1.0 2010-04-08 22:11:57 UTC 2019-11-26 03:11:57 UTC FDB015624 Heliangin Isolated from Helianthus tuberosus (Jerusalem artichoke). Heliangin is found in sunflower, jerusalem artichoke, and root vegetables. Heliangin Heliangine Leptocarpin C20H26O6 362.4168 362.172938564 (9Z)-8-hydroxy-4,9-dimethyl-14-methylidene-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-2-yl (2E)-2-methylbut-2-enoate (9Z)-8-hydroxy-4,9-dimethyl-14-methylidene-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-2-yl (2E)-2-methylbut-2-enoate 13323-48-3 C\C=C(/C)C(=O)OC1CC2(C)OC2CC(O)\C(C)=C/C2OC(=O)C(=C)C12 InChI=1S/C20H26O6/c1-6-10(2)18(22)25-15-9-20(5)16(26-20)8-13(21)11(3)7-14-17(15)12(4)19(23)24-14/h6-7,13-17,21H,4,8-9H2,1-3,5H3/b10-6+,11-7- DZTWAOVNNLDWNH-QZTBCQRESA-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 Dicarboxylic acids and derivatives Enoate esters Epoxides Fatty acid esters Gamma butyrolactones Hydrocarbon 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 Dicarboxylic acid or derivatives Enoate ester Ether Fatty acid ester Fatty acyl Gamma butyrolactone Germacranolide Hydrocarbon derivative Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxirane Secondary alcohol Sesquiterpenoid Tetrahydrofuran logp 1.45 ALOGPS logs -3.09 ALOGPS solubility 2.96e-01 g/l ALOGPS melting_point Mp 227-229° logp 2.41 ChemAxon pka_strongest_acidic 6.22 ChemAxon pka_strongest_basic -3 ChemAxon iupac (9Z)-8-hydroxy-4,9-dimethyl-14-methylidene-13-oxo-5,12-dioxatricyclo[9.3.0.0⁴,⁶]tetradec-9-en-2-yl (2E)-2-methylbut-2-enoate ChemAxon average_mass 362.4168 ChemAxon mono_mass 362.172938564 ChemAxon smiles C\C=C(/C)C(=O)OC1CC2(C)OC2CC(O)\C(C)=C/C2OC(=O)C(=C)C12 ChemAxon formula C20H26O6 ChemAxon inchi InChI=1S/C20H26O6/c1-6-10(2)18(22)25-15-9-20(5)16(26-20)8-13(21)11(3)7-14-17(15)12(4)19(23)24-14/h6-7,13-17,21H,4,8-9H2,1-3,5H3/b10-6+,11-7- ChemAxon inchikey DZTWAOVNNLDWNH-QZTBCQRESA-N ChemAxon polar_surface_area 85.36 ChemAxon refractivity 95.54 ChemAxon polarizability 38.36 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 4 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 22436 Specdb::CMs 44976 Specdb::CMs 157772 Specdb::MsMs 72795 Specdb::MsMs 72796 Specdb::MsMs 72797 Specdb::MsMs 131793 Specdb::MsMs 131794 Specdb::MsMs 131795 Specdb::MsMs 2417224 Specdb::MsMs 2417225 Specdb::MsMs 2417226 Specdb::MsMs 2549335 Specdb::MsMs 2549336 Specdb::MsMs 2549337 HMDB36692 #<Reference:0x000055ce32c1af60> Jerusalem artichoke Type 1 specific Helianthus tuberosus 4233 Root vegetables Unknown generic Spinach Type 1 specific Spinacia oleracea 3562 Sunflower Type 1 specific Helianthus annuus 4232 Phytohormonal 1224 A plant growth regulator that modulates the formation of stems, leaves and flowers, as well as the development and ripening of fruit. The term includes endogenous and non-endogenous compounds (e.g. active compounds produced by bacteria on the leaf surface) as well as semi-synthetic and fully synthetic compounds.