1.0 2010-04-08 22:11:08 UTC 2019-11-26 03:09:39 UTC FDB014198 Annoglabasin F Constituent of Annona glabra (pond apple). Annoglabasin F is found in alcoholic beverages and fruits. Annoglabasin F C22H34O5 378.5024 378.240624198 methyl 14-(acetyloxy)-5-hydroxy-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-14-carboxylate methyl 14-(acetyloxy)-5-hydroxy-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-14-carboxylate 288627-12-3 COC(=O)C1(CC23CC1CCC2C1(C)CCCC(C)(O)C1CC3)OC(C)=O InChI=1S/C22H34O5/c1-14(23)27-22(18(24)26-4)13-21-11-8-16-19(2,9-5-10-20(16,3)25)17(21)7-6-15(22)12-21/h15-17,25H,5-13H2,1-4H3 XLXLWRGGUYSHOH-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 Cyclic alcohols and derivatives Dicarboxylic acids and derivatives Hydrocarbon derivatives Methyl esters Organic oxides Tertiary alcohols Alcohol Aliphatic homopolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Dicarboxylic acid or derivatives Hydrocarbon derivative Kaurane diterpenoid Methyl ester Organic oxide Organic oxygen compound Organooxygen compound Tertiary alcohol logp 2.90 ALOGPS logs -5.35 ALOGPS solubility 1.68e-03 g/l ALOGPS melting_point Mp 164-165° logp 3.05 ChemAxon pka_strongest_basic -0.49 ChemAxon iupac methyl 14-(acetyloxy)-5-hydroxy-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-14-carboxylate ChemAxon average_mass 378.5024 ChemAxon mono_mass 378.240624198 ChemAxon smiles COC(=O)C1(CC23CC1CCC2C1(C)CCCC(C)(O)C1CC3)OC(C)=O ChemAxon formula C22H34O5 ChemAxon inchi InChI=1S/C22H34O5/c1-14(23)27-22(18(24)26-4)13-21-11-8-16-19(2,9-5-10-20(16,3)25)17(21)7-6-15(22)12-21/h15-17,25H,5-13H2,1-4H3 ChemAxon inchikey XLXLWRGGUYSHOH-UHFFFAOYSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 100.16 ChemAxon polarizability 42.11 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 11664 Specdb::CMs 44419 Specdb::CMs 134253 Specdb::CMs 141987 Specdb::MsMs 97680 Specdb::MsMs 97681 Specdb::MsMs 97682 Specdb::MsMs 162441 Specdb::MsMs 162442 Specdb::MsMs 162443 Specdb::MsMs 2773052 Specdb::MsMs 2773053 Specdb::MsMs 2773054 Specdb::MsMs 2909687 Specdb::MsMs 2909688 Specdb::MsMs 2909689 HMDB35508 #<Reference:0x000055ce321a9180> Alcoholic beverages Unknown generic Fruits Unknown generic