1.0 2010-04-08 22:13:23 UTC 2019-11-26 03:15:26 UTC FDB017921 Physagulin C Constituent of the famine food Physalis angulata (cutleaf ground cherry). Physagulin C is found in herbs and spices and fruits. C30H38O9 542.6173 542.251582814 16-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-6,12-dihydroxy-2,17-dimethyl-3-oxo-8,15-dioxahexacyclo[9.8.0.0²,⁷.0⁷,⁹.0¹²,¹⁷.0¹⁴,¹⁶]nonadec-4-en-13-yl acetate 16-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6,12-dihydroxy-2,17-dimethyl-3-oxo-8,15-dioxahexacyclo[9.8.0.0²,⁷.0⁷,⁹.0¹²,¹⁷.0¹⁴,¹⁶]nonadec-4-en-13-yl acetate 136997-67-6 CC(C1CC(C)=C(C)C(=O)O1)C12OC1C(OC(C)=O)C1(O)C3CC4OC44C(O)C=CC(=O)C4(C)C3CCC21C InChI=1S/C30H38O9/c1-13-11-19(37-25(34)14(13)2)15(3)29-24(39-29)23(36-16(4)31)28(35)18-12-22-30(38-22)21(33)8-7-20(32)27(30,6)17(18)9-10-26(28,29)5/h7-8,15,17-19,21-24,33,35H,9-12H2,1-6H3 VVQRJFUYBNCTQX-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 Dicarboxylic acids and derivatives Dihydropyranones Enoate esters Epoxides Hydrocarbon derivatives Lactones Naphthalenes Naphthopyrans Organic oxides Oxacyclic compounds Oxanes Oxepanes Secondary alcohols Steroid esters 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 Dicarboxylic acid or derivatives Dihydropyranone Enoate ester Ether Hydrocarbon derivative Ketone Lactone Naphthalene Naphthopyran Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Oxepane Oxirane Pyran Secondary alcohol Steroid ester Tertiary alcohol Withanolide-skeleton logp 2.03 ALOGPS logs -3.78 ALOGPS solubility 9.06e-02 g/l ALOGPS melting_point Mp 242.5-243° logp 2.43 ChemAxon pka_strongest_acidic 12.94 ChemAxon pka_strongest_basic -3.5 ChemAxon iupac 16-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-6,12-dihydroxy-2,17-dimethyl-3-oxo-8,15-dioxahexacyclo[9.8.0.0²,⁷.0⁷,⁹.0¹²,¹⁷.0¹⁴,¹⁶]nonadec-4-en-13-yl acetate ChemAxon average_mass 542.6173 ChemAxon mono_mass 542.251582814 ChemAxon smiles CC(C1CC(C)=C(C)C(=O)O1)C12OC1C(OC(C)=O)C1(O)C3CC4OC44C(O)C=CC(=O)C4(C)C3CCC21C ChemAxon formula C30H38O9 ChemAxon inchi InChI=1S/C30H38O9/c1-13-11-19(37-25(34)14(13)2)15(3)29-24(39-29)23(36-16(4)31)28(35)18-12-22-30(38-22)21(33)8-7-20(32)27(30,6)17(18)9-10-26(28,29)5/h7-8,15,17-19,21-24,33,35H,9-12H2,1-6H3 ChemAxon inchikey VVQRJFUYBNCTQX-UHFFFAOYSA-N ChemAxon polar_surface_area 135.19 ChemAxon refractivity 136.36 ChemAxon polarizability 56.94 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 7 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 11384 Specdb::MsMs 11385 Specdb::MsMs 11386 Specdb::MsMs 18056 Specdb::MsMs 18057 Specdb::MsMs 18058 Specdb::MsMs 3044716 Specdb::MsMs 3044717 Specdb::MsMs 3044718 Specdb::MsMs 3099490 Specdb::MsMs 3099491 Specdb::MsMs 3099492 Specdb::CMs 26111 Specdb::CMs 45898 Specdb::CMs 271006 Specdb::CMs 271007 Specdb::CMs 271008 Specdb::CMs 271009 Specdb::CMs 271010 Specdb::CMs 281484 HMDB38535 #<Reference:0x000055ce30ae4738> Fruits Unknown generic Herbs and Spices Unknown generic