1.0 2011-03-17 23:25:35 UTC 2019-11-26 03:20:39 UTC FDB021648 1,10-Epoxy-3,8-dihydroxy-4,11(13)-germacradien-12,6-olide 1,10-epoxy-3,8-dihydroxy-4,11(13)-germacradien-12,6-olide 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. 1,10-epoxy-3,8-dihydroxy-4,11(13)-germacradien-12,6-olide is soluble (in water) and a very weakly acidic compound (based on its pKa). 1,10-epoxy-3,8-dihydroxy-4,11(13)-germacradien-12,6-olide can be found in roman camomile, which makes 1,10-epoxy-3,8-dihydroxy-4,11(13)-germacradien-12,6-olide a potential biomarker for the consumption of this food product. 1,10-Epoxy-3,8-dihydroxy-4,11(13)-germacradien-12,6-olide C15H20O5 280.3163 280.13107375 (9Z)-2,8-dihydroxy-4,9-dimethyl-14-methylidene-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-13-one (9Z)-2,8-dihydroxy-4,9-dimethyl-14-methylidene-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-13-one C\C1=C\C2OC(=O)C(=C)C2C(O)CC2(C)OC2CC1O InChI=1S/C15H20O5/c1-7-4-11-13(8(2)14(18)19-11)10(17)6-15(3)12(20-15)5-9(7)16/h4,9-13,16-17H,2,5-6H2,1,3H3/b7-4- SCDDMRZFVFJIRF-DAXSKMNVSA-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 Carbonyl compounds Dialkyl ethers Enoate esters Epoxides Gamma butyrolactones Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Secondary alcohols Sesquiterpenoids Tetrahydrofurans Alcohol Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dialkyl ether Enoate ester Ether Gamma butyrolactone Germacranolide Hydrocarbon derivative Lactone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxirane Secondary alcohol Sesquiterpenoid Tetrahydrofuran logp 0.26 ALOGPS logs -1.35 ALOGPS solubility 1.24e+01 g/l ALOGPS logp 0.19 ChemAxon pka_strongest_acidic 14.29 ChemAxon pka_strongest_basic -2.9 ChemAxon iupac (9Z)-2,8-dihydroxy-4,9-dimethyl-14-methylidene-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-13-one ChemAxon average_mass 280.3163 ChemAxon mono_mass 280.13107375 ChemAxon smiles C\C1=C\C2OC(=O)C(=C)C2C(O)CC2(C)OC2CC1O ChemAxon formula C15H20O5 ChemAxon inchi InChI=1S/C15H20O5/c1-7-4-11-13(8(2)14(18)19-11)10(17)6-15(3)12(20-15)5-9(7)16/h4,9-13,16-17H,2,5-6H2,1,3H3/b7-4- ChemAxon inchikey SCDDMRZFVFJIRF-DAXSKMNVSA-N ChemAxon polar_surface_area 79.29 ChemAxon refractivity 71.71 ChemAxon polarizability 28.92 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 1253302 Specdb::MsMs 1253303 Specdb::MsMs 1253304 Specdb::MsMs 1368529 Specdb::MsMs 1368530 Specdb::MsMs 1368531 Specdb::MsMs 3606673 Specdb::MsMs 3606674 Specdb::MsMs 3606675 Specdb::MsMs 3607600 Specdb::MsMs 3607601 Specdb::MsMs 3607602 Roman camomile Type 1 specific Chamaemelum nobile 99037 Antitumor 672 A substance that inhibits or prevents the proliferation of neoplasms.