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Fraxin

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Fraxin
Names
IUPAC name 8-(β-D-Glucopyranosyloxy)-7-hydroxy-6-methoxy-2H-1-benzopyran-2-one
Systematic IUPAC name 7-Hydroxy-6-methoxy-8-{oxy}-2H-1-benzopyran-2-one
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.007.597 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
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/s1Key: CRSFLLTWRCYNNX-QBNNUVSCSA-N
  • InChI=1/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/s1Key: CRSFLLTWRCYNNX-QBNNUVSCBJ
SMILES
  • COc1cc2ccc(=O)oc2c(c1O)O3((((O3)CO)O)O)O
Properties
Chemical formula C16H18O10
Molar mass 370.310 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Fraxin is a glucoside of fraxetin. Fraxin extracted from ash bark exhibits florescence in aqueous solution. A blue/green luminescence can be observed by soaking ash twigs in hot water.

Bibliography

  1. Hirsch, Anne-Marie; Longeon, Arlette; Guyot, Michèle (January 2002). "Fraxin and esculin: two coumarins specific to Actinidia chinensis and A. deliciosa (kiwifruit)". Biochemical Systematics and Ecology. 30 (1): 55–60. doi:10.1016/S0305-1978(01)00064-3.
  2. Meikle, R. D. (1958). British Trees and Shrubs (Kew Series) (1st ed.). UK: Eyre & Spottiswoode. pp. 129–132.


Types of coumarins
Aglycones
O-Methylated
Glycosides
Derivatives
Furanocoumarins
Aglycones
O-Methylated
Furanocoumarin glycosides
Meroterpene furanocoumarin ether
Oligomers
Synthetic


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