1.0 2010-04-08 22:10:19 UTC 2019-11-26 03:07:26 UTC FDB012715 Physalin D Constituent of the famine food Physalis angulata (cutleaf ground cherry). Physalin D is found in herbs and spices and fruits. C28H32O11 544.5471 544.194461866 5,14,15-trihydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.1.1¹⁸,²⁷.0¹,⁵.0²,²⁴.0⁸,¹⁷.0⁹,¹⁴.0²¹,²⁶]nonacos-11-ene-4,10,22,29-tetrone 5,14,15-trihydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.1.1¹⁸,²⁷.0¹,⁵.0²,²⁴.0⁸,¹⁷.0⁹,¹⁴.0²¹,²⁶]nonacos-11-ene-4,10,22,29-tetrone 54980-22-2 CC12OC(=O)C3(O)CCC4C(CC(O)C5(O)CC=CC(=O)C45C)C45OC13C(C4=O)C1(C)CC2OC(=O)C1CO5 InChI=1S/C28H32O11/c1-22-10-17-24(3)28-18(22)19(31)27(39-28,36-11-14(22)20(32)37-17)13-9-16(30)25(34)7-4-5-15(29)23(25,2)12(13)6-8-26(28,35)21(33)38-24/h4-5,12-14,16-18,30,34-35H,6-11H2,1-3H3 DUGJJSWZRHBJJK-UHFFFAOYSA-N belongs to the class of organic compounds known as physalins and derivatives. These are steroidal constituents of Physalis plants which possess an unusual 13,14-seco-16,24-cyclo-steroidal ring skeleton (where the bond that is normally present between the 13 and 14 positions in other steroids is broken while a new bond between positions 16 and 24 is formed). Physalins and derivatives Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Physalins and derivatives Aliphatic heteropolycyclic compounds Carboxylic acid esters Cyclic alcohols and derivatives Cyclohexenones Delta valerolactones Dicarboxylic acids and derivatives Furanones Gamma butyrolactones Hydrocarbon derivatives Ketals Organic oxides Oxacyclic compounds Oxanes Oxepanes Polyols Secondary alcohols Tertiary alcohols Tetrahydrofurans 3-furanone Acetal Alcohol Aliphatic heteropolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Cyclohexenone Delta valerolactone Delta_valerolactone Dicarboxylic acid or derivatives Gamma butyrolactone Hydrocarbon derivative Ketal Ketone Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Oxepane Physalin skeleton Polyol Secondary alcohol Tertiary alcohol Tetrahydrofuran logp 0.48 ALOGPS logs -2.17 ALOGPS solubility 3.72e+00 g/l ALOGPS melting_point Mp 286-287° logp 0.76 ChemAxon pka_strongest_acidic 9.68 ChemAxon pka_strongest_basic -3.3 ChemAxon iupac 5,14,15-trihydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.1.1¹⁸,²⁷.0¹,⁵.0²,²⁴.0⁸,¹⁷.0⁹,¹⁴.0²¹,²⁶]nonacos-11-ene-4,10,22,29-tetrone ChemAxon average_mass 544.5471 ChemAxon mono_mass 544.194461866 ChemAxon smiles CC12OC(=O)C3(O)CCC4C(CC(O)C5(O)CC=CC(=O)C45C)C45OC13C(C4=O)C1(C)CC2OC(=O)C1CO5 ChemAxon formula C28H32O11 ChemAxon inchi InChI=1S/C28H32O11/c1-22-10-17-24(3)28-18(22)19(31)27(39-28,36-11-14(22)20(32)37-17)13-9-16(30)25(34)7-4-5-15(29)23(25,2)12(13)6-8-26(28,35)21(33)38-24/h4-5,12-14,16-18,30,34-35H,6-11H2,1-3H3 ChemAxon inchikey DUGJJSWZRHBJJK-UHFFFAOYSA-N ChemAxon polar_surface_area 165.89 ChemAxon refractivity 127.74 ChemAxon polarizability 52.76 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 9 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 47385 Specdb::MsMs 47386 Specdb::MsMs 47387 Specdb::MsMs 134352 Specdb::MsMs 134353 Specdb::MsMs 134354 Specdb::MsMs 2706293 Specdb::MsMs 2706294 Specdb::MsMs 2706295 Specdb::MsMs 2999470 Specdb::MsMs 2999471 Specdb::MsMs 2999472 Specdb::CMs 25132 Specdb::CMs 43835 Specdb::CMs 281571 Specdb::CMs 290413 Specdb::CMs 290414 Specdb::CMs 290415 Specdb::CMs 290416 Specdb::CMs 290417 Specdb::CMs 290418 Specdb::CMs 290419 Specdb::CMs 290420 Specdb::CMs 290421 Specdb::CMs 290422 Specdb::CMs 290423 Specdb::CMs 290424 Specdb::CMs 290425 Specdb::CMs 290426 Specdb::CMs 290427 Specdb::CMs 290428 Specdb::CMs 290429 Specdb::CMs 290430 Specdb::CMs 290431 Specdb::CMs 290432 Specdb::CMs 290433 Specdb::CMs 290434 HMDB34353 #<Reference:0x000055ce3182e178> Fruits Unknown generic Herbs and Spices Unknown generic