1.0 2010-04-08 22:06:37 UTC 2025-11-18 22:58:45 UTC FDB005284 Cucurbitacin A Cucurbitacin a 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 a is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Cucurbitacin a can be found in cucumber, which makes cucurbitacin a a potential biomarker for the consumption of this food product. C32H46O9 574.7022 574.31418307 (3E)-6-[4,13-dihydroxy-1-(hydroxymethyl)-6,6,11,15-tetramethyl-5,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl acetate (3E)-6-[4,13-dihydroxy-1-(hydroxymethyl)-6,6,11,15-tetramethyl-5,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl acetate CC(=O)OC(C)(C)\C=C\C(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(CC(O)C(=O)C4(C)C)C3(CO)C(=O)CC12C InChI=1S/C32H46O9/c1-17(34)41-27(2,3)12-11-23(37)31(8,40)25-21(36)14-29(6)22-10-9-18-19(13-20(35)26(39)28(18,4)5)32(22,16-33)24(38)15-30(25,29)7/h9,11-12,19-22,25,33,35-36,40H,10,13-16H2,1-8H3/b12-11+ IHTCCHVMPGDDSL-VAWYXSNFSA-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-5-steroids Acryloyl compounds Acyloins Alpha-hydroxy ketones Carboxylic acid esters Cyclic alcohols and derivatives Cyclic ketones Delta-5-steroids Enones Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Primary alcohols Secondary alcohols Steroid esters Tertiary alcohols Triterpenoids 11-oxosteroid 16-hydroxysteroid 2-hydroxysteroid 20-hydroxysteroid 21-oxosteroid 22-oxosteroid 3-oxo-delta-5-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 Delta-5-steroid Enone Hydrocarbon derivative Hydroxysteroid Ketone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Primary alcohol Secondary alcohol Steroid ester Tertiary alcohol Triterpenoid logp 2.81 ALOGPS logs -4.51 ALOGPS solubility 1.79e-02 g/l ALOGPS logp 1.85 ChemAxon pka_strongest_acidic 12.8 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac (3E)-6-[4,13-dihydroxy-1-(hydroxymethyl)-6,6,11,15-tetramethyl-5,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl acetate ChemAxon average_mass 574.7022 ChemAxon mono_mass 574.31418307 ChemAxon smiles CC(=O)OC(C)(C)\C=C\C(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(CC(O)C(=O)C4(C)C)C3(CO)C(=O)CC12C ChemAxon formula C32H46O9 ChemAxon inchi InChI=1S/C32H46O9/c1-17(34)41-27(2,3)12-11-23(37)31(8,40)25-21(36)14-29(6)22-10-9-18-19(13-20(35)26(39)28(18,4)5)32(22,16-33)24(38)15-30(25,29)7/h9,11-12,19-22,25,33,35-36,40H,10,13-16H2,1-8H3/b12-11+ ChemAxon inchikey IHTCCHVMPGDDSL-VAWYXSNFSA-N ChemAxon polar_surface_area 158.43 ChemAxon refractivity 152.82 ChemAxon polarizability 62.05 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 8 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 85536 Specdb::MsMs 85537 Specdb::MsMs 85538 Specdb::MsMs 147651 Specdb::MsMs 147652 Specdb::MsMs 147653 Specdb::MsMs 3601610 Specdb::MsMs 3601611 Specdb::MsMs 3601612 Specdb::MsMs 3601613 Specdb::MsMs 3601614 Specdb::MsMs 3601615 Cucumber Type 1 specific Cucumis sativus 3659 Cytotoxic 859 A role played by the molecular entity or part thereof which causes the development of a pathological process.