1.0 2010-04-08 22:04:42 UTC 2019-11-26 02:55:22 UTC FDB000771 Ginkgolide J Isolated from Ginkgo biloba (ginkgo). Ginkgolide J is found in ginkgo nuts and fats and oils. Ginkgolide J C20H24O10 424.3986 424.136946988 8-tert-butyl-6,9,17-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.0¹,¹¹.0³,⁷.0⁷,¹¹.0¹³,¹⁷]nonadecane-5,15,18-trione 8-tert-butyl-6,9,17-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.0¹,¹¹.0³,⁷.0⁷,¹¹.0¹³,¹⁷]nonadecane-5,15,18-trione 107438-79-9 CC1C(=O)OC2CC34C5OC(=O)C3(OC3OC(=O)C(O)C43C(C5O)C(C)(C)C)C12O InChI=1S/C20H24O10/c1-6-12(23)27-7-5-17-11-8(21)9(16(2,3)4)18(17)10(22)13(24)29-15(18)30-20(17,14(25)28-11)19(6,7)26/h6-11,15,21-22,26H,5H2,1-4H3 LMEHVEUFNRJAAV-UHFFFAOYSA-N belongs to the class of organic compounds known as ginkgolides and bilobalides. These are diterpene lactones with a structure based either on the gingkolide or the bilobalide skeleton. The ginkgolide skeleton is a very rigid structure consisting of hexacyclic C20 trilactone. The cis-fused F/A/D/C ring junction forms an empty semi-ball hole, the D ring contains a cage form tetrahydrofuran ring which occupies the center of the empty hole, and the oxygen atoms of the D,C and F ring and 10-hydroxyl group consist of an analogous crown ether structure. Ginkgolides and bilobalides Organic compounds Lipids and lipid-like molecules Prenol lipids Terpene lactones Aliphatic heteropolycyclic compounds Acetals Carbonyl compounds Carboxylic acid esters Cyclic alcohols and derivatives Diterpenoids Furofurans Gamma butyrolactones Hydrocarbon derivatives Organic oxides Oxacyclic compounds Polyols Secondary alcohols Tertiary alcohols Tetrahydrofurans Tricarboxylic acids and derivatives Acetal Alcohol Aliphatic heteropolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Diterpenoid Furofuran Gamma butyrolactone Ginkgolide-skeleton Hydrocarbon derivative Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Polyol Secondary alcohol Tertiary alcohol Tetrahydrofuran Tricarboxylic acid or derivatives logp 0.23 ALOGPS logs -1.79 ALOGPS solubility 6.96e+00 g/l ALOGPS melting_point Mp 320° logp -0.66 ChemAxon pka_strongest_acidic 11.76 ChemAxon pka_strongest_basic -3.3 ChemAxon iupac 8-tert-butyl-6,9,17-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.0¹,¹¹.0³,⁷.0⁷,¹¹.0¹³,¹⁷]nonadecane-5,15,18-trione ChemAxon average_mass 424.3986 ChemAxon mono_mass 424.136946988 ChemAxon smiles CC1C(=O)OC2CC34C5OC(=O)C3(OC3OC(=O)C(O)C43C(C5O)C(C)(C)C)C12O ChemAxon formula C20H24O10 ChemAxon inchi InChI=1S/C20H24O10/c1-6-12(23)27-7-5-17-11-8(21)9(16(2,3)4)18(17)10(22)13(24)29-15(18)30-20(17,14(25)28-11)19(6,7)26/h6-11,15,21-22,26H,5H2,1-4H3 ChemAxon inchikey LMEHVEUFNRJAAV-UHFFFAOYSA-N ChemAxon polar_surface_area 148.82 ChemAxon refractivity 91.46 ChemAxon polarizability 39.26 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 7 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 12671 Specdb::MsMs 12672 Specdb::MsMs 12673 Specdb::MsMs 19343 Specdb::MsMs 19344 Specdb::MsMs 19345 Specdb::MsMs 2733396 Specdb::MsMs 2733397 Specdb::MsMs 2733398 Specdb::MsMs 2973051 Specdb::MsMs 2973052 Specdb::MsMs 2973053 Specdb::NmrOneD 15802 Specdb::NmrOneD 15803 Specdb::NmrOneD 15804 Specdb::NmrOneD 15805 Specdb::NmrOneD 15806 Specdb::NmrOneD 15807 Specdb::NmrOneD 15808 Specdb::NmrOneD 15809 Specdb::NmrOneD 15810 Specdb::NmrOneD 15811 Specdb::NmrOneD 15812 Specdb::NmrOneD 15813 Specdb::NmrOneD 15814 Specdb::NmrOneD 15815 Specdb::NmrOneD 15816 Specdb::NmrOneD 15817 Specdb::NmrOneD 15818 Specdb::NmrOneD 15819 Specdb::NmrOneD 15820 Specdb::NmrOneD 15821 Specdb::CMs 15635 Specdb::CMs 41467 Specdb::CMs 152192 Specdb::CMs 154264 Specdb::CMs 154265 Specdb::CMs 154267 Specdb::CMs 154269 Specdb::CMs 154271 Specdb::CMs 154273 Specdb::CMs 154275 Specdb::CMs 154278 Specdb::CMs 154280 Specdb::CMs 154282 Specdb::CMs 154284 Specdb::CMs 154286 Specdb::CMs 154288 Specdb::CMs 279973 HMDB29605 #<Reference:0x000055ce3301e080> Fats and oils Unknown generic Ginkgo nuts Type 1 specific Ginkgo biloba 3311