1.0 2010-04-08 22:11:56 UTC 2019-11-26 03:11:54 UTC FDB015589 2beta,9xi-Dihydroxy-8-oxo-1(10),4,11(13)-germacratrien-12,6alpha-olide Isolated from Tanacetum vulgare (tansy). 2beta,9xi-Dihydroxy-8-oxo-1(10),4,11(13)-germacratrien-12,6alpha-olide is found in herbs and spices. 2b,9x-Dihydroxy-8-oxo-1(10),4,11(13)-germacratrien-12,6a-olide C15H18O5 278.3004 278.115423686 4,8-dihydroxy-6,10-dimethyl-3-methylidene-2H,3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-2,5-dione 4,8-dihydroxy-6,10-dimethyl-3-methylidene-3aH,4H,8H,9H,11aH-cyclodeca[b]furan-2,5-dione C\C1=C\C2OC(=O)C(=C)C2C(O)C(=O)\C(C)=C/C(O)C1 InChI=1S/C15H18O5/c1-7-4-10(16)6-8(2)13(17)14(18)12-9(3)15(19)20-11(12)5-7/h5-6,10-12,14,16,18H,3-4H2,1-2H3/b7-5-,8-6- BPDUDXQLWXZOHB-SFECMWDFSA-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 Enoate esters Gamma butyrolactones Germacrane sesquiterpenoids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Secondary alcohols Tetrahydrofurans Alcohol Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic ketone Enoate ester Gamma butyrolactone Germacrane sesquiterpenoid Germacranolide Hydrocarbon derivative Ketone Lactone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Secondary alcohol Sesquiterpenoid Tetrahydrofuran logp -0.06 ALOGPS logs -1.67 ALOGPS solubility 5.96e+00 g/l ALOGPS logp 1.09 ChemAxon pka_strongest_acidic 4.72 ChemAxon pka_strongest_basic -2.9 ChemAxon iupac 4,8-dihydroxy-6,10-dimethyl-3-methylidene-2H,3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-2,5-dione ChemAxon average_mass 278.3004 ChemAxon mono_mass 278.115423686 ChemAxon smiles C\C1=C\C2OC(=O)C(=C)C2C(O)C(=O)\C(C)=C/C(O)C1 ChemAxon formula C15H18O5 ChemAxon inchi InChI=1S/C15H18O5/c1-7-4-10(16)6-8(2)13(17)14(18)12-9(3)15(19)20-11(12)5-7/h5-6,10-12,14,16,18H,3-4H2,1-2H3/b7-5-,8-6- ChemAxon inchikey BPDUDXQLWXZOHB-SFECMWDFSA-N ChemAxon polar_surface_area 83.83 ChemAxon refractivity 73.55 ChemAxon polarizability 28.22 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 19629 Specdb::CMs 44961 Specdb::CMs 132933 Specdb::CMs 140667 Specdb::NmrOneD 136790 Specdb::NmrOneD 136791 Specdb::NmrOneD 136792 Specdb::NmrOneD 136793 Specdb::NmrOneD 136794 Specdb::NmrOneD 136795 Specdb::NmrOneD 136796 Specdb::NmrOneD 136797 Specdb::NmrOneD 136798 Specdb::NmrOneD 136799 Specdb::NmrOneD 136800 Specdb::NmrOneD 136801 Specdb::NmrOneD 136802 Specdb::NmrOneD 136803 Specdb::NmrOneD 136804 Specdb::NmrOneD 136805 Specdb::NmrOneD 136806 Specdb::NmrOneD 136807 Specdb::NmrOneD 136808 Specdb::NmrOneD 136809 Specdb::MsMs 106380 Specdb::MsMs 106381 Specdb::MsMs 106382 Specdb::MsMs 173115 Specdb::MsMs 173116 Specdb::MsMs 173117 Specdb::MsMs 2302200 Specdb::MsMs 2302201 Specdb::MsMs 2302202 Specdb::MsMs 3066128 Specdb::MsMs 3066129 Specdb::MsMs 3066130 HMDB36662 #<Reference:0x000055ce31ab4a50> Herbs and Spices Unknown generic