1.0 2010-04-08 22:09:31 UTC 2025-11-18 23:25:21 UTC FDB011211 (4beta,5beta,6beta,14beta,15alpha,20S,22R)-5,6-Epoxy-4,14,15-trihydroxy-1-oxowitha-2,24-dienolide Constituent of Physalis peruviana (Cape gooseberry). (4beta,5beta,6beta,14beta,15alpha,20S,22R)-5,6-Epoxy-4,14,15-trihydroxy-1-oxowitha-2,24-dienolide is found in fruits. C28H38O7 486.5971 486.26175357 15-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-6,12,13-trihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-3-one 15-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6,12,13-trihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-3-one 222609-98-5 CC(C1CC(O)C2(O)C3CC4OC44C(O)C=CC(=O)C4(C)C3CCC12C)C1CC(C)=C(C)C(=O)O1 InChI=1S/C28H38O7/c1-13-10-19(34-24(32)14(13)2)15(3)17-11-22(31)27(33)18-12-23-28(35-23)21(30)7-6-20(29)26(28,5)16(18)8-9-25(17,27)4/h6-7,15-19,21-23,30-31,33H,8-12H2,1-5H3 TUSMTCBTWSKFRH-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 5,6-epoxysteroids Cyclic alcohols and derivatives Cyclohexenones Dialkyl ethers Dihydropyranones Enoate esters Epoxides Hydrocarbon derivatives Lactones Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Oxepanes Polyols Secondary alcohols Tertiary alcohols 5,6-epoxysteroid 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 Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxepane Oxirane Polyol Pyran Secondary alcohol Tertiary alcohol Withanolide-skeleton logp 1.40 ALOGPS logs -3.61 ALOGPS solubility 1.20e-01 g/l ALOGPS melting_point Mp 142-144° logp 2.71 ChemAxon pka_strongest_acidic 13.02 ChemAxon pka_strongest_basic -3.3 ChemAxon iupac 15-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-6,12,13-trihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-3-one ChemAxon average_mass 486.5971 ChemAxon mono_mass 486.26175357 ChemAxon smiles CC(C1CC(O)C2(O)C3CC4OC44C(O)C=CC(=O)C4(C)C3CCC12C)C1CC(C)=C(C)C(=O)O1 ChemAxon formula C28H38O7 ChemAxon inchi InChI=1S/C28H38O7/c1-13-10-19(34-24(32)14(13)2)15(3)17-11-22(31)27(33)18-12-23-28(35-23)21(30)7-6-20(29)26(28,5)16(18)8-9-25(17,27)4/h6-7,15-19,21-23,30-31,33H,8-12H2,1-5H3 ChemAxon inchikey TUSMTCBTWSKFRH-UHFFFAOYSA-N ChemAxon polar_surface_area 116.59 ChemAxon refractivity 128.23 ChemAxon polarizability 53.19 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 7739 Specdb::MsMs 7740 Specdb::MsMs 7741 Specdb::MsMs 14411 Specdb::MsMs 14412 Specdb::MsMs 14413 Specdb::MsMs 2282638 Specdb::MsMs 2282639 Specdb::MsMs 2282640 Specdb::MsMs 3086617 Specdb::MsMs 3086618 Specdb::MsMs 3086619 Specdb::CMs 13355 Specdb::CMs 43138 Specdb::CMs 171993 HMDB33199 #<Reference:0x000055ce31e2a450> Fruits Unknown generic