1.02010-04-08 22:06:47 UTC2019-11-26 03:00:41 UTCFDB005670ent-16b-Kauran-16,19-diolEnt-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-diol16b-ent-Kauran-16,19-diolent-16b-Kauran-16,19-diolC20H34O2306.4828306.255880332(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-ol68-22-4[H][C@@]12CC[C@@H]3C[C@]1(C[C@@]3(C)O)CC[C@]1([H])[C@](C)(CO)CCC[C@@]21CInChI=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/s1XZESVXVYTBMYCR-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 diterpenoidsOrganic compoundsLipids and lipid-like moleculesPrenol lipidsDiterpenoidsAliphatic homopolycyclic compoundsCyclic alcohols and derivativesHydrocarbon derivativesPrimary alcoholsTertiary alcoholsAlcoholAliphatic homopolycyclic compoundCyclic alcoholHydrocarbon derivativeKaurane diterpenoidOrganic oxygen compoundOrganooxygen compoundPrimary alcoholTertiary alcohollogp3.72logs-4.68solubility6.44e-03 g/llogp3.37pka_strongest_acidic18.59pka_strongest_basic-0.57iupac(1S,4S,5R,9S,10R,13R,14R)-5-(hydroxymethyl)-5,9,14-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-olaverage_mass306.4828mono_mass306.255880332smiles[H][C@@]12CC[C@@H]3C[C@]1(C[C@@]3(C)O)CC[C@]1([H])[C@](C)(CO)CCC[C@@]21CformulaC20H34O2inchiInChI=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/s1inchikeyXZESVXVYTBMYCR-WVMNWVHYSA-Npolar_surface_area40.46refractivity89.33polarizability36.88rotatable_bond_count1acceptor_count2donor_count2physiological_charge0formal_charge0Specdb::MsMs70830Specdb::MsMs70831Specdb::MsMs70832Specdb::MsMs129393Specdb::MsMs129394Specdb::MsMs129395Specdb::MsMs3602006Specdb::MsMs3602007Specdb::MsMs3602008Specdb::MsMs3602009Specdb::MsMs3602010Specdb::MsMs3602011SunflowerType 1specificHelianthus annuus4232