1.0 2010-04-08 22:14:14 UTC 2025-11-19 02:18:29 UTC FDB019259 Physagulin F Constituent of the famine food Physalis angulata (cutleaf ground cherry). Physagulin F is found in herbs and spices and fruits. Physagulin F C30H40O9 544.6332 544.267232878 6-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-2,16,17-trihydroxy-7,11-dimethyl-12-oxo-5-oxapentacyclo[8.8.0.0²,⁷.0⁴,⁶.0¹¹,¹⁶]octadec-13-en-3-yl acetate 6-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-2,16,17-trihydroxy-7,11-dimethyl-12-oxo-5-oxapentacyclo[8.8.0.0²,⁷.0⁴,⁶.0¹¹,¹⁶]octadec-13-en-3-yl acetate CC(C1CC(C)=C(C)C(=O)O1)C12OC1C(OC(C)=O)C1(O)C3CC(O)C4(O)CC=CC(=O)C4(C)C3CCC21C InChI=1S/C30H40O9/c1-14-12-20(38-25(34)15(14)2)16(3)30-24(39-30)23(37-17(4)31)29(36)19-13-22(33)28(35)10-7-8-21(32)27(28,6)18(19)9-11-26(29,30)5/h7-8,16,18-20,22-24,33,35-36H,9-13H2,1-6H3 XIINLGCQYPFDPD-UHFFFAOYSA-N belongs to the class of organic compounds known as withanolides and derivatives. These are c28 steroids structurally characterized by an ergostane skeleton usually functionalized at carbons 1, 22 and 26 to form a lactone ring. Withanolides and derivatives Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Steroid lactones Aliphatic heteropolycyclic compounds 12-hydroxysteroids 14-hydroxysteroids 6-hydroxysteroids Cyclic alcohols and derivatives Cyclohexenones Dialkyl ethers Dicarboxylic acids and derivatives Dihydropyranones Enoate esters Epoxides Hydrocarbon derivatives Lactones Naphthalenes Naphthopyrans Organic oxides Oxacyclic compounds Oxanes Oxosteroids Polyols Secondary alcohols Steroid esters Tertiary alcohols 1-oxosteroid 10-hydroxysteroid 12-hydroxysteroid 14-hydroxysteroid 5-hydroxysteroid 6-hydroxysteroid Alcohol Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Cyclohexenone Dialkyl ether Dicarboxylic acid or derivatives Dihydropyranone Enoate ester Ether Hydrocarbon derivative Hydroxysteroid Ketone Lactone Naphthalene Naphthopyran Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Oxirane Oxosteroid Polyol Pyran Secondary alcohol Steroid ester Tertiary alcohol Withanolide-skeleton logp 1.90 ALOGPS logs -3.62 ALOGPS solubility 1.31e-01 g/l ALOGPS logp 2.19 ChemAxon pka_strongest_acidic 12.82 ChemAxon pka_strongest_basic -3.3 ChemAxon iupac 6-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-2,16,17-trihydroxy-7,11-dimethyl-12-oxo-5-oxapentacyclo[8.8.0.0²,⁷.0⁴,⁶.0¹¹,¹⁶]octadec-13-en-3-yl acetate ChemAxon average_mass 544.6332 ChemAxon mono_mass 544.267232878 ChemAxon smiles CC(C1CC(C)=C(C)C(=O)O1)C12OC1C(OC(C)=O)C1(O)C3CC(O)C4(O)CC=CC(=O)C4(C)C3CCC21C ChemAxon formula C30H40O9 ChemAxon inchi InChI=1S/C30H40O9/c1-14-12-20(38-25(34)15(14)2)16(3)30-24(39-30)23(37-17(4)31)29(36)19-13-22(33)28(35)10-7-8-21(32)27(28,6)18(19)9-11-26(29,30)5/h7-8,16,18-20,22-24,33,35-36H,9-13H2,1-6H3 ChemAxon inchikey XIINLGCQYPFDPD-UHFFFAOYSA-N ChemAxon polar_surface_area 142.89 ChemAxon refractivity 138.66 ChemAxon polarizability 57.79 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 7 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 26269 Specdb::CMs 46495 Specdb::CMs 281575 Specdb::CMs 290843 Specdb::CMs 290844 Specdb::CMs 290845 Specdb::CMs 290846 Specdb::CMs 290847 Specdb::CMs 290848 Specdb::CMs 290849 Specdb::CMs 290850 Specdb::CMs 290851 Specdb::CMs 290852 Specdb::CMs 290853 Specdb::CMs 290854 Specdb::CMs 290855 Specdb::MsMs 79440 Specdb::MsMs 79441 Specdb::MsMs 79442 Specdb::MsMs 140049 Specdb::MsMs 140050 Specdb::MsMs 140051 Specdb::MsMs 2430826 Specdb::MsMs 2430827 Specdb::MsMs 2430828 Specdb::MsMs 2508901 Specdb::MsMs 2508902 Specdb::MsMs 2508903 HMDB39631 #<Reference:0x000055ce31a7d1e0> Fruits Unknown generic Herbs and Spices Unknown generic