Prunasin

Prunasin
Names
IUPAC name
(R)-(β-D-Glucopyranosyloxy)(phenyl)acetonitrile
Systematic IUPAC name
(R)-Phenyl{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}acetonitrile
Other names
(R)-Prunasin
D-Prunasin
D-Mandelonitrile-β-D-glucoside
Prulaurasin Laurocerasin
Sambunigrin
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.002.489
EC Number
  • 202-738-0
KEGG
UNII
  • InChI=1S/C14H17NO6/c15-6-9(8-4-2-1-3-5-8)20-14-13(19)12(18)11(17)10(7-16)21-14/h1-5,9-14,16-19H,7H2/t9-,10+,11+,12-,13+,14+/m0/s1
    Key: ZKSZEJFBGODIJW-GMDXDWKASA-N
  • InChI=1/C14H17NO6/c15-6-9(8-4-2-1-3-5-8)20-14-13(19)12(18)11(17)10(7-16)21-14/h1-5,9-14,16-19H,7H2/t9-,10+,11+,12-,13+,14+/m0/s1
    Key: ZKSZEJFBGODIJW-GMDXDWKABY
  • C1=CC=C(C=C1)[C@H](C#N)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
Properties
C14H17NO6
Molar mass 295.291 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

(R)-prunasin is a cyanogenic glycoside related to amygdalin. Chemically, it is the glucoside of (R)-mandelonitrile.

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