1.0 2010-04-08 22:04:51 UTC 2020-02-24 19:10:20 UTC FDB001168 Gynocardin Glucoside from Pangium edule (football fruit). Gynocardin is found in rowal and fruits. 1-(b-D-Glucopyranosyloxy)-4,5-dihydroxy-2-cyclopentene-1-carbonitrile, 8CI KCS-5CA C12H17NO8 303.2653 303.095416525 4,5-dihydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclopent-2-ene-1-carbonitrile 4,5-dihydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclopent-2-ene-1-carbonitrile 14332-17-3 OCC1OC(OC2(C=CC(O)C2O)C#N)C(O)C(O)C1O InChI=1S/C12H17NO8/c13-4-12(2-1-5(15)10(12)19)21-11-9(18)8(17)7(16)6(3-14)20-11/h1-2,5-11,14-19H,3H2 HASDUOHKNMHNJA-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 Aliphatic heteromonocyclic compounds Acetals Hexoses Hydrocarbon derivatives Nitriles O-glycosyl compounds Organopnictogen compounds Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Acetal Alcohol Aliphatic heteromonocyclic compound Carbonitrile Cyanogenic glycoside Hexose monosaccharide Hydrocarbon derivative Monosaccharide Nitrile O-glycosyl compound Organic nitrogen compound Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Oxacycle Oxane Polyol Primary alcohol Secondary alcohol logp -1.70 ALOGPS logs -0.54 ALOGPS solubility 8.83e+01 g/l ALOGPS melting_point Mp 165-166° (anhyd.) logp -3.4 ChemAxon pka_strongest_acidic 11.95 ChemAxon pka_strongest_basic -3 ChemAxon iupac 4,5-dihydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclopent-2-ene-1-carbonitrile ChemAxon average_mass 303.2653 ChemAxon mono_mass 303.095416525 ChemAxon smiles OCC1OC(OC2(C=CC(O)C2O)C#N)C(O)C(O)C1O ChemAxon formula C12H17NO8 ChemAxon inchi InChI=1S/C12H17NO8/c13-4-12(2-1-5(15)10(12)19)21-11-9(18)8(17)7(16)6(3-14)20-11/h1-2,5-11,14-19H,3H2 ChemAxon inchikey HASDUOHKNMHNJA-UHFFFAOYSA-N ChemAxon polar_surface_area 163.63 ChemAxon refractivity 65.72 ChemAxon polarizability 28.14 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 9 ChemAxon donor_count 6 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 49599 Specdb::MsMs 49600 Specdb::MsMs 49601 Specdb::MsMs 142677 Specdb::MsMs 142678 Specdb::MsMs 142679 Specdb::MsMs 2345579 Specdb::MsMs 2345580 Specdb::MsMs 2345581 Specdb::MsMs 2590189 Specdb::MsMs 2590190 Specdb::MsMs 2590191 Specdb::CMs 22794 Specdb::CMs 41633 Specdb::CMs 147924 Specdb::NmrOneD 159950 Specdb::NmrOneD 159951 Specdb::NmrOneD 159952 Specdb::NmrOneD 159953 Specdb::NmrOneD 159954 Specdb::NmrOneD 159955 Specdb::NmrOneD 159956 Specdb::NmrOneD 159957 Specdb::NmrOneD 159958 Specdb::NmrOneD 159959 Specdb::NmrOneD 159960 Specdb::NmrOneD 159961 Specdb::NmrOneD 159962 Specdb::NmrOneD 159963 Specdb::NmrOneD 159964 Specdb::NmrOneD 159965 Specdb::NmrOneD 159966 Specdb::NmrOneD 159967 Specdb::NmrOneD 159968 Specdb::NmrOneD 159969 HMDB29913 #<Reference:0x000055ce318ac8e8> #<Reference:0x000055ce318ac730> Fruits Unknown generic Rowal Type 1 specific Pangium edule 112823