1.0 2010-04-08 22:04:56 UTC 2019-11-26 02:56:20 UTC FDB001345 Ginkgolide M Isolated from Ginkgo biloba (ginkgo). Ginkgolide M is found in fats and oils. Ginkgolide M C20H24O10 424.3986 424.136946988 8-tert-butyl-6,9,12-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-6,9,12-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.0¹,¹¹.0³,⁷.0⁷,¹¹.0¹³,¹⁷]nonadecane-5,15,18-trione 15291-78-8 CC1C2C(OC1=O)C(O)C13C4OC(=O)C21OC1OC(=O)C(O)C31C(C4O)C(C)(C)C InChI=1S/C20H24O10/c1-5-6-8(27-13(5)24)10(22)19-12-7(21)9(17(2,3)4)18(19)11(23)14(25)29-16(18)30-20(6,19)15(26)28-12/h5-12,16,21-23H,1-4H3 KDKROYXEHCYLJQ-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 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 Tetrahydrofuran Tricarboxylic acid or derivatives logp 0.60 ALOGPS logs -1.73 ALOGPS solubility 7.96e+00 g/l ALOGPS melting_point Mp 280° dec. logp -0.92 ChemAxon pka_strongest_acidic 12.05 ChemAxon pka_strongest_basic -3.3 ChemAxon iupac 8-tert-butyl-6,9,12-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 CC1C2C(OC1=O)C(O)C13C4OC(=O)C21OC1OC(=O)C(O)C31C(C4O)C(C)(C)C ChemAxon formula C20H24O10 ChemAxon inchi InChI=1S/C20H24O10/c1-5-6-8(27-13(5)24)10(22)19-12-7(21)9(17(2,3)4)18(19)11(23)14(25)29-16(18)30-20(6,19)15(26)28-12/h5-12,16,21-23H,1-4H3 ChemAxon inchikey KDKROYXEHCYLJQ-UHFFFAOYSA-N ChemAxon polar_surface_area 148.82 ChemAxon refractivity 91.58 ChemAxon polarizability 39.28 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 7 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 20469 Specdb::CMs 41713 Specdb::CMs 134234 Specdb::CMs 141968 Specdb::NmrOneD 16822 Specdb::NmrOneD 16823 Specdb::NmrOneD 16824 Specdb::NmrOneD 16825 Specdb::NmrOneD 16826 Specdb::NmrOneD 16827 Specdb::NmrOneD 16828 Specdb::NmrOneD 16829 Specdb::NmrOneD 16830 Specdb::NmrOneD 16831 Specdb::NmrOneD 16832 Specdb::NmrOneD 16833 Specdb::NmrOneD 16834 Specdb::NmrOneD 16835 Specdb::NmrOneD 16836 Specdb::NmrOneD 16837 Specdb::NmrOneD 16838 Specdb::NmrOneD 16839 Specdb::NmrOneD 16840 Specdb::NmrOneD 16841 Specdb::MsMs 108363 Specdb::MsMs 108364 Specdb::MsMs 108365 Specdb::MsMs 175566 Specdb::MsMs 175567 Specdb::MsMs 175568 Specdb::MsMs 2438536 Specdb::MsMs 2438537 Specdb::MsMs 2438538 Specdb::MsMs 2523639 Specdb::MsMs 2523640 Specdb::MsMs 2523641 HMDB30042 #<Reference:0x000055ce33637a70> Fats and oils Unknown generic