1.0 2010-04-08 22:15:43 UTC 2019-11-26 03:20:25 UTC FDB021465 ent-16a-Hydroxy-17-acetoxy-19-kauranal Constituent of Annona squamosa (sugar apple). ent-16a-Hydroxy-17-acetoxy-19-kauranal is found in fruits. 17-(Acetyloxy)-16-hydroxy-(4alpha,16alpha)-kauran-18-al Annosquamosin a (terpene) Annosquamosin A [terpene] Annosquamosin A? ent-16a-Hydroxy-17-acetoxy-19-kauranal C22H34O4 362.503 362.245709576 {5-formyl-14-hydroxy-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-yl}methyl acetate {5-formyl-14-hydroxy-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-yl}methyl acetate 177742-55-1 CC(=O)OCC1(O)CC23CC1CCC2C1(C)CCCC(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 FCHGRGOUMXZTFS-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 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 162-164° logp 3.08 ChemAxon pka_strongest_acidic 13.75 ChemAxon pka_strongest_basic -3.3 ChemAxon iupac {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)OCC1(O)CC23CC1CCC2C1(C)CCCC(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 ChemAxon inchikey FCHGRGOUMXZTFS-UHFFFAOYSA-N ChemAxon polar_surface_area 63.6 ChemAxon refractivity 99.04 ChemAxon polarizability 41.04 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 12071 Specdb::CMs 47345 Specdb::CMs 174978 Specdb::MsMs 292591 Specdb::MsMs 292592 Specdb::MsMs 292593 Specdb::MsMs 332839 Specdb::MsMs 332840 Specdb::MsMs 332841 Specdb::MsMs 2736245 Specdb::MsMs 2736246 Specdb::MsMs 2736247 Specdb::MsMs 2968737 Specdb::MsMs 2968738 Specdb::MsMs 2968739 HMDB41495 #<Reference:0x000055ce32d55290> Fruits Unknown generic