1.0 2010-04-08 22:11:22 UTC 2019-11-26 03:10:30 UTC FDB014623 Cucurbitacin E Cucurbitacin e is a member of the class of compounds known as cucurbitacins. Cucurbitacins are polycyclic compounds containing the tetracyclic cucurbitane nucleus skeleton, 19-(10->9b)-abeo-10alanost-5-ene (also known as 9b-methyl-19-nor lanosta-5-ene), with a variety of oxygenation functionalities at different positions. Cucurbitacin e is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Cucurbitacin e is a bitter tasting compound found in cucumber, muskmelon, and watermelon, which makes cucurbitacin e a potential biomarker for the consumption of these food products. α-elaterin α-elaterine a-Elaterin Alpha-elaterin Alpha-elaterine Cucurbitacin E Cucurbitacine e Cucurbitacine-e CUE Elaterin, alpha C32H44O8 556.687 556.303618384 (3E)-6-{4,13-dihydroxy-1,6,6,11,15-pentamethyl-5,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,7-dien-14-yl}-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl acetate cucurbitacin E 18444-66-1 CC(=O)OC(C)(C)\C=C\C(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(C=C(O)C(=O)C4(C)C)C3(C)C(=O)CC12C InChI=1S/C32H44O8/c1-17(33)40-27(2,3)13-12-23(36)32(9,39)25-21(35)15-29(6)22-11-10-18-19(14-20(34)26(38)28(18,4)5)31(22,8)24(37)16-30(25,29)7/h10,12-14,19,21-22,25,34-35,39H,11,15-16H2,1-9H3/b13-12+ NDYMQXYDSVBNLL-OUKQBFOZSA-N belongs to the class of organic compounds known as cucurbitacins. These are polycyclic compounds containing the tetracyclic cucurbitane nucleus skeleton, 19-(10->9b)-abeo-10alanost-5-ene (also known as 9b-methyl-19-nor lanosta-5-ene), with a variety of oxygenation functionalities at different positions. Cucurbitacins Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Cucurbitacins Aliphatic homopolycyclic compounds 11-oxosteroids 16-hydroxysteroids 3-oxo delta-1-steroids Acryloyl compounds Acyloins Alpha-hydroxy ketones Carboxylic acid esters Cyclic alcohols and derivatives Cyclohexenones Delta-1-steroids Enols Enones Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Secondary alcohols Steroid esters Tertiary alcohols Triterpenoids 11-oxosteroid 16-hydroxysteroid 2-hydroxysteroid 20-hydroxysteroid 21-oxosteroid 22-oxosteroid 3-oxo-delta-1-steroid 3-oxosteroid Acryloyl-group Acyloin Alcohol Aliphatic homopolycyclic compound Alpha,beta-unsaturated ketone Alpha-hydroxy ketone Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cucurbitacin skeleton Cyclic alcohol Cyclic ketone Cyclohexenone Delta-1-steroid Enol Enone Hydrocarbon derivative Hydroxysteroid Ketone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Secondary alcohol Steroid ester Tertiary alcohol Triterpenoid logp 3.72 ALOGPS logs -5.22 ALOGPS solubility 3.36e-03 g/l ALOGPS melting_point Mp 234° logp 3.48 ChemAxon pka_strongest_acidic 9.09 ChemAxon pka_strongest_basic -2.9 ChemAxon iupac (3E)-6-{4,13-dihydroxy-1,6,6,11,15-pentamethyl-5,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,7-dien-14-yl}-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl acetate ChemAxon average_mass 556.687 ChemAxon mono_mass 556.303618384 ChemAxon smiles CC(=O)OC(C)(C)\C=C\C(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(C=C(O)C(=O)C4(C)C)C3(C)C(=O)CC12C ChemAxon formula C32H44O8 ChemAxon inchi InChI=1S/C32H44O8/c1-17(33)40-27(2,3)13-12-23(36)32(9,39)25-21(35)15-29(6)22-11-10-18-19(14-20(34)26(38)28(18,4)5)31(22,8)24(37)16-30(25,29)7/h10,12-14,19,21-22,25,34-35,39H,11,15-16H2,1-9H3/b13-12+ ChemAxon inchikey NDYMQXYDSVBNLL-OUKQBFOZSA-N ChemAxon polar_surface_area 138.2 ChemAxon refractivity 152.61 ChemAxon polarizability 60.61 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 7 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 97857 Specdb::MsMs 97858 Specdb::MsMs 97859 Specdb::MsMs 162657 Specdb::MsMs 162658 Specdb::MsMs 162659 543904 Cucumber Type 1 specific Cucumis sativus 3659 Muskmelon Type 1 specific Cucumis melo 3656 Watermelon Type 1 specific Citrullus lanatus 3654 bitter anti gibberellin 297 A substance that diminishes the rate of a chemical reaction. anti hepatotoxic 328 Any compound that is able to prevent damage to the liver. antitumor 672 A substance that inhibits or prevents the proliferation of neoplasms. cytotoxic 859 A role played by the molecular entity or part thereof which causes the development of a pathological process. insectifuge 1041 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. Insectiphile 1042 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.