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Benzyl gentiobioside

From Wikipedia, the free encyclopedia
Benzyl gentiobioside
Names
IUPAC name
(2R,3S,4S,5R,6R)-2-(Hydroxymethyl)-6-(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-phenylmethoxyoxan-2-yl]methoxy]oxane-3,4,5-triol
Other names
Phenylmethyl 6-O-β-D-glucopyranosyl-β-D-glucopyranoside
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C19H28O11/c20-6-10-12(21)14(23)16(25)19(29-10)28-8-11-13(22)15(24)17(26)18(30-11)27-7-9-4-2-1-3-5-9/h1-5,10-26H,6-8H2/t10-,11-,12-,13-,14+,15+,16-,17-,18-,19-/m1/s1
    Key: LLEMMFPELBNINR-SKYGPZSASA-N
  • C1=CC=C(C=C1)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O
Properties
C19H28O11
Molar mass 432.422 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Benzyl gentiobioside is a decyanogenated form of amygdalin.[1] Benzyl gentiobioside occurs in Prunus persica seeds.[1]

References

[edit]
  1. ^ a b Del Cueto, Jorge; Ionescu, Irina A.; Pičmanová, Martina; Gericke, Oliver; Motawia, Mohammed S.; Olsen, Carl E.; Campoy, José A.; Dicenta, Federico; Møller, Birger L.; Sánchez-Pérez, Raquel (19 May 2017). "Cyanogenic Glucosides and Derivatives in Almond and Sweet Cherry Flower Buds from Dormancy to Flowering". Frontiers in Plant Science. 8: 800. doi:10.3389/fpls.2017.00800. PMC 5437698. PMID 28579996.