1.0 2010-04-08 22:06:47 UTC 2025-11-18 22:59:46 UTC FDB005671 ent-Kauran-16-beta-ol Ent-kauran-16-beta-ol is a member of the class of compounds known as kaurane diterpenoids. Kaurane diterpenoids 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. Ent-kauran-16-beta-ol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Ent-kauran-16-beta-ol can be found in sunflower, which makes ent-kauran-16-beta-ol a potential biomarker for the consumption of this food product. (-)-Ent-kauran-16-beta-ol ent-Kauran-16-beta-ol C20H34O 290.4834 290.26096571 (1S,4R,9R,10R,13R,14R)-5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-ol (1S,4R,9R,10R,13R,14R)-5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-ol 58-55-9 [H][C@@]12CC[C@@H]3C[C@]1(C[C@@]3(C)O)CC[C@]1([H])C(C)(C)CCC[C@@]21C InChI=1S/C20H34O/c1-17(2)9-5-10-18(3)15(17)8-11-20-12-14(6-7-16(18)20)19(4,21)13-20/h14-16,21H,5-13H2,1-4H3/t14-,15-,16+,18-,19-,20+/m1/s1 FZSRMADKTOBCNT-HFJXXIIPSA-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 Tertiary alcohols Alcohol Aliphatic homopolycyclic compound Cyclic alcohol Hydrocarbon derivative Kaurane diterpenoid Organic oxygen compound Organooxygen compound Tertiary alcohol logp 4.96 ALOGPS logs -6.17 ALOGPS solubility 1.96e-04 g/l ALOGPS logp 4.65 ChemAxon pka_strongest_acidic 19.85 ChemAxon pka_strongest_basic -0.68 ChemAxon iupac (1S,4R,9R,10R,13R,14R)-5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-ol ChemAxon average_mass 290.4834 ChemAxon mono_mass 290.26096571 ChemAxon smiles [H][C@@]12CC[C@@H]3C[C@]1(C[C@@]3(C)O)CC[C@]1([H])C(C)(C)CCC[C@@]21C ChemAxon formula C20H34O ChemAxon inchi InChI=1S/C20H34O/c1-17(2)9-5-10-18(3)15(17)8-11-20-12-14(6-7-16(18)20)19(4,21)13-20/h14-16,21H,5-13H2,1-4H3/t14-,15-,16+,18-,19-,20+/m1/s1 ChemAxon inchikey FZSRMADKTOBCNT-HFJXXIIPSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 87.55 ChemAxon polarizability 35.87 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 59610 Specdb::MsMs 59611 Specdb::MsMs 59612 Specdb::MsMs 115782 Specdb::MsMs 115783 Specdb::MsMs 115784 Specdb::MsMs 3602012 Specdb::MsMs 3602013 Specdb::MsMs 3602014 Specdb::MsMs 3602015 Specdb::MsMs 3602016 Specdb::MsMs 3602017 Sunflower Type 1 specific Helianthus annuus 4232