-5 CAS Registry Number KEGG COMPOUND
529-39-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15796208 PubMed citation Europe PMC
20577825 PubMed citation Europe PMC
22860454 PubMed citation Europe PMC
25593395 PubMed citation Europe PMC
Last Modified
05 April 2018