1.0 2010-04-08 22:05:48 UTC 2019-11-26 02:59:14 UTC FDB003455 23-Hydroxyphysalolactone Constituent of Physalis peruviana (Cape gooseberry). 23-Hydroxyphysalolactone is found in fruits. 23-Hydroxyphysalolactone 6-Chloro-4,5,14,17,20,23-hexahydroxy-1-oxowitha-2,24-dienolide C28H39ClO9 555.057 554.228260553 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)-5-hydroxy-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)-5-hydroxy-3,4-dimethyl-5,6-dihydropyran-2-one 118194-16-4 CC1=C(C)C(=O)OC(C1O)C(C)(O)C1(O)CCC2(O)C3CC(Cl)C4(O)C(O)C=CC(=O)C4(C)C3CCC12C InChI=1S/C28H39ClO9/c1-13-14(2)22(33)38-21(20(13)32)25(5,34)27(36)11-10-26(35)16-12-17(29)28(37)19(31)7-6-18(30)24(28,4)15(16)8-9-23(26,27)3/h6-7,15-17,19-21,31-32,34-37H,8-12H2,1-5H3 KWITZWMDVMDLJL-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 23-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 1.18 ALOGPS logs -3.09 ALOGPS solubility 4.54e-01 g/l ALOGPS melting_point Mp 202-204° logp 1.05 ChemAxon pka_strongest_acidic 12.17 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)-5-hydroxy-3,4-dimethyl-5,6-dihydro-2H-pyran-2-one ChemAxon average_mass 555.057 ChemAxon mono_mass 554.228260553 ChemAxon smiles CC1=C(C)C(=O)OC(C1O)C(C)(O)C1(O)CCC2(O)C3CC(Cl)C4(O)C(O)C=CC(=O)C4(C)C3CCC12C ChemAxon formula C28H39ClO9 ChemAxon inchi InChI=1S/C28H39ClO9/c1-13-14(2)22(33)38-21(20(13)32)25(5,34)27(36)11-10-26(35)16-12-17(29)28(37)19(31)7-6-18(30)24(28,4)15(16)8-9-23(26,27)3/h6-7,15-17,19-21,31-32,34-37H,8-12H2,1-5H3 ChemAxon inchikey KWITZWMDVMDLJL-UHFFFAOYSA-N ChemAxon polar_surface_area 164.75 ChemAxon refractivity 137.39 ChemAxon polarizability 57.03 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 8 ChemAxon donor_count 6 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 68961 Specdb::MsMs 68962 Specdb::MsMs 68963 Specdb::MsMs 127125 Specdb::MsMs 127126 Specdb::MsMs 127127 Specdb::MsMs 2378293 Specdb::MsMs 2378294 Specdb::MsMs 2378295 Specdb::MsMs 2557197 Specdb::MsMs 2557198 Specdb::MsMs 2557199 Specdb::CMs 22443 Specdb::CMs 42461 Specdb::CMs 281928 Specdb::CMs 339840 Specdb::CMs 339841 Specdb::CMs 339842 Specdb::CMs 339843 Specdb::CMs 339844 Specdb::CMs 339845 Specdb::CMs 339846 Specdb::CMs 339847 Specdb::CMs 339848 Specdb::CMs 339849 Specdb::CMs 339850 Specdb::CMs 339851 Specdb::CMs 339852 Specdb::CMs 339853 Specdb::CMs 339854 Specdb::CMs 339855 Specdb::CMs 339856 Specdb::CMs 339857 Specdb::CMs 339858 Specdb::CMs 339859 Specdb::CMs 339860 Specdb::CMs 339861 HMDB31388 #<Reference:0x000055ce323c56f8> Fruits Unknown generic