Structure via PubChem · Public domain (PubChem)
fraxin
Sign in to saveAlso known as fraxetin-8-β-D-glucopyranoside, fraxetin-8-beta-D-glucopyranoside
Fraxin is a glucoside of fraxetin. Fraxin extracted from ash bark exhibits fluorescence in aqueous solution. A blue/green luminescence can be observed by soaking ash twigs in hot water.
Chemical data
- Formula
- C16H18O10
- Molecular weight
- 370.31 g/mol
- IUPAC name
- 7-hydroxy-6-methoxy-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
- SMILES
- COC1=C(C(=C2C(=C1)C=CC(=O)O2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O
- InChIKey
- CRSFLLTWRCYNNX-QBNNUVSCSA-N
- XLogP
- -0.6
- Polar surface area
- 155 Ų
- H-bond donors
- 5
- H-bond acceptors
- 10
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 370.09
Show 5 more facts
- found in taxon
- Parthenocissus tricuspidata
- chemical formula
- C₁₆H₁₈O₁₀
- canonical SMILES
- COC1=C(C(=C2C(=C1)C=CC(=O)O2)OC3C(C(C(C(O3)CO)O)O)O)O
- isomeric SMILES
- COC1=C(C(=C2C(=C1)C=CC(=O)O2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O
- has characteristic
- bitterness
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- Bibliography
{{Chembox | ImageFile = Fraxin.svg | ImageSize = 200px | IUPACName = 8-(β-D-Glucopyranosyloxy)-7-hydroxy-6-methoxy-2H-1-benzopyran-2-one | SystematicName = 7-Hydroxy-6-methoxy-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-1-benzopyran-2-one | OtherNames = |Section1= |Section2= |Section3= }}
Fraxin is a glucoside of fraxetin. Fraxin extracted from ash bark exhibits fluorescence in aqueous solution. A blue/green luminescence can be observed by soaking ash twigs in hot water.
Excerpted from Wikipedia’s “fraxin” article, available under the CC BY-SA 4.0 licence.