EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:7638 - norswertianolin

ChEBI IDCHEBI:7638
ChEBI Namenorswertianolin
Stars
DefinitionA β-D-glucoside that is bellidin in which a β-D-glucopyranosyl residue is attached at position O-8. A natural product found particularly in Gentiana campestris and Gentiana germanica.
Secondary ChEBI IDCHEBI:65481
Last Modified28 July 2014
DownloadsMolfile
FormulaC19H18O11
Net Charge0
Average Mass422.342
Monoisotopic Mass422.08491
SMILESO=c1c2c(O)cc(O)cc2oc2c(O)ccc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c12
InChIInChI=1S/C19H18O11/c20-5-11-14(24)16(26)17(27)19(30-11)29-9-2-1-7(22)18-13(9)15(25)12-8(23)3-6(21)4-10(12)28-18/h1-4,11,14,16-17,19-24,26-27H,5H2/t11-,14-,16+,17-,19-/m1/s1
InChIKeyMYWLBRTZOYHDOU-FJMCMGCSSA-N
Species of MetaboliteComponentSourceComments
Gentiana ramosa (IPNI:368797-1) - DOI (10.1016/S0031-9422(00)89285-7)
Gentiana germanica (IPNI:368223-1) - DOI (10.1016/S0031-9422(00)89285-7)
Gentianella campestris (ncbitaxon:49940) - PubMed (15490334)
Swertia randaiensis (IPNI:371063-1) - Article (INDIAN J CHEM,1980,19B,10,929)
Swertia japonica (ncbitaxon:137129) - DOI (10.1248/cpb.30.4088)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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.
ChEBI Ontology
Outgoing Relation(s)
norswertianolin (CHEBI:7638) has functional parent bellidin (CHEBI:65480)
norswertianolin (CHEBI:7638) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
norswertianolin (CHEBI:7638) has role metabolite (CHEBI:25212)
norswertianolin (CHEBI:7638) is a xanthones (CHEBI:51149)
norswertianolin (CHEBI:7638) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
4,6,8-trihydroxy-9-oxo-9H-xanthen-1-yl β-D-glucopyranoside
Synonyms  Source
8-(β-D-glucopyranosyloxy)-1,3,5-trihydroxy-9H-xanthen-9-oneChemIDplus
bellidin-8-O-β-D-glucopyranosideChEBI
Manual XrefsDatabases
C10089KEGG COMPOUND
C00002971KNApSAcK
Registry NumbersSources
Reaxys:1694897Reaxys
CAS:54954-12-0KEGG COMPOUND
CAS:54954-12-0ChemIDplus
Citations