CHEBI:65478 - swertianolin

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ChEBI Name swertianolin
ChEBI ID CHEBI:65478
Definition A xanthone that is bellidifolin in which a β-Dglucopyranosyl residue is attached at position O-8 via a glycosidic linkage. It is isolated particularly from Gentiana campestris and Gentiana germanica.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:9372
Supplier Information
Download Molfile XML SDF
Formula C20H20O11
Net Charge 0
Average Mass 436.36620
Monoisotopic Mass 436.10056
InChI InChI=1S/C20H20O11/c1-28-7-4-9(23)13-11(5-7)29-19-8(22)2-3-10(14(19)16(13)25)30-20-18(27)17(26)15(24)12(6-21)31-20/h2-5,12,15,17-18,20-24,26-27H,6H2,1H3/t12-,15-,17+,18-,20-/m1/s1
InChIKey XMVBNLMKPMPWAX-DIKOWXHZSA-N
SMILES COc1cc(O)c2c(c1)oc1c(O)ccc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c1c2=O
Metabolite of Species Details
Gentiana germanica (IPNI:368223-1) See: DOI
Gentiana ramosa (IPNI:368797-1) See: DOI
Swertia punctata (IPNI:371052-1) See: DOI
Swertia purpurascens (IPNI:371054-1) See: PubMed
Swertia chirata (IPNI:60447539-2) See: DOI
Swertia fasciculata (IPNI:968989-1) See: DOI
Swertia japonica (NCBI:txid137129) See: DOI
Swertia macrosperma (NCBI:txid137130) See: PubMed
Swertia punicea (NCBI:txid137131) See: DOI
Swertia bimaculata (NCBI:txid148627) See: DOI
Swertia cincta (NCBI:txid149059) See: DOI
Swertia angustifolia (NCBI:txid166611) See: INDIAN J CHEM,1980,19B, 10, 929
Swertia calycina (NCBI:txid166613) See: DOI
Swertia pubescens (NCBI:txid166623) See: DOI
Swertia nervosa (NCBI:txid363513) See: DOI
Swertia perennis (NCBI:txid39379) See: DOI
Gentianella campestris (NCBI:txid49940) 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.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing swertianolin (CHEBI:65478) has functional parent bellidifolin (CHEBI:3008)
swertianolin (CHEBI:65478) has role antioxidant (CHEBI:22586)
swertianolin (CHEBI:65478) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
swertianolin (CHEBI:65478) has role plant metabolite (CHEBI:76924)
swertianolin (CHEBI:65478) is a β-D-glucoside (CHEBI:22798)
swertianolin (CHEBI:65478) is a aromatic ether (CHEBI:35618)
swertianolin (CHEBI:65478) is a monosaccharide derivative (CHEBI:63367)
swertianolin (CHEBI:65478) is a xanthone glycoside (CHEBI:83231)
Incoming tetrahydroswertianolin (CHEBI:65479) has functional parent swertianolin (CHEBI:65478)
IUPAC Name
4,8-dihydroxy-6-methoxy-9-oxo-9H-xanthen-1-yl β-D-glucopyranoside
Synonyms Sources
5,8-Dihydroxy-3-methoxyxanthone-1-O-glucoside ChemIDplus
Bellidifolin-8-O-glucoside KEGG COMPOUND
Manual Xrefs Databases
C00002975 KNApSAcK
C10093 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
1695120 Reaxys Registry Number Reaxys
23445-00-3 CAS Registry Number KEGG COMPOUND
23445-00-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12377236 PubMed citation Europe PMC
15490334 PubMed citation Europe PMC
15807240 PubMed citation Europe PMC
18336006 PubMed citation Europe PMC
21355239 PubMed citation Europe PMC
21985644 PubMed citation Europe PMC
2239318 PubMed citation Europe PMC
312705 Chinese Abstracts citation Europe PMC
3889613 PubMed citation Europe PMC
4527698 PubMed citation Europe PMC
Last Modified
03 October 2014
General Comment
2012-07-27 INDIAN J CHEM,1980,19B, 10, 929