1.0 2010-04-08 22:05:40 UTC 2019-11-26 02:58:32 UTC FDB003148 Annosquamosin A Constituent of the seeds of Annona squamosa (sugar apple). Annosquamosin A is found in fruits. C22H34O4 362.503 362.245709576 [(5R,9S,13S,14S)-5-formyl-14-hydroxy-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-yl]methyl acetate [(5R,9S,13S,14S)-5-formyl-14-hydroxy-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-yl]methyl acetate 192584-48-8 CC(=O)OC[C@]1(O)CC23C[C@@H]1CCC2[C@]1(C)CCC[C@@](C)(C=O)C1CC3 InChI=1S/C22H34O4/c1-15(24)26-14-22(25)12-21-10-7-17-19(2,13-23)8-4-9-20(17,3)18(21)6-5-16(22)11-21/h13,16-18,25H,4-12,14H2,1-3H3/t16-,17?,18?,19-,20+,21?,22+/m0/s1 FCHGRGOUMXZTFS-QZRFJHGNSA-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 Carboxylic acid esters Cyclic alcohols and derivatives Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Tertiary alcohols Alcohol Aldehyde Aliphatic homopolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Hydrocarbon derivative Kaurane diterpenoid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Tertiary alcohol logp 3.11 ALOGPS logs -4.97 ALOGPS solubility 3.89e-03 g/l ALOGPS melting_point Mp 215-216° logp 3.08 ChemAxon pka_strongest_acidic 13.75 ChemAxon pka_strongest_basic -3.3 ChemAxon iupac [(5R,9S,13S,14S)-5-formyl-14-hydroxy-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-yl]methyl acetate ChemAxon average_mass 362.503 ChemAxon mono_mass 362.245709576 ChemAxon smiles CC(=O)OC[C@]1(O)CC23C[C@@H]1CCC2[C@]1(C)CCC[C@@](C)(C=O)C1CC3 ChemAxon formula C22H34O4 ChemAxon inchi InChI=1S/C22H34O4/c1-15(24)26-14-22(25)12-21-10-7-17-19(2,13-23)8-4-9-20(17,3)18(21)6-5-16(22)11-21/h13,16-18,25H,4-12,14H2,1-3H3/t16-,17?,18?,19-,20+,21?,22+/m0/s1 ChemAxon inchikey FCHGRGOUMXZTFS-QZRFJHGNSA-N ChemAxon polar_surface_area 63.6 ChemAxon refractivity 99.04 ChemAxon polarizability 41.15 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 13691 Specdb::CMs 42365 Specdb::CMs 170966 Specdb::MsMs 110241 Specdb::MsMs 110242 Specdb::MsMs 110243 Specdb::MsMs 177867 Specdb::MsMs 177868 Specdb::MsMs 177869 Specdb::MsMs 2435023 Specdb::MsMs 2435024 Specdb::MsMs 2435025 Specdb::MsMs 2526846 Specdb::MsMs 2526847 Specdb::MsMs 2526848 HMDB31137 #<Reference:0x000055ce32a989a8> Fruits Unknown generic