1.0 2010-04-08 22:05:48 UTC 2019-11-26 02:59:13 UTC FDB003446 Annosquamosin B Constituent of Annona squamosa (sugar apple). Annosquamosin B is found in fruits. (4alpha,16alpha)-19-Norkaurane-4,16,17-triol 19-Norkaurane-4,16,17-triol, (4alpha,16alpha)- 19-Norkaurane-4alpha,16alpha,17-triol Annosquamosin B C19H32O3 308.4556 308.23514489 14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5,14-diol 14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5,14-diol 177742-56-2 CC1(O)CCCC2(C)C3CCC4CC3(CC4(O)CO)CCC12 InChI=1S/C19H32O3/c1-16-7-3-8-17(2,21)14(16)6-9-18-10-13(4-5-15(16)18)19(22,11-18)12-20/h13-15,20-22H,3-12H2,1-2H3 NICDFCNOCPZHTJ-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 Cyclic alcohols and derivatives Hydrocarbon derivatives Primary alcohols Tertiary alcohols Alcohol Aliphatic homopolycyclic compound Cyclic alcohol Hydrocarbon derivative Kaurane diterpenoid Organic oxygen compound Organooxygen compound Primary alcohol Tertiary alcohol logp 2.04 ALOGPS logs -3.59 ALOGPS solubility 7.95e-02 g/l ALOGPS melting_point Mp 263-266° logp 1.99 ChemAxon pka_strongest_acidic 13.69 ChemAxon pka_strongest_basic -0.49 ChemAxon iupac 14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5,14-diol ChemAxon average_mass 308.4556 ChemAxon mono_mass 308.23514489 ChemAxon smiles CC1(O)CCCC2(C)C3CCC4CC3(CC4(O)CO)CCC12 ChemAxon formula C19H32O3 ChemAxon inchi InChI=1S/C19H32O3/c1-16-7-3-8-17(2,21)14(16)6-9-18-10-13(4-5-15(16)18)19(22,11-18)12-20/h13-15,20-22H,3-12H2,1-2H3 ChemAxon inchikey NICDFCNOCPZHTJ-UHFFFAOYSA-N ChemAxon polar_surface_area 60.69 ChemAxon refractivity 86.3 ChemAxon polarizability 35.76 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 3 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 16397 Specdb::CMs 42455 Specdb::CMs 133921 Specdb::CMs 141655 Specdb::MsMs 67044 Specdb::MsMs 67045 Specdb::MsMs 67046 Specdb::MsMs 124770 Specdb::MsMs 124771 Specdb::MsMs 124772 Specdb::MsMs 2757504 Specdb::MsMs 2757505 Specdb::MsMs 2757506 Specdb::MsMs 2948007 Specdb::MsMs 2948008 Specdb::MsMs 2948009 HMDB31379 #<Reference:0x000055ce31aa3200> Fruits Unknown generic