1.0 2010-04-08 22:11:40 UTC 2025-11-19 00:52:48 UTC FDB015127 Annoglabasin C Constituent of Annona glabra (pond apple). Annoglabasin C is found in alcoholic beverages and fruits. Annoglabasin C C23H34O6 406.5125 406.23553882 14-(acetyloxy)-14-(methoxycarbonyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid 14-(acetyloxy)-14-(methoxycarbonyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid 288627-09-8 COC(=O)C1(CC23CC1CCC2C1(C)CCCC(C)(C1CC3)C(O)=O)OC(C)=O InChI=1S/C23H34O6/c1-14(24)29-23(19(27)28-4)13-22-11-8-16-20(2,17(22)7-6-15(23)12-22)9-5-10-21(16,3)18(25)26/h15-17H,5-13H2,1-4H3,(H,25,26) USYOOQFISINJLZ-UHFFFAOYSA-N belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D. Kaurane diterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Diterpenoids Aliphatic homopolycyclic compounds Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Methyl esters Organic oxides Tricarboxylic acids and derivatives Aliphatic homopolycyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Hydrocarbon derivative Kaurane diterpenoid Methyl ester Organic oxide Organic oxygen compound Organooxygen compound Tricarboxylic acid or derivatives logp 3.81 ALOGPS logs -5.37 ALOGPS solubility 1.75e-03 g/l ALOGPS melting_point Mp 215-217° logp 3.85 ChemAxon pka_strongest_acidic 4.32 ChemAxon pka_strongest_basic -6.9 ChemAxon iupac 14-(acetyloxy)-14-(methoxycarbonyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid ChemAxon average_mass 406.5125 ChemAxon mono_mass 406.23553882 ChemAxon smiles COC(=O)C1(CC23CC1CCC2C1(C)CCCC(C)(C1CC3)C(O)=O)OC(C)=O ChemAxon formula C23H34O6 ChemAxon inchi InChI=1S/C23H34O6/c1-14(24)29-23(19(27)28-4)13-22-11-8-16-20(2,17(22)7-6-15(23)12-22)9-5-10-21(16,3)18(25)26/h15-17H,5-13H2,1-4H3,(H,25,26) ChemAxon inchikey USYOOQFISINJLZ-UHFFFAOYSA-N ChemAxon polar_surface_area 89.9 ChemAxon refractivity 104.68 ChemAxon polarizability 43.88 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 4 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 13847 Specdb::CMs 44785 Specdb::CMs 169780 Specdb::MsMs 6635 Specdb::MsMs 6636 Specdb::MsMs 6637 Specdb::MsMs 13307 Specdb::MsMs 13308 Specdb::MsMs 13309 Specdb::MsMs 2360543 Specdb::MsMs 2360544 Specdb::MsMs 2360545 Specdb::MsMs 2605070 Specdb::MsMs 2605071 Specdb::MsMs 2605072 HMDB36263 #<Reference:0x000055ce31890990> Alcoholic beverages Unknown generic Fruits Unknown generic