1.0 2010-04-08 22:09:38 UTC 2025-11-18 23:27:28 UTC FDB011434 Annoglabasin A Constituent of Annona glabra (pond apple). Annoglabasin A is found in alcoholic beverages and fruits. Annoglabasin A Methyl ent-16a-acetoxy-19-oxo-17-kauranoate C23H34O5 390.5131 390.240624198 methyl 14-(acetyloxy)-5-formyl-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-14-carboxylate methyl 14-(acetyloxy)-5-formyl-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-14-carboxylate 205312-85-2 COC(=O)C1(CC23CC1CCC2C1(C)CCCC(C)(C=O)C1CC3)OC(C)=O InChI=1S/C23H34O5/c1-15(25)28-23(19(26)27-4)13-22-11-8-17-20(2,14-24)9-5-10-21(17,3)18(22)7-6-16(23)12-22/h14,16-18H,5-13H2,1-4H3 GBAYHCBQSSWKTG-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 Aldehydes Dicarboxylic acids and derivatives Hydrocarbon derivatives Methyl esters Organic oxides Aldehyde Aliphatic homopolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dicarboxylic acid or derivatives Hydrocarbon derivative Kaurane diterpenoid Methyl ester Organic oxide Organic oxygen compound Organooxygen compound logp 3.15 ALOGPS logs -5.87 ALOGPS solubility 5.29e-04 g/l ALOGPS melting_point Mp 138-140° logp 3.69 ChemAxon pka_strongest_basic -6.7 ChemAxon iupac methyl 14-(acetyloxy)-5-formyl-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-14-carboxylate ChemAxon average_mass 390.5131 ChemAxon mono_mass 390.240624198 ChemAxon smiles COC(=O)C1(CC23CC1CCC2C1(C)CCCC(C)(C=O)C1CC3)OC(C)=O ChemAxon formula C23H34O5 ChemAxon inchi InChI=1S/C23H34O5/c1-15(25)28-23(19(26)27-4)13-22-11-8-17-20(2,14-24)9-5-10-21(17,3)18(22)7-6-16(23)12-22/h14,16-18H,5-13H2,1-4H3 ChemAxon inchikey GBAYHCBQSSWKTG-UHFFFAOYSA-N ChemAxon polar_surface_area 69.67 ChemAxon refractivity 103.75 ChemAxon polarizability 43.22 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 3 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 22812 Specdb::CMs 148045 Specdb::MsMs 89700 Specdb::MsMs 89701 Specdb::MsMs 89702 Specdb::MsMs 152679 Specdb::MsMs 152680 Specdb::MsMs 152681 Specdb::MsMs 2303220 Specdb::MsMs 2303221 Specdb::MsMs 2303222 Specdb::MsMs 3065495 Specdb::MsMs 3065496 Specdb::MsMs 3065497 HMDB0033400 Alcoholic beverages Unknown generic Fruits Unknown generic