Fraxin

Last updated
Fraxin
Fraxin.svg
Names
IUPAC name
8-(β-D-Glucopyranosyloxy)-7-hydroxy-6-methoxy-2H-1-benzopyran-2-one
Systematic IUPAC name
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
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.007.597 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • 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
    Key: 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/s1
    Key: CRSFLLTWRCYNNX-QBNNUVSCBJ
  • COc1cc2ccc(=O)oc2c(c1O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
Properties
C16H18O10
Molar mass 370.310 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Fraxin is a glucoside of fraxetin. [1] Fraxin extracted from ash bark exhibits fluorescence in aqueous solution. [2] 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.



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