1.0 2010-04-08 22:06:47 UTC 2025-11-18 22:59:46 UTC FDB005670 ent-16b-Kauran-16,19-diol Ent-16b-kauran-16,19-diol 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-16b-kauran-16,19-diol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Ent-16b-kauran-16,19-diol can be found in sunflower, which makes ent-16b-kauran-16,19-diol a potential biomarker for the consumption of this food product. (-)-Ent-kauran-16-beta-19-diol 16b-ent-Kauran-16,19-diol ent-16b-Kauran-16,19-diol C20H34O2 306.4828 306.255880332 (1S,4S,5R,9S,10R,13R,14R)-5-(hydroxymethyl)-5,9,14-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-ol (1S,4S,5R,9S,10R,13R,14R)-5-(hydroxymethyl)-5,9,14-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-ol 68-22-4 [H][C@@]12CC[C@@H]3C[C@]1(C[C@@]3(C)O)CC[C@]1([H])[C@](C)(CO)CCC[C@@]21C InChI=1S/C20H34O2/c1-17(13-21)8-4-9-18(2)15(17)7-10-20-11-14(5-6-16(18)20)19(3,22)12-20/h14-16,21-22H,4-13H2,1-3H3/t14-,15-,16+,17+,18-,19-,20+/m1/s1 XZESVXVYTBMYCR-WVMNWVHYSA-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 3.72 ALOGPS logs -4.68 ALOGPS solubility 6.44e-03 g/l ALOGPS logp 3.37 ChemAxon pka_strongest_acidic 18.59 ChemAxon pka_strongest_basic -0.57 ChemAxon iupac (1S,4S,5R,9S,10R,13R,14R)-5-(hydroxymethyl)-5,9,14-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-ol ChemAxon average_mass 306.4828 ChemAxon mono_mass 306.255880332 ChemAxon smiles [H][C@@]12CC[C@@H]3C[C@]1(C[C@@]3(C)O)CC[C@]1([H])[C@](C)(CO)CCC[C@@]21C ChemAxon formula C20H34O2 ChemAxon inchi InChI=1S/C20H34O2/c1-17(13-21)8-4-9-18(2)15(17)7-10-20-11-14(5-6-16(18)20)19(3,22)12-20/h14-16,21-22H,4-13H2,1-3H3/t14-,15-,16+,17+,18-,19-,20+/m1/s1 ChemAxon inchikey XZESVXVYTBMYCR-WVMNWVHYSA-N ChemAxon polar_surface_area 40.46 ChemAxon refractivity 89.33 ChemAxon polarizability 36.88 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 2 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 70830 Specdb::MsMs 70831 Specdb::MsMs 70832 Specdb::MsMs 129393 Specdb::MsMs 129394 Specdb::MsMs 129395 Specdb::MsMs 3602006 Specdb::MsMs 3602007 Specdb::MsMs 3602008 Specdb::MsMs 3602009 Specdb::MsMs 3602010 Specdb::MsMs 3602011 Sunflower Type 1 specific Helianthus annuus 4232