1.0 2010-04-08 22:13:20 UTC 2025-11-19 02:04:30 UTC FDB017839 Mandelonitrile sophoroside Isolated from leaves of perilla (Perilla frutescens variety acuta) Mandelonitrile sophoroside C20H27NO11 457.4285 457.158410711 2-{[4,5-dihydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-phenylacetonitrile 2-{[4,5-dihydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-phenylacetonitrile 99520-78-2 OCC1OC(OC2C(O)C(O)C(CO)OC2OC(C#N)C2=CC=CC=C2)C(O)C(O)C1O InChI=1S/C20H27NO11/c21-6-10(9-4-2-1-3-5-9)29-20-18(16(27)14(25)12(8-23)31-20)32-19-17(28)15(26)13(24)11(7-22)30-19/h1-5,10-20,22-28H,7-8H2 YGHHWSRCTPQFFC-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 logp -1.31 ALOGPS logs -0.96 ALOGPS solubility 4.99e+01 g/l ALOGPS melting_point Mp 193-195° logp -2.6 ChemAxon pka_strongest_acidic 12.09 ChemAxon pka_strongest_basic -3 ChemAxon iupac 2-{[4,5-dihydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-phenylacetonitrile ChemAxon average_mass 457.4285 ChemAxon mono_mass 457.158410711 ChemAxon smiles OCC1OC(OC2C(O)C(O)C(CO)OC2OC(C#N)C2=CC=CC=C2)C(O)C(O)C1O ChemAxon formula C20H27NO11 ChemAxon inchi InChI=1S/C20H27NO11/c21-6-10(9-4-2-1-3-5-9)29-20-18(16(27)14(25)12(8-23)31-20)32-19-17(28)15(26)13(24)11(7-22)30-19/h1-5,10-20,22-28H,7-8H2 ChemAxon inchikey YGHHWSRCTPQFFC-UHFFFAOYSA-N ChemAxon polar_surface_area 202.32 ChemAxon refractivity 102.51 ChemAxon polarizability 44.27 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 12 ChemAxon donor_count 7 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 51150 Specdb::MsMs 51151 Specdb::MsMs 51152 Specdb::MsMs 128970 Specdb::MsMs 128971 Specdb::MsMs 128972 Specdb::MsMs 2388695 Specdb::MsMs 2388696 Specdb::MsMs 2388697 Specdb::MsMs 2574535 Specdb::MsMs 2574536 Specdb::MsMs 2574537 Specdb::CMs 16766 Specdb::CMs 45843 Specdb::CMs 157022 Specdb::CMs 157025 Specdb::CMs 157027 Specdb::CMs 157029 Specdb::CMs 157031 Specdb::CMs 157033 Specdb::CMs 157035 Specdb::CMs 157037 Specdb::CMs 157039 Specdb::CMs 157041 Specdb::CMs 157044 Specdb::CMs 157046 Specdb::CMs 157048 Specdb::CMs 157050 Specdb::CMs 157052 Specdb::CMs 157054 Specdb::CMs 157056 Specdb::CMs 157058 Specdb::CMs 157060 Specdb::CMs 157062 Specdb::CMs 157064 Specdb::CMs 157066 Specdb::CMs 157068 Specdb::NmrOneD 26822 Specdb::NmrOneD 26823 Specdb::NmrOneD 26824 Specdb::NmrOneD 26825 Specdb::NmrOneD 26826 Specdb::NmrOneD 26827 Specdb::NmrOneD 26828 Specdb::NmrOneD 26829 Specdb::NmrOneD 26830 Specdb::NmrOneD 26831 Specdb::NmrOneD 26832 Specdb::NmrOneD 26833 Specdb::NmrOneD 26834 Specdb::NmrOneD 26835 Specdb::NmrOneD 26836 Specdb::NmrOneD 26837 Specdb::NmrOneD 26838 Specdb::NmrOneD 26839 Specdb::NmrOneD 26840 Specdb::NmrOneD 26841 HMDB38475 #<Reference:0x000055ce31651698>