1.0 2010-04-08 22:06:53 UTC 2025-11-18 23:00:17 UTC FDB005870 Artecanin Artecanin belongs to guaianolides and derivatives class of compounds. Those are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative. Artecanin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Artecanin can be found in sweet bay, which makes artecanin a potential biomarker for the consumption of this food product. Artecanin Canin C15H18O5 278.3004 278.115423686 (1R,2R,5S,9S,10S,11S,13R,14S)-2-hydroxy-2,11-dimethyl-6-methylidene-8,12,15-trioxapentacyclo[8.5.0.0¹,¹⁴.0⁵,⁹.0¹¹,¹³]pentadecan-7-one canin 24959-84-0 C[C@@]12O[C@@H]1[C@@H]1O[C@]11[C@H]2[C@H]2OC(=O)C(=C)[C@@H]2CC[C@@]1(C)O InChI=1S/C15H18O5/c1-6-7-4-5-13(2,17)15-9(8(7)18-12(6)16)14(3)10(19-14)11(15)20-15/h7-11,17H,1,4-5H2,2-3H3/t7-,8-,9-,10+,11-,13+,14-,15+/m0/s1 KXLUWEYBZBGJRZ-POEOZHCLSA-N belongs to the class of organic compounds known as guaianolides and derivatives. These are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative. Guaianolides and derivatives Organic compounds Lipids and lipid-like molecules Prenol lipids Terpene lactones Aliphatic heteropolycyclic compounds 1,4-dioxepanes Carbonyl compounds Cyclic alcohols and derivatives Dialkyl ethers Enoate esters Epoxides Gamma butyrolactones Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Oxanes Sesquiterpenoids Tertiary alcohols Tetrahydrofurans 1,4-dioxepane Alcohol Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Dialkyl ether Dioxepane Enoate ester Ether Gamma butyrolactone Guaianolide-skeleton Hydrocarbon derivative Lactone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Oxirane Sesquiterpenoid Tertiary alcohol Tetrahydrofuran Guaianolide sesquiterpene lactone logp 0.73 ALOGPS logs -1.49 ALOGPS solubility 8.92e+00 g/l ALOGPS logp 0.77 ChemAxon pka_strongest_acidic 13.77 ChemAxon pka_strongest_basic -3.3 ChemAxon iupac (1R,2R,5S,9S,10S,11S,13R,14S)-2-hydroxy-2,11-dimethyl-6-methylidene-8,12,15-trioxapentacyclo[8.5.0.0¹,¹⁴.0⁵,⁹.0¹¹,¹³]pentadecan-7-one ChemAxon average_mass 278.3004 ChemAxon mono_mass 278.115423686 ChemAxon smiles C[C@@]12O[C@@H]1[C@@H]1O[C@]11[C@H]2[C@H]2OC(=O)C(=C)[C@@H]2CC[C@@]1(C)O ChemAxon formula C15H18O5 ChemAxon inchi InChI=1S/C15H18O5/c1-6-7-4-5-13(2,17)15-9(8(7)18-12(6)16)14(3)10(19-14)11(15)20-15/h7-11,17H,1,4-5H2,2-3H3/t7-,8-,9-,10+,11-,13+,14-,15+/m0/s1 ChemAxon inchikey KXLUWEYBZBGJRZ-POEOZHCLSA-N ChemAxon polar_surface_area 71.59 ChemAxon refractivity 66.24 ChemAxon polarizability 27.95 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 4 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 52350 Specdb::MsMs 52351 Specdb::MsMs 52352 Specdb::MsMs 169899 Specdb::MsMs 169900 Specdb::MsMs 169901 Specdb::MsMs 3602207 Specdb::MsMs 3602208 Specdb::MsMs 3602209 Specdb::MsMs 3603305 Specdb::MsMs 3603306 Specdb::MsMs 3603307 Sweet bay Type 1 specific Laurus nobilis 85223 Anti feedant 275 Anti-aggregant 94 Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Anti-secretory 601