VICIANIN

Structure

2D structure of VICIANIN
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 656493

Names and identifiers

Name

VICIANIN

IUPAC name

(R)-2-phenyl-2-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2S,3R,4S,5S)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)acetonitrile

SMILES

C1[C@@H]([C@@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@@H](C#N)C3=CC=CC=C3)O)O)O)O)O)O

General information

Molecular formula

C19H25NO10

Molecular weight

427.41 g/mol

Monoisotopic mass

427.1478 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
Yes

Chemical classification: NPClassifier (Kim et al., 2021)

Plants with the compound

Plant Plant part Amount Reference
Vicia sativa L. seed -
Hammouda, F.M., Rizk, A.F.M., Seifel-nasr, M.M., Ghaleb, H.A., Madkour, M.K., Pohland, A.E. (1985). On the chemistry and pharmacotoxicity of the egyptian Vicia sativa. Abstr Internat Res Cong Nat Prod Coll Pharm Univ N Carolina Chapel Hill Nc July 7-12 , ABSTR-169
Vicia sativa L. seed -
Ressler, C., Tatake, J.G. (2001). Vicianin, prunasin, and beta-cyanoalanine in common vetch seed as sources of urinary thiocyanate in the rat. J Agr Food Chem, 49(10), 5075-5080 doi:10.1021/jf010343w
Vicia segetalis Thuill. seed -
Hammouda, F.M., Rizk, A.F.M., Seifel-nasr, M.M., Ghaleb, H.A., Madkour, M.K., Pohland, A.E. (1985). On the chemistry and pharmacotoxicity of the egyptian Vicia sativa. Abstr Internat Res Cong Nat Prod Coll Pharm Univ N Carolina Chapel Hill Nc July 7-12 , ABSTR-169
Vicia segetalis Thuill. seed -
Ressler, C., Tatake, J.G. (2001). Vicianin, prunasin, and beta-cyanoalanine in common vetch seed as sources of urinary thiocyanate in the rat. J Agr Food Chem, 49(10), 5075-5080 doi:10.1021/jf010343w