1.0 2010-04-08 22:06:17 UTC 2025-11-18 22:56:40 UTC FDB004536 Loliolide Loliolide, 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. (-)-Loliolide C11H16O3 196.2429 196.109944378 (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-one C[C@@]12C[C@@H](O)CC(C)(C)C1=CC(=O)O2 InChI=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/s1 XEVQXKKKAVVSMW-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. Benzofurans Organic compounds Organoheterocyclic compounds Benzofurans Aliphatic heteropolycyclic compounds Butenolides Carbonyl compounds Cyclic alcohols and derivatives Enoate esters Hydrocarbon derivatives Lactones Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Secondary alcohols 2-furanone Alcohol Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Benzofuran Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Dihydrofuran Enoate ester Hydrocarbon derivative Lactone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Oxacycle Secondary alcohol benzofurans logp 1.66 ALOGPS logs -1.19 ALOGPS solubility 1.27e+01 g/l ALOGPS logp 1.11 ChemAxon pka_strongest_acidic 15.13 ChemAxon pka_strongest_basic -2.7 ChemAxon iupac (6S,7aR)-6-hydroxy-4,4,7a-trimethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-2-one ChemAxon average_mass 196.2429 ChemAxon mono_mass 196.109944378 ChemAxon smiles C[C@@]12C[C@@H](O)CC(C)(C)C1=CC(=O)O2 ChemAxon formula C11H16O3 ChemAxon inchi InChI=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/s1 ChemAxon inchikey XEVQXKKKAVVSMW-WRWORJQWSA-N ChemAxon polar_surface_area 46.53 ChemAxon refractivity 52.56 ChemAxon polarizability 20.7 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 50949 Specdb::MsMs 50950 Specdb::MsMs 50951 Specdb::MsMs 124881 Specdb::MsMs 124882 Specdb::MsMs 124883 Specdb::MsMs 3600611 Specdb::MsMs 3600612 Specdb::MsMs 3600613 Specdb::MsMs 3600614 Specdb::MsMs 3600615 Specdb::MsMs 3600616 Black tea Type 1 Green tea Type 1 Herbal tea Type 1 Red tea Type 1 Sunflower Type 1 specific Helianthus annuus 4232 Tea Type 1 specific Camellia sinensis 4442 Wakame Type 1 specific Undaria pinnatifida 74381 Ant repellent 71 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. 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.