1.0 2010-04-08 22:09:38 UTC 2025-11-18 23:27:27 UTC FDB011432 Annoglabasin B Constituent of Annona glabra (pond apple). Annoglabasin B is found in alcoholic beverages and fruits. Annoglabasin B ent-19-Acetoxy-16a-kauran-17-carboxylic acid C22H34O4 362.503 362.245709576 5-[(acetyloxy)methyl]-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-14-carboxylic acid 5-[(acetyloxy)methyl]-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-14-carboxylic acid 205312-86-3 CC(=O)OCC1(C)CCCC2(C)C3CCC4CC3(CC4C(O)=O)CCC12 InChI=1S/C22H34O4/c1-14(23)26-13-20(2)8-4-9-21(3)17(20)7-10-22-11-15(5-6-18(21)22)16(12-22)19(24)25/h15-18H,4-13H2,1-3H3,(H,24,25) ZKXLEDOCSSUHKY-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 acid esters Carboxylic acids Dicarboxylic acids and derivatives Hydrocarbon derivatives Organic oxides Aliphatic homopolycyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Dicarboxylic acid or derivatives Hydrocarbon derivative Kaurane diterpenoid Organic oxide Organic oxygen compound Organooxygen compound logp 3.88 ALOGPS logs -5.25 ALOGPS solubility 2.06e-03 g/l ALOGPS melting_point Mp 106-108° logp 4.06 ChemAxon pka_strongest_acidic 4.73 ChemAxon pka_strongest_basic -7 ChemAxon iupac 5-[(acetyloxy)methyl]-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-14-carboxylic acid ChemAxon average_mass 362.503 ChemAxon mono_mass 362.245709576 ChemAxon smiles CC(=O)OCC1(C)CCCC2(C)C3CCC4CC3(CC4C(O)=O)CCC12 ChemAxon formula C22H34O4 ChemAxon inchi InChI=1S/C22H34O4/c1-14(23)26-13-20(2)8-4-9-21(3)17(20)7-10-22-11-15(5-6-18(21)22)16(12-22)19(24)25/h15-18H,4-13H2,1-3H3,(H,24,25) ChemAxon inchikey ZKXLEDOCSSUHKY-UHFFFAOYSA-N ChemAxon polar_surface_area 63.6 ChemAxon refractivity 98.49 ChemAxon polarizability 41.44 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 19524 Specdb::CMs 43278 Specdb::CMs 150159 Specdb::MsMs 75462 Specdb::MsMs 75463 Specdb::MsMs 75464 Specdb::MsMs 135102 Specdb::MsMs 135103 Specdb::MsMs 135104 Specdb::MsMs 2470722 Specdb::MsMs 2470723 Specdb::MsMs 2470724 Specdb::MsMs 2495234 Specdb::MsMs 2495235 Specdb::MsMs 2495236 HMDB33398 #<Reference:0x000055ce33116398> Alcoholic beverages Unknown generic Fruits Unknown generic