1.0 2010-04-08 22:10:18 UTC 2025-11-18 23:38:50 UTC FDB012692 Physalolactone Constituent of Physalis peruviana (Cape gooseberry). Physalolactone is found in fruits. 6a-Chloro-4b,5,14,17b,20S-pentahydroxy-1-oxo-5b,22R-witha-2,24-dienolide C28H39ClO8 539.057 538.233345931 6-(1-{8-chloro-6,7,11,14-tetrahydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-4-en-14-yl}-1-hydroxyethyl)-3,4-dimethyl-5,6-dihydro-2H-pyran-2-one 6-(1-{8-chloro-6,7,11,14-tetrahydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-4-en-14-yl}-1-hydroxyethyl)-3,4-dimethyl-5,6-dihydropyran-2-one 71339-25-8 CC1=C(C)C(=O)OC(C1)C(C)(O)C1(O)CCC2(O)C3CC(Cl)C4(O)C(O)C=CC(=O)C4(C)C3CCC12C InChI=1S/C28H39ClO8/c1-14-12-21(37-22(32)15(14)2)25(5,33)27(35)11-10-26(34)17-13-18(29)28(36)20(31)7-6-19(30)24(28,4)16(17)8-9-23(26,27)3/h6-7,16-18,20-21,31,33-36H,8-13H2,1-5H3 XCJUXWOCLLPHII-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 14-hydroxysteroids 17-hydroxysteroids Alkyl chlorides Chlorohydrins Cyclic alcohols and derivatives Cyclohexenones Dihydropyranones Enoate esters Halogenated steroids Hydrocarbon derivatives Lactones Monocarboxylic acids and derivatives Organic oxides Organochlorides Oxacyclic compounds Oxosteroids Polyols Secondary alcohols Tertiary alcohols 1-oxosteroid 14-hydroxysteroid 17-hydroxysteroid 20-hydroxysteroid 4-hydroxysteroid 5-hydroxysteroid 6-halo-steroid Alcohol Aliphatic heteropolycyclic compound Alkyl chloride Alkyl halide Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Chlorohydrin Cyclic alcohol Cyclohexenone Dihydropyranone Enoate ester Halo-steroid Halohydrin Hydrocarbon derivative Hydroxysteroid Ketone Lactone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organochloride Organohalogen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxosteroid Polyol Pyran Secondary alcohol Tertiary alcohol Withanolide-skeleton logp 1.53 ALOGPS logs -3.41 ALOGPS solubility 2.08e-01 g/l ALOGPS melting_point Mp 227-228° logp 1.97 ChemAxon pka_strongest_acidic 12.21 ChemAxon pka_strongest_basic -3.2 ChemAxon iupac 6-(1-{8-chloro-6,7,11,14-tetrahydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-4-en-14-yl}-1-hydroxyethyl)-3,4-dimethyl-5,6-dihydro-2H-pyran-2-one ChemAxon average_mass 539.057 ChemAxon mono_mass 538.233345931 ChemAxon smiles CC1=C(C)C(=O)OC(C1)C(C)(O)C1(O)CCC2(O)C3CC(Cl)C4(O)C(O)C=CC(=O)C4(C)C3CCC12C ChemAxon formula C28H39ClO8 ChemAxon inchi InChI=1S/C28H39ClO8/c1-14-12-21(37-22(32)15(14)2)25(5,33)27(35)11-10-26(34)17-13-18(29)28(36)20(31)7-6-19(30)24(28,4)16(17)8-9-23(26,27)3/h6-7,16-18,20-21,31,33-36H,8-13H2,1-5H3 ChemAxon inchikey XCJUXWOCLLPHII-UHFFFAOYSA-N ChemAxon polar_surface_area 144.52 ChemAxon refractivity 136.18 ChemAxon polarizability 56.2 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 7 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 78933 Specdb::MsMs 78934 Specdb::MsMs 78935 Specdb::MsMs 139422 Specdb::MsMs 139423 Specdb::MsMs 139424 Specdb::MsMs 2766059 Specdb::MsMs 2766060 Specdb::MsMs 2766061 Specdb::MsMs 2943160 Specdb::MsMs 2943161 Specdb::MsMs 2943162 Specdb::CMs 23575 Specdb::CMs 43822 Specdb::CMs 259781 Specdb::CMs 259782 Specdb::CMs 259783 Specdb::CMs 259784 Specdb::CMs 259785 Specdb::CMs 259786 Specdb::CMs 259787 Specdb::CMs 259788 Specdb::CMs 259789 Specdb::CMs 259790 Specdb::CMs 259791 Specdb::CMs 259792 Specdb::CMs 259793 Specdb::CMs 259794 Specdb::CMs 259795 Specdb::CMs 259796 Specdb::CMs 259797 Specdb::CMs 259798 Specdb::CMs 259799 Specdb::CMs 259800 Specdb::CMs 259801 Specdb::CMs 259802 Specdb::CMs 259803 HMDB34333 #<Reference:0x000055ce305efb10> Fruits Unknown generic