EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:65479 - tetrahydroswertianolin

ChEBI IDCHEBI:65479
ChEBI Nametetrahydroswertianolin
Stars
DefinitionA xanthone glycoside that is the 1,2,3,4-tetrahydro derivaive of swertianolin (the S,4R-stereoisomer). It is isolated from Swertia japonica and shows hepatoprotective properties.
Last Modified3 October 2014
DownloadsMolfile
FormulaC20H24O11
Net Charge0
Average Mass440.401
Monoisotopic Mass440.13186
SMILESCOc1cc(O)c2c(=O)c3c(oc2c1)[C@H](O)CC[C@@H]3O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C20H24O11/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/h4-5,8,10,12,15,17-18,20-24,26-27H,2-3,6H2,1H3/t8-,10+,12-,15-,17+,18-,20-/m1/s1
InChIKeyFOVMRYXSQHNGSU-GSCMKZIOSA-N
Species of MetaboliteComponentSourceComments
Swertia japonica (ncbitaxon:137129) - PubMed (10353265)
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
hepatoprotective agent  Any compound that is able to prevent damage to the liver.
ChEBI Ontology
Outgoing Relation(s)
tetrahydroswertianolin (CHEBI:65479) has functional parent swertianolin (CHEBI:65478)
tetrahydroswertianolin (CHEBI:65479) has role hepatoprotective agent (CHEBI:62868)
tetrahydroswertianolin (CHEBI:65479) has role plant metabolite (CHEBI:76924)
tetrahydroswertianolin (CHEBI:65479) is a aromatic ether (CHEBI:35618)
tetrahydroswertianolin (CHEBI:65479) is a monosaccharide derivative (CHEBI:63367)
tetrahydroswertianolin (CHEBI:65479) is a xanthone glycoside (CHEBI:83231)
tetrahydroswertianolin (CHEBI:65479) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
(1S,4R)-4,8-dihydroxy-6-methoxy-9-oxo-2,3,4,9-tetrahydro-1H-xanthen-1-yl β-D-glucopyranoside
Registry NumbersSources
Reaxys:7731015Reaxys
Citations