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Vicianin

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Vicianin
Chemical structure of vicianin
Names
IUPAC name (R)-(phenyl)acetonitrile
Systematic IUPAC name (R)-Phenyl{oxy}methyl)oxan-2-yl]oxy}acetonitrile
Other names (R)-Vicianin
6-O-Arabinopyranosylglucopyranoside
β-Vicianoside
Identifiers
CAS Number
3D model (JSmol)
PubChem CID
UNII
CompTox Dashboard (EPA)
SMILES
  • C1((((O1)OC2((((O2)O(C#N)C3=CC=CC=C3)O)O)O)O)O)O
Properties
Chemical formula C19H25NO10
Molar mass 427.406 g·mol
Related compounds
Related compounds amygdalin
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

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.

References

  1. Ahn, Y. O.; Saino, H.; Mizutani, M.; Shimizu, B.-i.; Sakata, K. (2007). "Vicianin hydrolase is a novel cyanogenic beta-glycosidase specific to beta-vicianoside (6-O-alpha-L-arabinopyranosyl-beta-D-glucopyranoside) in seeds of Vicia angustifolia". Plant and Cell Physiology. 48 (7): 938–47. doi:10.1093/pcp/pcm065. PMID 17548373.
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