Vicianin

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Vicianin
Chemical structure of vicianin
Names
IUPAC name
(2R)-2-phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyacetonitrile
Other names
(R)-vicianin
6-O-arabinopyranosylglucopyranoside
ß-Vicianoside
Identifiers
155-57-7
Jmol 3D model Interactive image
PubChem 656493
  • C1C(C(C(C(O1)OCC2C(C(C(C(O2)OC(C#N)C3=CC=CC=C3)O)O)O)O)O)O
Properties
C19H25O10
Molar mass 427.40 g/mol
Related compounds
Related compounds
amygdalin
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Vicianin is a cyanogenic disaccharide.

The enzyme vicianin beta-glucosidase uses (R)-vicianin and H2O to produce mandelonitrile and vicianose. It is found in seeds of Vicia angustifolia.[1]

References

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  1. Vicianin Hydrolase is a Novel Cyanogenic ß-Glycosidase Specific to ß-Vicianoside (6-O--L-Arabinopyranosyl-ß-D-Glucopyranoside) in Seeds of Vicia angustifolia. Young Ock Ahn1, Hiromichi Saino, Masaharu Mizutani, Bun-ichi Shimizu and Kanzo Sakata, Plant and Cell Physiology 2007 48(7):938-947; doi:10.1093/pcp/pcm065