1.0 2010-04-08 22:06:48 UTC 2025-11-18 22:59:48 UTC FDB005681 15-Hydroxy-3-dehydrodeoxyfruticin 15-hydroxy-3-dehydrodeoxyfruticin belongs to germacranolides and derivatives class of compounds. Those are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety. 15-hydroxy-3-dehydrodeoxyfruticin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 15-hydroxy-3-dehydrodeoxyfruticin can be found in sunflower, which makes 15-hydroxy-3-dehydrodeoxyfruticin a potential biomarker for the consumption of this food product. C20H24O7 376.405 376.152203113 6-hydroxy-10-(hydroxymethyl)-6-methyl-3-methylidene-2,9-dioxo-2H,3H,3aH,4H,5H,6H,9H,11aH-cyclodeca[b]furan-4-yl 2-methylbut-2-enoate 6-hydroxy-10-(hydroxymethyl)-6-methyl-3-methylidene-2,9-dioxo-3aH,4H,5H,11aH-cyclodeca[b]furan-4-yl 2-methylbut-2-enoate CC=C(C)C(=O)OC1CC(C)(O)C=CC(=O)C(CO)=CC2OC(=O)C(=C)C12 InChI=1S/C20H24O7/c1-5-11(2)18(23)27-16-9-20(4,25)7-6-14(22)13(10-21)8-15-17(16)12(3)19(24)26-15/h5-8,15-17,21,25H,3,9-10H2,1-2,4H3 NEJKUCWBWUMARI-UHFFFAOYSA-N belongs to the class of organic compounds known as germacranolides and derivatives. These are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety. Germacranolides and derivatives Organic compounds Lipids and lipid-like molecules Prenol lipids Terpene lactones Aliphatic heteropolycyclic compounds Cyclic ketones Dicarboxylic acids and derivatives Enoate esters Fatty acid esters Gamma butyrolactones Germacrane sesquiterpenoids Hydrocarbon derivatives Organic oxides Oxacyclic compounds Primary alcohols Tertiary alcohols Tetrahydrofurans Alcohol Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic ketone Dicarboxylic acid or derivatives Enoate ester Fatty acid ester Fatty acyl Gamma butyrolactone Germacrane sesquiterpenoid Germacranolide Hydrocarbon derivative Ketone Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Primary alcohol Sesquiterpenoid Tertiary alcohol Tetrahydrofuran logp 0.83 ALOGPS logs -2.99 ALOGPS solubility 3.85e-01 g/l ALOGPS logp 1.83 ChemAxon pka_strongest_acidic 14.41 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac 6-hydroxy-10-(hydroxymethyl)-6-methyl-3-methylidene-2,9-dioxo-2H,3H,3aH,4H,5H,6H,9H,11aH-cyclodeca[b]furan-4-yl 2-methylbut-2-enoate ChemAxon average_mass 376.405 ChemAxon mono_mass 376.152203113 ChemAxon smiles CC=C(C)C(=O)OC1CC(C)(O)C=CC(=O)C(CO)=CC2OC(=O)C(=C)C12 ChemAxon formula C20H24O7 ChemAxon inchi InChI=1S/C20H24O7/c1-5-11(2)18(23)27-16-9-20(4,25)7-6-14(22)13(10-21)8-15-17(16)12(3)19(24)26-15/h5-8,15-17,21,25H,3,9-10H2,1-2,4H3 ChemAxon inchikey NEJKUCWBWUMARI-UHFFFAOYSA-N ChemAxon polar_surface_area 110.13 ChemAxon refractivity 99.62 ChemAxon polarizability 38.74 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 5 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 66564 Specdb::MsMs 66565 Specdb::MsMs 66566 Specdb::MsMs 124164 Specdb::MsMs 124165 Specdb::MsMs 124166 Specdb::MsMs 3602024 Specdb::MsMs 3602025 Specdb::MsMs 3602026 Specdb::MsMs 3602027 Specdb::MsMs 3602028 Specdb::MsMs 3602029 Sunflower Type 1 specific Helianthus annuus 4232 7.8 7.8 7.8 mg/100 g