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
CAS Number	99-18-3 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:17396;
ChemSpider	106360;
ECHA InfoCard	100.002.489
EC Number	202-738-0;
KEGG	C00844;
PubChem CID	119033;
UNII	14W4BPM5FB ;
CompTox Dashboard (EPA)	DTXSID001018995 ;
	InChI 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;
	SMILES 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
Chemical formula	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.

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
CAS Number	99-18-3^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:17396
ChemSpider	106360
ECHA InfoCard	100.002.489
EC Number	202-738-0
KEGG	C00844
PubChem CID	119033
UNII	14W4BPM5FB^Y
CompTox Dashboard (EPA)	DTXSID001018995
InChI 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
SMILES 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
Chemical formula	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