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Salicin



Salicin
Systematic name (2R,3S,4S,5R,6S)
-2-(hydroxymethyl)
-6-[2-(hydroxymethyl)
phenoxy]oxane-3,4,5-triol
Other names salicin, D-(−)-Salicin, salicoside, 2-(hydroxymethyl)phenyl
-β-D-glucopyranoside
Identifiers
CAS number 138-52-3
PubChem 439503
RTECS number LZ5901700
InChI InChI=InChI=1/C13H18O7
/c14/h1-4,9-18H,5-6H2
Properties
Molecular formula C13H18O7
Molar mass 286.281
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and references

Salicin (C13H18O7) is an alcoholic β-glycoside which contains D-glucose. Salicin is an anti-inflammatory which is produced from all willow barks.[1]

Salicin is closely related chemically to aspirin and has a very similar action in the human body. When consumed, it is metabolized to salicylic acid. The systematic (IUPAC) name of the molecule is 2-(Hydroxymethyl)phenyl β-D-glucopyranoside. It has the following classifications and chemical properties:

  • CAS No. 138-52-3
  • Merck index 11,8293
  • Molecular weight 286.28 g/mol
  • Melting point 197-200 °C

Salicin elicits bitterness like quinine, when consumed.[2]

References

  1. ^ Uchytil, RJ (1991). Salix drummondiana. Fire Effects Information System,. Online. U.S. Department of Agriculture, Forest Service, Rocky Mountain Research Station, Fire Sciences Laboratory (Producer). Retrieved on 2006-07-19.
  2. ^ Daniells, S (09/10/2006). Symrise explores cheaper alternatives in bitter-maskers (HTML). www.foodnavigator.com. Retrieved on 2007-12-13.


Bond: O-glycosidic bond | S-glycosidic bond | N-glycosidic bond
Geometry: α-Glycoside | β-Glycoside | 1,4-Glycoside | 1,6-Glycoside
Glycone: Glucoside | Fructoside | Glucuronide
Aglycone: Alcoholic glycoside | Anthraquinone glycoside | Coumarin glycoside | Cyanogenic glycoside | Flavonoid glycoside | Phenolic glycoside | Saponin | Cardiac glycoside | Steviol glycoside | Thioglycoside | Glycosylamine | Bufanolide | Cardenolide
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Salicin". A list of authors is available in Wikipedia.
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