CHEBI:5170 - fraxin

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ChEBI Name fraxin
ChEBI ID CHEBI:5170
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C16H18O10
Net Charge 0
Average Mass 370.310
Monoisotopic Mass 370.09000
InChI InChI=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
InChIKey CRSFLLTWRCYNNX-QBNNUVSCSA-N
SMILES COC1=CC2=C(OC(=O)C=C2)C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=C1O
Metabolite of Species Details
Fraxinus excelsior (NCBI:txid38873) Found in leaf (BTO:0000713). See: PubMed
Aesculus hippocastanum (NCBI:txid43364) Found in seed (BTO:0001226). See: PubMed
Acer tegmentosum (NCBI:txid57653) See: PubMed
Tilia platyphyllos (NCBI:txid82423) 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.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
hepatoprotective agent
Any compound that is able to prevent damage to the liver.
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ChEBI Ontology
Outgoing 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 β-D-glucoside (CHEBI:22798)
fraxin (CHEBI:5170) is a aromatic ether (CHEBI:35618)
fraxin (CHEBI:5170) is a hydroxycoumarin (CHEBI:37912)
IUPAC Name
7-hydroxy-6-methoxy-2-oxo-2H-chromen-8-yl β-D-glucopyranoside
Synonyms Sources
8-(β-D-glucopyranosyloxy)-7-hydroxy-6-methoxy-2H-1-benzopyran-2-one ChemIDplus
fraxetin-8-β-D-glucopyranoside ChEBI
fraxetin-8-O-β-D-glucopyranoside ChEBI
fraxetin-8-O-β-D-glucoside ChEBI
fraxetin-8-O-glucoside ChemIDplus
fraxin ChemIDplus
Manual Xrefs Databases
4437971 ChemSpider
C00002474 KNApSAcK
C09266 KEGG COMPOUND
Fraxin Wikipedia
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Registry Number Type Source
524-30-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1298368 PubMed citation Europe PMC
26945887 PubMed citation Europe PMC
28383514 PubMed citation Europe PMC
28922728 PubMed citation Europe PMC
30348388 PubMed citation Europe PMC
30530164 PubMed citation Europe PMC
31273573 PubMed citation Europe PMC
31325387 PubMed citation Europe PMC
31415913 PubMed citation Europe PMC
31884094 PubMed citation Europe PMC
32649293 PubMed citation Europe PMC
Last Modified
23 November 2020