S-β-D-glucopyranosyl (Z)-O-(potassium sulfonato)but-3-enehydroximothioate
|Systematic IUPAC name
Potassium [(Z)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanylbut-3-enylideneamino] sulfate
3D model (JSmol)
|Molar mass||397.46 g/mol|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|what is ?)(|
Sinigrin is a glucosinolate that belongs to the family of glucosides found in some plants of the Brassicaceae family such as Brussels sprouts, broccoli, and the seeds of black mustard (Brassica nigra). Whenever sinigrin-containing plant tissue is crushed or otherwise damaged, the enzyme myrosinase degrades sinigrin to a mustard oil (allyl isothiocyanate), which is responsible for the pungent taste of mustard and horseradish. Seeds of white mustard, Sinapis alba, will give a much less pungent mustard because this species contains a different glucosinolate, sinalbin.
The chemical name of sinigrin is allylglucosinolate or 2-propenylglucosinolate.
- http://www.sbcs.qmul.ac.uk/iupac/2carb/33.html Nomenclature of Carbohydrates (Recommendations 1996), 2-Carb-33.3. Thioglycosides
- Richard, H. "Arômes alimentaires" (PDF) (in French). Archived from the original (PDF) on 2007-02-14.
- Waser, Jürg; Watson, William H. (1963). "Crystal Structure of Sinigrin". Nature. 198 (4887): 1297–1298. doi:10.1038/1981297b0. ISSN 0028-0836.
- Lankau R (2008). "A chemical trait creates a genetic trade-off between intra- and interspecific competitive ability". Eco. 89 (5): 1181–1187.
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