1.0 2010-04-08 22:09:50 UTC 2025-11-18 23:31:04 UTC FDB011796 Withaphysacarpin Constituent of Physalis ixocarpa (tomatillo). Withaphysacarpin is found in fruits. 5,6b-Epoxy-4b,16b,20R-trihydroxy-1-oxo-5b,22R,24R,25R-with-2-enolide C28H40O7 488.613 488.277403634 15-[1-(4,5-dimethyl-6-oxooxan-2-yl)-1-hydroxyethyl]-6,14-dihydroxy-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-oxooxan-2-yl)-1-hydroxyethyl]-6,14-dihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-3-one 41929-21-9 CC1CC(OC(=O)C1C)C(C)(O)C1C(O)CC2C3CC4OC44C(O)C=CC(=O)C4(C)C3CCC12C InChI=1S/C28H40O7/c1-13-10-21(34-24(32)14(13)2)27(5,33)23-18(29)12-17-15-11-22-28(35-22)20(31)7-6-19(30)26(28,4)16(15)8-9-25(17,23)3/h6-7,13-18,20-23,29,31,33H,8-12H2,1-5H3 CZKZWDJWVZTWCF-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 Carboxylic acid esters Cyclic alcohols and derivatives Cyclohexenones Delta valerolactones Dialkyl ethers Epoxides Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Oxanes Oxepanes Prostaglandins and related compounds Secondary alcohols Tertiary alcohols 5,6-epoxysteroid Alcohol Aliphatic heteropolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Cyclohexenone Delta valerolactone Delta_valerolactone Dialkyl ether Eicosanoid Ether Fatty acyl Hydrocarbon derivative Ketone Lactone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Oxepane Oxirane Prostaglandin skeleton Secondary alcohol Tertiary alcohol Withanolide-skeleton logp 1.85 ALOGPS logs -4.09 ALOGPS solubility 3.99e-02 g/l ALOGPS melting_point Mp 275-278° logp 2.4 ChemAxon pka_strongest_acidic 13.25 ChemAxon pka_strongest_basic -2.9 ChemAxon iupac 15-[1-(4,5-dimethyl-6-oxooxan-2-yl)-1-hydroxyethyl]-6,14-dihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-3-one ChemAxon average_mass 488.613 ChemAxon mono_mass 488.277403634 ChemAxon smiles CC1CC(OC(=O)C1C)C(C)(O)C1C(O)CC2C3CC4OC44C(O)C=CC(=O)C4(C)C3CCC12C ChemAxon formula C28H40O7 ChemAxon inchi InChI=1S/C28H40O7/c1-13-10-21(34-24(32)14(13)2)27(5,33)23-18(29)12-17-15-11-22-28(35-22)20(31)7-6-19(30)26(28,4)16(15)8-9-25(17,23)3/h6-7,13-18,20-23,29,31,33H,8-12H2,1-5H3 ChemAxon inchikey CZKZWDJWVZTWCF-UHFFFAOYSA-N ChemAxon polar_surface_area 116.59 ChemAxon refractivity 127.83 ChemAxon polarizability 53.52 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 26277 Specdb::CMs 43444 Specdb::CMs 174802 Specdb::MsMs 72036 Specdb::MsMs 72037 Specdb::MsMs 72038 Specdb::MsMs 130839 Specdb::MsMs 130840 Specdb::MsMs 130841 Specdb::MsMs 3035210 Specdb::MsMs 3035211 Specdb::MsMs 3035212 Specdb::MsMs 3104690 Specdb::MsMs 3104691 Specdb::MsMs 3104692 HMDB33690 #<Reference:0x000055ce326d5348> Fruits Unknown generic