1.0 2010-04-08 22:09:19 UTC 2019-11-26 03:04:10 UTC FDB010821 4,5-Dihydroniveusin A Constituent of Helianthus annuus (sunflower). 4,5-Dihydroniveusin A is found in sunflower and fats and oils. 4,5-Dihydroniveusin A C20H28O8 396.4315 396.178417872 1,12-dihydroxy-2-(hydroxymethyl)-11-methyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.0⁴,⁸]tetradecan-9-yl (2Z)-2-methylbut-2-enoate 1,12-dihydroxy-2-(hydroxymethyl)-11-methyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.0⁴,⁸]tetradecan-9-yl (2Z)-2-methylbut-2-enoate 98204-96-7 C\C=C(\C)C(=O)OC1CC2(C)OC(O)(CC2O)C(CO)CC2OC(=O)C(=C)C12 InChI=1S/C20H28O8/c1-5-10(2)17(23)27-14-7-19(4)15(22)8-20(25,28-19)12(9-21)6-13-16(14)11(3)18(24)26-13/h5,12-16,21-22,25H,3,6-9H2,1-2,4H3/b10-5- SNUZCOSRHAIVKC-YHYXMXQVSA-N belongs to the class of organic compounds known as germacranolides and derivatives. These are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety. Germacranolides and derivatives Organic compounds Lipids and lipid-like molecules Prenol lipids Terpene lactones Aliphatic heteropolycyclic compounds Carbonyl compounds Dicarboxylic acids and derivatives Enoate esters Fatty acid esters Gamma butyrolactones Hemiacetals Hydrocarbon derivatives Monosaccharides Organic oxides Oxacyclic compounds Primary alcohols Secondary alcohols Sesquiterpenoids Tetrahydrofurans Alcohol Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dicarboxylic acid or derivatives Enoate ester Fatty acid ester Fatty acyl Gamma butyrolactone Germacranolide Hemiacetal Hydrocarbon derivative Lactone Monosaccharide Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Primary alcohol Secondary alcohol Sesquiterpenoid Tetrahydrofuran logp 0.38 ALOGPS logs -2.10 ALOGPS solubility 3.16e+00 g/l ALOGPS melting_point Mp 95-96° logp 1.31 ChemAxon pka_strongest_acidic 11.67 ChemAxon pka_strongest_basic -2.7 ChemAxon iupac 1,12-dihydroxy-2-(hydroxymethyl)-11-methyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.0⁴,⁸]tetradecan-9-yl (2Z)-2-methylbut-2-enoate ChemAxon average_mass 396.4315 ChemAxon mono_mass 396.178417872 ChemAxon smiles C\C=C(\C)C(=O)OC1CC2(C)OC(O)(CC2O)C(CO)CC2OC(=O)C(=C)C12 ChemAxon formula C20H28O8 ChemAxon inchi InChI=1S/C20H28O8/c1-5-10(2)17(23)27-14-7-19(4)15(22)8-20(25,28-19)12(9-21)6-13-16(14)11(3)18(24)26-13/h5,12-16,21-22,25H,3,6-9H2,1-2,4H3/b10-5- ChemAxon inchikey SNUZCOSRHAIVKC-YHYXMXQVSA-N ChemAxon polar_surface_area 122.52 ChemAxon refractivity 97.59 ChemAxon polarizability 40.36 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 25031 Specdb::CMs 42989 Specdb::CMs 134037 Specdb::CMs 141771 Specdb::MsMs 67782 Specdb::MsMs 67783 Specdb::MsMs 67784 Specdb::MsMs 125673 Specdb::MsMs 125674 Specdb::MsMs 125675 Specdb::MsMs 2786146 Specdb::MsMs 2786147 Specdb::MsMs 2786148 Specdb::MsMs 2922775 Specdb::MsMs 2922776 Specdb::MsMs 2922777 HMDB32844 #<Reference:0x000055ce3195e570> Fats and oils Unknown generic Sunflower Type 1 specific Helianthus annuus 4232