1.0 2011-03-17 23:26:14 UTC 2025-11-19 02:38:59 UTC FDB021672 Methyl 15beta-hydroxy-19-trachylobanoate 15beta-hydroxy-19-trachylobanoic acid 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. 15beta-hydroxy-19-trachylobanoic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 15beta-hydroxy-19-trachylobanoic acid can be found in fats and oils, which makes 15beta-hydroxy-19-trachylobanoic acid a potential biomarker for the consumption of this food product. 15beta-ent-Hydroxy-19-trachylobanoic acid methyl ester Methyl 15b-ent-hydroxy-19-trachylobanoate Methyl 15beta-ent-hydroxy-19-trachylobanoate Methyl 15beta-hydroxy-19-trachylobanoate C20H30O3 318.4504 318.219494826 16-hydroxy-5,9,13-trimethylpentacyclo[11.2.1.0¹,¹⁰.0⁴,⁹.0¹²,¹⁴]hexadecane-5-carboxylic acid 16-hydroxy-5,9,13-trimethylpentacyclo[11.2.1.0¹,¹⁰.0⁴,⁹.0¹²,¹⁴]hexadecane-5-carboxylic acid 83508-81-0 CC12C3CC4(CCC5C(C)(CCCC5(C)C(O)=O)C4CC13)C2O InChI=1S/C20H30O3/c1-17-6-4-7-18(2,16(22)23)13(17)5-8-20-10-12-11(9-14(17)20)19(12,3)15(20)21/h11-15,21H,4-10H2,1-3H3,(H,22,23) MHVNHDYWKUKRRJ-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 Alkaloids and derivatives Atisane diterpenoids Carbonyl compounds Carboxylic acids Cyclic alcohols and derivatives Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Secondary alcohols Alcohol Aliphatic homopolycyclic compound Alkaloid or derivatives Atisane diterpenoid Carbonyl group Carboxylic acid Carboxylic acid derivative Cyclic alcohol Hydrocarbon derivative Kaurane diterpenoid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Secondary alcohol Villanovane, atisane, trachylobane or helvifulvane diterpenoid logp 2.33 ALOGPS logs -3.90 ALOGPS solubility 3.97e-02 g/l ALOGPS melting_point Mp 110-111? logp 3.31 ChemAxon pka_strongest_acidic 4.64 ChemAxon pka_strongest_basic -0.4 ChemAxon iupac 16-hydroxy-5,9,13-trimethylpentacyclo[11.2.1.0¹,¹⁰.0⁴,⁹.0¹²,¹⁴]hexadecane-5-carboxylic acid ChemAxon average_mass 318.4504 ChemAxon mono_mass 318.219494826 ChemAxon smiles CC12C3CC4(CCC5C(C)(CCCC5(C)C(O)=O)C4CC13)C2O ChemAxon formula C20H30O3 ChemAxon inchi InChI=1S/C20H30O3/c1-17-6-4-7-18(2,16(22)23)13(17)5-8-20-10-12-11(9-14(17)20)19(12,3)15(20)21/h11-15,21H,4-10H2,1-3H3,(H,22,23) ChemAxon inchikey MHVNHDYWKUKRRJ-UHFFFAOYSA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 86.97 ChemAxon polarizability 36.16 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 22752 Specdb::CMs 45068 Specdb::CMs 135818 Specdb::CMs 143552 Specdb::MsMs 10604 Specdb::MsMs 10605 Specdb::MsMs 10606 Specdb::MsMs 17276 Specdb::MsMs 17277 Specdb::MsMs 17278 Specdb::MsMs 2456214 Specdb::MsMs 2456215 Specdb::MsMs 2456216 Specdb::MsMs 2479006 Specdb::MsMs 2479007 Specdb::MsMs 2479008 HMDB0036839 Sunflower Type 1 specific Helianthus annuus 4232