1.02010-04-08 22:06:17 UTC2019-11-26 03:00:05 UTCFDB004536LoliolideLoliolide, also known as (3s5r)-loliolide, is a member of the class of compounds known as benzofurans. Benzofurans are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Loliolide is soluble (in water) and an extremely weak acidic compound (based on its pKa). Loliolide can be found in sunflower, tea, and wakame, which makes loliolide a potential biomarker for the consumption of these food products.(-)-LoliolideC11H16O3196.2429196.109944378(6S,7aR)-6-hydroxy-4,4,7a-trimethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-2-one(6S,7aR)-6-hydroxy-4,4,7a-trimethyl-6,7-dihydro-5H-1-benzofuran-2-oneC[C@@]12C[C@@H](O)CC(C)(C)C1=CC(=O)O2InChI=1S/C11H16O3/c1-10(2)5-7(12)6-11(3)8(10)4-9(13)14-11/h4,7,12H,5-6H2,1-3H3/t7-,11+/m0/s1XEVQXKKKAVVSMW-WRWORJQWSA-N belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.BenzofuransOrganic compoundsOrganoheterocyclic compoundsBenzofuransAliphatic heteropolycyclic compoundsButenolidesCarbonyl compoundsCyclic alcohols and derivativesEnoate estersHydrocarbon derivativesLactonesMonocarboxylic acids and derivativesOrganic oxidesOxacyclic compoundsSecondary alcohols2-furanoneAlcoholAliphatic heteropolycyclic compoundAlpha,beta-unsaturated carboxylic esterBenzofuranCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterCyclic alcoholDihydrofuranEnoate esterHydrocarbon derivativeLactoneMonocarboxylic acid or derivativesOrganic oxideOrganic oxygen compoundOrganooxygen compoundOxacycleSecondary alcoholbenzofuranslogp1.66logs-1.19solubility1.27e+01 g/llogp1.11pka_strongest_acidic15.13pka_strongest_basic-2.7iupac(6S,7aR)-6-hydroxy-4,4,7a-trimethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-2-oneaverage_mass196.2429mono_mass196.109944378smilesC[C@@]12C[C@@H](O)CC(C)(C)C1=CC(=O)O2formulaC11H16O3inchiInChI=1S/C11H16O3/c1-10(2)5-7(12)6-11(3)8(10)4-9(13)14-11/h4,7,12H,5-6H2,1-3H3/t7-,11+/m0/s1inchikeyXEVQXKKKAVVSMW-WRWORJQWSA-Npolar_surface_area46.53refractivity52.56polarizability20.7rotatable_bond_count0acceptor_count2donor_count1physiological_charge0formal_charge0Specdb::MsMs50949Specdb::MsMs50950Specdb::MsMs50951Specdb::MsMs124881Specdb::MsMs124882Specdb::MsMs124883Specdb::MsMs3600611Specdb::MsMs3600612Specdb::MsMs3600613Specdb::MsMs3600614Specdb::MsMs3600615Specdb::MsMs3600616Black teaType 1Green teaType 1Herbal teaType 1Red teaType 1SunflowerType 1specificHelianthus annuus4232TeaType 1specificCamellia sinensis4442WakameType 1specificUndaria pinnatifida74381ant repellent71Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.pesticide1210Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.