HGMMX

Amygdalin

Type: Other
PubChem: 656495
DrugBank: None
IUPAC: (2R)-2-phenyl-2-[[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)-2-oxanyl]oxymethyl]-2-oxanyl]oxy]acetonitrile
Standard InChI: InChI=1S/C20H27NO11/c21-6-10(9-4-2-1-3-5-9)30-20-18(28)16(26)14(24)12(32-20)8-29-19-17(27)15(25)13(23)11(7-22)31-19/h1-5,10-20,22-28H,7-8H2/t10-,11?,12?,13?,14?,15?,16?,17?,18?,19?,20?/m0/s1
Standard InChIKey: XUCIJNAGGSZNQT-VEXRWARGSA-N
SMILES: N#CC(OC1OC(COC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O)C1=CC=CC=C1
Metabolism-related information: Gut microbes hydrolyze the glycosidic linkage of amygdalin to release mandelonitrile, which spontaneously breaks down to produce benzaldehyde and toxic cyanide
Reference: 10.1016/0006-2952(80)90504-3

Metabolites

Chemical Structure Metablite's name Reaction name Genus Species Reference
PrunasinHydrolysisGut microbiotaGut microbiota10.3109/09637481003796314