1.0 2010-04-08 22:06:47 UTC 2025-11-18 22:59:47 UTC FDB005672 (-)-Kaur-16-en-19-oic acid (-)-kaur-16-en-19-oic acid, also known as ent-kaurenoic acid or ent-kaur-16-en-19-oate, 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 (-)-kaur-16-en-19-oic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). (-)-kaur-16-en-19-oic acid can be found in sugar apple and sunflower, which makes (-)-kaur-16-en-19-oic acid a potential biomarker for the consumption of these food products. C20H30O2 302.458 302.224580206 (1S,4S,5R,9S,10R,13R)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carboxylic acid (1S,4S,5R,9S,10R,13R)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carboxylic acid 6730-83-2 [H][C@@]12C[C@]3(CC1=C)CC[C@]1([H])[C@@](C)(CCC[C@@]1(C)[C@]3([H])CC2)C(O)=O InChI=1S/C20H30O2/c1-13-11-20-10-7-15-18(2,16(20)6-5-14(13)12-20)8-4-9-19(15,3)17(21)22/h14-16H,1,4-12H2,2-3H3,(H,21,22)/t14-,15+,16+,18-,19-,20-/m1/s1 NIKHGUQULKYIGE-OTCXFQBHSA-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 Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Aliphatic homopolycyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Hydrocarbon derivative Kaurane diterpenoid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Kaurane and phyllocladane diterpenoids Kaurenes ent-kaurane diterpenoid logp 4.13 ALOGPS logs -5.80 ALOGPS solubility 4.78e-04 g/l ALOGPS logp 4.81 ChemAxon pka_strongest_acidic 4.84 ChemAxon iupac (1S,4S,5R,9S,10R,13R)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carboxylic acid ChemAxon average_mass 302.458 ChemAxon mono_mass 302.224580206 ChemAxon smiles [H][C@@]12C[C@]3(CC1=C)CC[C@]1([H])[C@@](C)(CCC[C@@]1(C)[C@]3([H])CC2)C(O)=O ChemAxon formula C20H30O2 ChemAxon inchi InChI=1S/C20H30O2/c1-13-11-20-10-7-15-18(2,16(20)6-5-14(13)12-20)8-4-9-19(15,3)17(21)22/h14-16H,1,4-12H2,2-3H3,(H,21,22)/t14-,15+,16+,18-,19-,20-/m1/s1 ChemAxon inchikey NIKHGUQULKYIGE-OTCXFQBHSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 87.36 ChemAxon polarizability 35.32 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 2094 Specdb::NmrOneD 264268 Specdb::NmrOneD 264269 Specdb::NmrOneD 264270 Specdb::NmrOneD 264271 Specdb::NmrOneD 264272 Specdb::NmrOneD 264273 Specdb::NmrOneD 264274 Specdb::NmrOneD 264275 Specdb::NmrOneD 264276 Specdb::NmrOneD 264277 Specdb::NmrOneD 264278 Specdb::NmrOneD 264279 Specdb::NmrOneD 264280 Specdb::NmrOneD 264281 Specdb::NmrOneD 264282 Specdb::NmrOneD 264283 Specdb::NmrOneD 264284 Specdb::NmrOneD 264285 Specdb::NmrOneD 264286 Specdb::NmrOneD 264287 Specdb::MsMs 82551 Specdb::MsMs 82552 Specdb::MsMs 82553 Specdb::MsMs 143946 Specdb::MsMs 143947 Specdb::MsMs 143948 Specdb::MsMs 3602018 Specdb::MsMs 3602019 Specdb::MsMs 3602020 Specdb::MsMs 3602021 Specdb::MsMs 3602022 Specdb::MsMs 3602023 Specdb::CMs 1089765 Sugar apple Type 1 specific Annona squamosa 301693 Sunflower Type 1 specific Helianthus annuus 4232 Anti septic 603 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Juvabional 1058 Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.