1.0 2010-04-08 22:10:21 UTC 2019-11-26 03:07:35 UTC FDB012779 Ixocarpalactone A Constituent of Physalis ixocarpa (tomatillo). Ixocarpalactone A is found in fruits. 5,6-Epoxy-4,16,20,22-tetrahydroxy-1-oxoergost-2-eno-26,23-lactone 5,6-Epoxy-4,16,20,22,23-pentahydroxy-1-oxoergost-2-en-26-oic acid, g-lactone C28H40O8 504.6124 504.272318256 15-[1-(3,4-dimethyl-5-oxooxolan-2-yl)-1,2-dihydroxypropan-2-yl]-6,14-dihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-3-one 15-[1-(3,4-dimethyl-5-oxooxolan-2-yl)-1,2-dihydroxypropan-2-yl]-6,14-dihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadec-4-en-3-one 71801-45-1 CC1C(C)C(=O)OC1C(O)C(C)(O)C1C(O)CC2C3CC4OC44C(O)C=CC(=O)C4(C)C3CCC12C InChI=1S/C28H40O8/c1-12-13(2)24(33)35-21(12)23(32)27(5,34)22-17(29)11-16-14-10-20-28(36-20)19(31)7-6-18(30)26(28,4)15(14)8-9-25(16,22)3/h6-7,12-17,19-23,29,31-32,34H,8-11H2,1-5H3 PHBPDHFIJFLEGD-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 Bile acids, alcohols and derivatives Carboxylic acid esters Cyclic alcohols and derivatives Cyclohexenones Dialkyl ethers Epoxides Gamma butyrolactones Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Oxepanes Prostaglandins and related compounds Secondary alcohols Tertiary alcohols Tetrahydrofurans 5,6-epoxysteroid Alcohol Aliphatic heteropolycyclic compound Bile acid, alcohol, or derivatives Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Cyclohexenone Dialkyl ether Eicosanoid Ether Fatty acyl Gamma butyrolactone Hydrocarbon derivative Ketone Lactone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxepane Oxirane Prostaglandin skeleton Secondary alcohol Tertiary alcohol Tetrahydrofuran Withanolide-skeleton logp 0.91 ALOGPS logs -3.29 ALOGPS solubility 2.56e-01 g/l ALOGPS melting_point Mp 294-295° logp 1.4 ChemAxon pka_strongest_acidic 12.82 ChemAxon pka_strongest_basic -2.9 ChemAxon iupac 15-[1-(3,4-dimethyl-5-oxooxolan-2-yl)-1,2-dihydroxypropan-2-yl]-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 504.6124 ChemAxon mono_mass 504.272318256 ChemAxon smiles CC1C(C)C(=O)OC1C(O)C(C)(O)C1C(O)CC2C3CC4OC44C(O)C=CC(=O)C4(C)C3CCC12C ChemAxon formula C28H40O8 ChemAxon inchi InChI=1S/C28H40O8/c1-12-13(2)24(33)35-21(12)23(32)27(5,34)22-17(29)11-16-14-10-20-28(36-20)19(31)7-6-18(30)26(28,4)15(14)8-9-25(16,22)3/h6-7,12-17,19-23,29,31-32,34H,8-11H2,1-5H3 ChemAxon inchikey PHBPDHFIJFLEGD-UHFFFAOYSA-N ChemAxon polar_surface_area 136.82 ChemAxon refractivity 129.12 ChemAxon polarizability 53.76 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 7 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 15237 Specdb::CMs 43853 Specdb::MsMs 81111 Specdb::MsMs 81112 Specdb::MsMs 81113 Specdb::MsMs 142143 Specdb::MsMs 142144 Specdb::MsMs 142145 Specdb::MsMs 2803336 Specdb::MsMs 2803337 Specdb::MsMs 2803338 Specdb::MsMs 2879489 Specdb::MsMs 2879490 Specdb::MsMs 2879491 HMDB34393 #<Reference:0x000055ce317b31a8> Fruits Unknown generic