1.0 2010-04-08 22:09:14 UTC 2025-11-18 23:21:03 UTC FDB010642 (14alpha,17beta,20S,22R)-14,20-Epoxy-17-hydroxy-1-oxowitha-3,5,24-trienolide Constituent of Physalis peruviana (Cape gooseberry). (14alpha,17beta,20S,22R)-14,20-Epoxy-17-hydroxy-1-oxowitha-3,5,24-trienolide is found in fruits. C28H36O5 452.5824 452.256274262 16-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-15-hydroxy-10,14,16-trimethyl-17-oxapentacyclo[13.2.2.0¹,¹⁴.0²,¹¹.0⁵,¹⁰]nonadeca-4,6-dien-9-one 16-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)-15-hydroxy-10,14,16-trimethyl-17-oxapentacyclo[13.2.2.0¹,¹⁴.0²,¹¹.0⁵,¹⁰]nonadeca-4,6-dien-9-one CC1=C(C)C(=O)OC(C1)C1(C)OC23CCC1(O)C2(C)CCC1C3CC=C2C=CCC(=O)C12C InChI=1S/C28H36O5/c1-16-15-22(32-23(30)17(16)2)26(5)28(31)14-13-27(33-26)20-10-9-18-7-6-8-21(29)25(18,4)19(20)11-12-24(27,28)3/h6-7,9,19-20,22,31H,8,10-15H2,1-5H3 KOYNICXFSFFIPU-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 Cyclic alcohols and derivatives Cyclohexenones Dialkyl ethers Dihydropyranones Enoate esters Hydrocarbon derivatives Lactones Monocarboxylic acids and derivatives Monosaccharides Naphthofurans Organic oxides Oxacyclic compounds Oxanes Oxosteroids Tertiary alcohols Tetrahydrofurans 1-oxosteroid Alcohol Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Cyclohexenone Dialkyl ether Dihydropyranone Enoate ester Ether Hydrocarbon derivative Ketone Lactone Monocarboxylic acid or derivatives Monosaccharide Naphthofuran Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Oxosteroid Pyran Tertiary alcohol Tetrahydrofuran Withanolide-skeleton logp 4.32 ALOGPS logs -5.08 ALOGPS solubility 3.75e-03 g/l ALOGPS melting_point Mp 192-193° logp 4.16 ChemAxon pka_strongest_acidic 13.19 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac 16-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-15-hydroxy-10,14,16-trimethyl-17-oxapentacyclo[13.2.2.0¹,¹⁴.0²,¹¹.0⁵,¹⁰]nonadeca-4,6-dien-9-one ChemAxon average_mass 452.5824 ChemAxon mono_mass 452.256274262 ChemAxon smiles CC1=C(C)C(=O)OC(C1)C1(C)OC23CCC1(O)C2(C)CCC1C3CC=C2C=CCC(=O)C12C ChemAxon formula C28H36O5 ChemAxon inchi InChI=1S/C28H36O5/c1-16-15-22(32-23(30)17(16)2)26(5)28(31)14-13-27(33-26)20-10-9-18-7-6-8-21(29)25(18,4)19(20)11-12-24(27,28)3/h6-7,9,19-20,22,31H,8,10-15H2,1-5H3 ChemAxon inchikey KOYNICXFSFFIPU-UHFFFAOYSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 126.4 ChemAxon polarizability 50.6 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 4 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 13158 Specdb::CMs 42916 Specdb::CMs 163448 Specdb::MsMs 98979 Specdb::MsMs 98980 Specdb::MsMs 98981 Specdb::MsMs 164043 Specdb::MsMs 164044 Specdb::MsMs 164045 Specdb::MsMs 2715892 Specdb::MsMs 2715893 Specdb::MsMs 2715894 Specdb::MsMs 2966910 Specdb::MsMs 2966911 Specdb::MsMs 2966912 HMDB32685 #<Reference:0x000055ce326f26c8> Fruits Unknown generic