CHEBI:5170 - fraxin

ChEBI IDCHEBI:5170
ChEBI Namefraxin
Stars
DefinitionA β-D-glucoside that is fraxetin attached to a β-D-glucopyranosyl group at position 8 via a glycosidic linkage. It is a natural product isolated from the leaves of Fraxinus excelsior and exhibits potent hepatoprotective effects in vitro and in vivo.
Last Modified23 November 2020
DownloadsMolfile
FormulaC16H18O10
Net Charge0
Average Mass370.310
Monoisotopic Mass370.09000
SMILESCOc1cc2ccc(=O)oc2c(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c1O
InChIInChI=1S/C16H18O10/c1-23-7-4-6-2-3-9(18)25-14(6)15(11(7)20)26-16-13(22)12(21)10(19)8(5-17)24-16/h2-4,8,10,12-13,16-17,19-22H,5H2,1H3/t8-,10-,12+,13-,16+/m1/s1
InChIKeyCRSFLLTWRCYNNX-QBNNUVSCSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Fraxinus excelsior (ncbitaxon:38873) leaf (BTO:0000713) PubMed (1298368)
Aesculus hippocastanum (ncbitaxon:43364) seed (BTO:0001226) PubMed (32649293)
Tilia platyphyllos (ncbitaxon:82423) - PubMed (31273573)
Acer tegmentosum (ncbitaxon:57653) - PubMed (28383514)
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.
Applications:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
hepatoprotective agent  Any compound that is able to prevent damage to the liver.
ChEBI Ontology
Outgoing Relation(s)
fraxin (CHEBI:5170) has functional parent fraxetin (CHEBI:5169)
fraxin (CHEBI:5170) has role anti-inflammatory agent (CHEBI:67079)
fraxin (CHEBI:5170) has role hepatoprotective agent (CHEBI:62868)
fraxin (CHEBI:5170) has role plant metabolite (CHEBI:76924)
fraxin (CHEBI:5170) is a aromatic ether (CHEBI:35618)
fraxin (CHEBI:5170) is a hydroxycoumarin (CHEBI:37912)
fraxin (CHEBI:5170) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
7-hydroxy-6-methoxy-2-oxo-2H-chromen-8-yl β-D-glucopyranoside
Synonyms  Source
fraxetin-8-O-glucosideChemIDplus
fraxetin-8-O-β-D-glucosideChEBI
fraxinChemIDplus
8-(β-D-glucopyranosyloxy)-7-hydroxy-6-methoxy-2H-1-benzopyran-2-oneChemIDplus
fraxetin-8-β-D-glucopyranosideChEBI
fraxetin-8-O-β-D-glucopyranosideChEBI
Manual XrefsDatabases
C09266KEGG COMPOUND
C00002474KNApSAcK
FraxinWikipedia
4437971ChemSpider
Registry NumbersSources
CAS:524-30-1ChemIDplus
Citations