1.0 2010-04-08 22:10:49 UTC 2025-11-19 00:20:52 UTC FDB013636 Amygdalin Amygdalin is a bitter glycoside of the Rosaceae, found in sources such as kernels of cherries, peaches and apricots. Present in cold pressed bitter almond oil from the these sources prior to enzymic hydolysis and steam distillation for food use. Amygdalin can also be found in passion fruit. (-)-d-mandelonitrile beta-d-gentiobioside (r)-amygdalin (r)-amygdaloside (r)-laenitrile Amygdalin Amygdaloside D-amygdalin D-mandelonitrile-beta-D-glucosido-6-beta-D-glucoside D(-)-mandelonitrile-&beta;-d-gentiobioside D(-)-mandelonitrile-beta-d-gentiobioside D(-)-Mandelonitrile-β-D-gentiobioside Glucoprunasin Mandelonitrile gentiobioside Mandelonitrile-&beta;-gentiobioside Mandelonitrile-β-gentiobioside NSC 15780 C20H27NO11 457.4285 457.158410711 2-phenyl-2-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}acetonitrile amygdalin 29883-15-6 OCC1OC(OCC2OC(OC(C#N)C3=CC=CC=C3)C(O)C(O)C2O)C(O)C(O)C1O 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 XUCIJNAGGSZNQT-UHFFFAOYSA-N belongs to the class of organic compounds known as cyanogenic glycosides. These are glycosides in which the aglycone moiety contains a cyanide group. Cyanogenic glycosides Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aromatic heteromonocyclic compounds Acetals Benzene and substituted derivatives Disaccharides Hydrocarbon derivatives Nitriles O-glycosyl compounds Organopnictogen compounds Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Acetal Alcohol Aromatic heteromonocyclic compound Benzenoid Carbonitrile Cyanogenic glycoside Disaccharide Hydrocarbon derivative Monocyclic benzene moiety Nitrile O-glycosyl compound Organic nitrogen compound Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Oxacycle Oxane Polyol Primary alcohol Secondary alcohol a small molecule Solid logp -1.29 ALOGPS logs -1.11 ALOGPS solubility 3.53e+01 g/l ALOGPS melting_point Mp 214° logp -2.6 ChemAxon pka_strongest_acidic 11.91 ChemAxon pka_strongest_basic -3 ChemAxon iupac 2-phenyl-2-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}acetonitrile ChemAxon average_mass 457.4285 ChemAxon mono_mass 457.158410711 ChemAxon smiles OCC1OC(OCC2OC(OC(C#N)C3=CC=CC=C3)C(O)C(O)C2O)C(O)C(O)C1O ChemAxon formula C20H27NO11 ChemAxon 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 ChemAxon inchikey XUCIJNAGGSZNQT-UHFFFAOYSA-N ChemAxon polar_surface_area 202.32 ChemAxon refractivity 102.51 ChemAxon polarizability 44.61 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 12 ChemAxon donor_count 7 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 129598 Specdb::NmrOneD 129599 Specdb::NmrOneD 129600 Specdb::NmrOneD 129601 Specdb::NmrOneD 129602 Specdb::NmrOneD 129603 Specdb::NmrOneD 129604 Specdb::NmrOneD 129605 Specdb::NmrOneD 129606 Specdb::NmrOneD 129607 Specdb::NmrOneD 129608 Specdb::NmrOneD 129609 Specdb::NmrOneD 129610 Specdb::NmrOneD 129611 Specdb::NmrOneD 129612 Specdb::NmrOneD 129613 Specdb::NmrOneD 129614 Specdb::NmrOneD 129615 Specdb::NmrOneD 129616 Specdb::NmrOneD 129617 Specdb::MsMs 297298 Specdb::MsMs 297299 Specdb::MsMs 297300 Specdb::MsMs 338788 Specdb::MsMs 338789 Specdb::MsMs 338790 Specdb::MsMs 2236119 Specdb::MsMs 2236145 Specdb::MsMs 2237270 Specdb::MsMs 2238256 Specdb::MsMs 2239308 Specdb::MsMs 2240278 Specdb::MsMs 2241442 Specdb::MsMs 2242306 Specdb::MsMs 2243543 Specdb::MsMs 2244846 Specdb::MsMs 2249021 Specdb::MsMs 2249382 Specdb::MsMs 2251062 Specdb::MsMs 2251333 Specdb::MsMs 2323747 Specdb::MsMs 2323748 Specdb::MsMs 2323749 Specdb::MsMs 2615328 Specdb::MsMs 2615329 Specdb::CMs 14200 Specdb::CMs 44142 Specdb::CMs 116111 Specdb::CMs 169672 Specdb::CMs 947609 Specdb::CMs 947610 Specdb::CMs 947611 Specdb::CMs 947612 Specdb::CMs 947613 Specdb::CMs 947614 Specdb::CMs 947615 Specdb::CMs 947616 Specdb::CMs 947617 Specdb::CMs 947618 Specdb::CMs 947619 Specdb::CMs 947620 Specdb::CMs 947621 Specdb::CMs 947622 Specdb::CMs 947623 Specdb::CMs 947624 Specdb::CMs 947625 Specdb::CMs 947626 Specdb::CMs 947627 Specdb::CMs 947628 Specdb::CMs 947629 HMDB35030 27613 #<Reference:0x000055ce33293888> #<Reference:0x000055ce332936d0> #<Reference:0x000055ce33293518> Almond Type 1 specific Prunus dulcis 3755 Apple Type 1 specific Malus pumila 283210 990.0 990.0 990.0 mg/100 g Apricot Type 1 specific Prunus armeniaca 36596 8000.0 8000.0 8000.0 mg/100 g Common chokecherry Type 1 specific Prunus virginiana 133204 European plum Type 1 specific Prunus domestica 3758 2500.0 2500.0 2500.0 mg/100 g Fruits Unknown generic Lima bean Type 1 specific Phaseolus lunatus 3884 Loquat Type 1 specific Eriobotrya japonica 32224 Passion fruit Type 1 specific Passiflora edulis 78168 Peach Type 1 specific Prunus persica 3760 2637.5 4275.0 1000.0 mg/100 g Pear Type 1 specific Pyrus communis 23211 Quince Type 1 specific Cydonia oblonga 36610 400.0 400.0 400.0 mg/100 g Sour cherry Type 1 specific Prunus cerasus 140311 Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Anti-spasmodic 619 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-tussive 674 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Bitter 732 Cancer preventive 754 A substance that inhibits or prevents the proliferation of neoplasms. Cyanogenic 845 Expectorant 925 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Toxic 1371 A role played by the molecular entity or part thereof which causes the development of a pathological process.