Fraxin

Structural formula
General
Surname	Fraxin
other names	8- (β- D- glucopyranosyloxy) -7-hydroxy-6-methoxycoumarin; 8- (β- D -glucopyranosyloxy) -7-hydroxy-6-methoxy-2 H -1-benzopyran-2-one ( IUPAC ) ;
Molecular formula	C 16 H 18 O 10
Brief description	colorless solid
External identifiers / databases
EC number	208-355-5
ECHA InfoCard	100.007.597
PubChem	5273568
ChemSpider	4437971
Wikidata	Q1452081
properties
Molar mass	370.31 g mol −1
Physical state	firmly
Melting point	205-208 ° C
safety instructions
GHS labeling of hazardous substances	no GHS pictograms
	no GHS pictograms
H and P phrases	H: no H-phrases
	P: no P-phrases
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Fraxin is a glucoside that occurs naturally in the bark of various trees. It was found in significant quantities in the horse chestnut ( Aesculus hippocastanum ) and in various species of the ash ( Fraxinus ). It is also said to have been found in the kiwi fruit ( Actinidia deliciosa or Actinidia chinensis ) together with the related compound aesculin .

Fraxin is one of the coumarin derivatives and shows, typical for representatives of this class of substances, turquoise-green fluorescence under ultraviolet light . Fraxin is the glucoside derivative of Fraxetin .

use

In traditional Asian medicine, extracts from ash bark and roots are described as antipyretic, pain reliever and diuretic. They are also said to have anti-rheumatic properties. Fraxinus americana is also used in homeopathy in Europe against fever, hemorrhage and diseases of the uterus . Possibly these effects can be attributed to the Fraxin.

Individual evidence

↑ ^a ^b ^c ^d Datasheet Fraxin at Sigma-Aldrich , accessed on February 4, 2019 ( PDF ).
↑ Gordana Stanić, Blaženka Juričić, Dragomir Brkić: HPLC Analysis of Esculin and Fraxin in Horse-Chestnut Bark. In: Croatica Chemica Acta 1999. 72 (4): 827-834.
^ Anne-Marie Hirsch, Arlette Longeon, Michèle Guyot: Fraxin and esculin: two coumarins specific to Actinidia chinensis and A. deliciosa (kiwifruit). In: Biochemical Systematics and Ecology. 30, 2002, pp. 55-60, doi : 10.1016 / S0305-1978 (01) 00064-3 .
↑ Kariyone, T .; Kimura, Y. Saishin Wakanyakuyoshokubutsu; Hirokawa Shoten: Tokyo, 1976; P. 105.
↑ henriettes-herb.com: Fraxinus americana .
↑ Takaaki Yasuda, Mai Fukui, Takahiro Nakazawa, Ayumi Hoshikawa, Keisuke Ohsawa: Metabolic Fate of Fraxin Administered Orally to Rats. In: Journal of Natural Products . 69, 2006, pp. 755-757, doi : 10.1021 / np0580412 .

[Sigma-1] Datasheet Fraxin at Sigma-Aldrich , accessed on February 4, 2019 ( PDF ).

[Esculin_and_Fraxin_in_Horse-Chestnut_Bark-2] Gordana Stanić, Blaženka Juričić, Dragomir Brkić: HPLC Analysis of Esculin and Fraxin in Horse-Chestnut Bark. In: Croatica Chemica Acta 1999. 72 (4): 827-834.

[3] Anne-Marie Hirsch, Arlette Longeon, Michèle Guyot: Fraxin and esculin: two coumarins specific to Actinidia chinensis and A. deliciosa (kiwifruit). In: Biochemical Systematics and Ecology. 30, 2002, pp. 55-60, doi : 10.1016 / S0305-1978 (01) 00064-3 .

[kariyone_kimura-4] Kariyone, T .; Kimura, Y. Saishin Wakanyakuyoshokubutsu; Hirokawa Shoten: Tokyo, 1976; P. 105.

[henriettesherbal-5] riettes-herb.com: Fraxinus americana .

[metabolic_fate-6] Takaaki Yasuda, Mai Fukui, Takahiro Nakazawa, Ayumi Hoshikawa, Keisuke Ohsawa: Metabolic Fate of Fraxin Administered Orally to Rats. In: Journal of Natural Products . 69, 2006, pp. 755-757, doi : 10.1021 / np0580412 .