1.0 2010-04-08 22:10:32 UTC 2019-11-26 03:08:00 UTC FDB013125 PSF-A Constituent of Polymnia sonchifolia (yacon). PSF-A is found in root vegetables. PSF-A C23H28O10 464.4624 464.168247116 methyl (7Z)-9-(acetyloxy)-10-(2,3-dimethyloxirane-2-carbonyloxy)-4-methyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.0²,⁴]tetradec-7-ene-8-carboxylate methyl (7Z)-9-(acetyloxy)-10-(2,3-dimethyloxirane-2-carbonyloxy)-4-methyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.0²,⁴]tetradec-7-ene-8-carboxylate COC(=O)C1=C\CCC2(C)OC2C2OC(=O)C(=C)C2C(OC(=O)C2(C)OC2C)C\1OC(C)=O InChI=1S/C23H28O10/c1-10-14-16(31-21(27)23(5)11(2)32-23)15(29-12(3)24)13(20(26)28-6)8-7-9-22(4)18(33-22)17(14)30-19(10)25/h8,11,14-18H,1,7,9H2,2-6H3/b13-8- VCBNPTWPJQLHQN-JYRVWZFOSA-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 Dialkyl ethers Enoate esters Gamma butyrolactones Germacrane sesquiterpenoids Hydrocarbon derivatives Methyl esters Organic oxides Oxacyclic compounds Oxirane carboxylic acids Tetracarboxylic acids and derivatives Tetrahydrofurans Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dialkyl ether Enoate ester Ether Gamma butyrolactone Germacrane sesquiterpenoid Germacranolide Hydrocarbon derivative Lactone Methyl ester Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxirane Oxirane carboxylic acid Oxirane carboxylic acid or derivatives Sesquiterpenoid Tetracarboxylic acid or derivatives Tetrahydrofuran logp 2.22 ALOGPS logs -3.71 ALOGPS solubility 9.11e-02 g/l ALOGPS melting_point Mp 146-148° logp 1.98 ChemAxon pka_strongest_acidic 5.07 ChemAxon pka_strongest_basic -4 ChemAxon iupac methyl (7Z)-9-(acetyloxy)-10-(2,3-dimethyloxirane-2-carbonyloxy)-4-methyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.0²,⁴]tetradec-7-ene-8-carboxylate ChemAxon average_mass 464.4624 ChemAxon mono_mass 464.168247116 ChemAxon smiles COC(=O)C1=C\CCC2(C)OC2C2OC(=O)C(=C)C2C(OC(=O)C2(C)OC2C)C\1OC(C)=O ChemAxon formula C23H28O10 ChemAxon inchi InChI=1S/C23H28O10/c1-10-14-16(31-21(27)23(5)11(2)32-23)15(29-12(3)24)13(20(26)28-6)8-7-9-22(4)18(33-22)17(14)30-19(10)25/h8,11,14-18H,1,7,9H2,2-6H3/b13-8- ChemAxon inchikey VCBNPTWPJQLHQN-JYRVWZFOSA-N ChemAxon polar_surface_area 130.26 ChemAxon refractivity 109.48 ChemAxon polarizability 44.92 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 6 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 24083 Specdb::CMs 163560 Specdb::MsMs 49254 Specdb::MsMs 49255 Specdb::MsMs 49256 Specdb::MsMs 128343 Specdb::MsMs 128344 Specdb::MsMs 128345 Specdb::MsMs 2669653 Specdb::MsMs 2669654 Specdb::MsMs 2669655 Specdb::MsMs 3009223 Specdb::MsMs 3009224 Specdb::MsMs 3009225 HMDB34608 #<Reference:0x000055ce31e8dde8> Root vegetables Unknown generic