1.0 2010-04-08 22:10:12 UTC 2019-11-26 03:06:53 UTC FDB012489 24,25-Epoxywithanolide D Constituent of the famine food Physalis angulata (cutleaf ground cherry). 24,25-Epoxywithanolide D is found in herbs and spices and fruits. 24,25-Epoxywithanolide D C28H38O7 486.5971 486.26175357 15-(1-{1,6-dimethyl-2-oxo-3,7-dioxabicyclo[4.1.0]heptan-4-yl}-1-hydroxyethyl)-6-hydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-3-one 15-(1-{1,6-dimethyl-2-oxo-3,7-dioxabicyclo[4.1.0]heptan-4-yl}-1-hydroxyethyl)-6-hydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-3-one 617-45-8 CC(O)(C1CCC2C3CC4OC44C(O)C=CC(=O)C4(C)C3CCC12C)C1CC2(C)OC2(C)C(=O)O1 InChI=1S/C28H38O7/c1-23-11-10-16-14(12-20-28(34-20)19(30)9-8-18(29)25(16,28)3)15(23)6-7-17(23)26(4,32)21-13-24(2)27(5,35-24)22(31)33-21/h8-9,14-17,19-21,30,32H,6-7,10-13H2,1-5H3 XSDOAUFXJBFVLE-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 1,4-dioxepanes 5,6-epoxysteroids Carboxylic acid esters Cyclohexenones Delta valerolactones Dialkyl ethers Epoxides Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Oxanes Oxepanes Secondary alcohols Tertiary alcohols 1,4-dioxepane 5,6-epoxysteroid Alcohol Aliphatic heteropolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclohexenone Delta valerolactone Delta_valerolactone Dialkyl ether Dioxepane Ether Hydrocarbon derivative Ketone Lactone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Oxepane Oxirane Secondary alcohol Tertiary alcohol Withanolide-skeleton logp 2.86 ALOGPS logs -5.01 ALOGPS solubility 4.75e-03 g/l ALOGPS melting_point Mp 257-261° logp 2.77 ChemAxon pka_strongest_acidic 13.28 ChemAxon pka_strongest_basic -3.3 ChemAxon iupac 15-(1-{1,6-dimethyl-2-oxo-3,7-dioxabicyclo[4.1.0]heptan-4-yl}-1-hydroxyethyl)-6-hydroxy-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(O)(C1CCC2C3CC4OC44C(O)C=CC(=O)C4(C)C3CCC12C)C1CC2(C)OC2(C)C(=O)O1 ChemAxon formula C28H38O7 ChemAxon inchi InChI=1S/C28H38O7/c1-23-11-10-16-14(12-20-28(34-20)19(30)9-8-18(29)25(16,28)3)15(23)6-7-17(23)26(4,32)21-13-24(2)27(5,35-24)22(31)33-21/h8-9,14-17,19-21,30,32H,6-7,10-13H2,1-5H3 ChemAxon inchikey XSDOAUFXJBFVLE-UHFFFAOYSA-N ChemAxon polar_surface_area 108.89 ChemAxon refractivity 125.79 ChemAxon polarizability 52.61 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 6 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 18041 Specdb::CMs 43757 Specdb::CMs 157495 Specdb::MsMs 108648 Specdb::MsMs 108649 Specdb::MsMs 108650 Specdb::MsMs 175917 Specdb::MsMs 175918 Specdb::MsMs 175919 Specdb::MsMs 2416612 Specdb::MsMs 2416613 Specdb::MsMs 2416614 Specdb::MsMs 2548729 Specdb::MsMs 2548730 Specdb::MsMs 2548731 HMDB34193 #<Reference:0x000055ce3007eaa0> Fruits Unknown generic Herbs and Spices Unknown generic