1.0 2010-04-08 22:10:37 UTC 2025-11-18 23:43:00 UTC FDB013270 Tomatidine Alkaloid from Lycopersicon esculentum (tomato). Tomatidine is found in garden tomato, garden tomato (variety), and potato. (22S,25S)-5alpha-spirosolan-3beta-ol (3beta,5alpha,22beta,25S)-spirosolan-3-ol (3beta,5alpha,25S)-spirosolan-3-ol 5α-Tomatidan-3β-ol 5a-Tomatidan-3b-ol, 8CI 5alpha-tomatidan-3beta-ol 5alpha-Tomatidan-3beta-ol (8CI) Spirosolan-3-ol Spirosolan-3-ol, (3α,22α-Tomatidan-3β-ol Spirosolan-3-ol, (3β,5α,22β,25S)- Spirosolan-3-ol, (3beta,5alpha,22beta,25S)- Spirosolan-3-ol, (3beta,5alpha,22beta,25S)- (9CI) Tomatidin Tomatidine C27H45NO2 415.6517 415.345029689 5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane-6,2'-piperidine]-16-ol tomatidine 77-59-8 CC1C2C(CC3C4CCC5CC(O)CCC5(C)C4CCC23C)OC11CCC(C)CN1 InChI=1S/C27H45NO2/c1-16-7-12-27(28-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(29)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-24,28-29H,5-15H2,1-4H3 XYNPYHXGMWJBLV-UHFFFAOYSA-N belongs to the class of organic compounds known as spirosolanes and derivatives. These are steroidal alkaloids with a structure containing a spirosolane skeleton. Siporosolane is a polycyclic compound that is characterized by a 1-oxa-6-azaspiro[4.5]decane moiety where the oxolane ring is fused to a docosahydronaphth[2,1:4',5']indene ring system. Spirosolane arises from the conversion of a cholestane side-chain into a bicyclic system containing a piperidine and a tetrahydrofuran ring. Spirosolanes and derivatives Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Steroidal alkaloids Aliphatic heteropolycyclic compounds 3-hydroxysteroids Alkaloids and derivatives Azacyclic compounds Azaspirodecane derivatives Azasteroids and derivatives Cyclic alcohols and derivatives Dialkylamines Hemiaminals Hydrocarbon derivatives Organopnictogen compounds Oxacyclic compounds Piperidines Secondary alcohols Tetrahydrofurans 3-hydroxysteroid Alcohol Aliphatic heteropolycyclic compound Alkaloid or derivatives Amine Azacycle Azaspirodecane Azasteroid Cyclic alcohol Hemiaminal Hydrocarbon derivative Hydroxysteroid Organic nitrogen compound Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Piperidine Secondary alcohol Secondary aliphatic amine Secondary amine Spirosolane skeleton Tetrahydrofuran logp 4.72 ALOGPS logs -6.34 ALOGPS solubility 1.89e-04 g/l ALOGPS melting_point Mp 210-211° logp 5.02 ChemAxon pka_strongest_acidic 18.3 ChemAxon pka_strongest_basic 9.54 ChemAxon iupac 5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane-6,2'-piperidine]-16-ol ChemAxon average_mass 415.6517 ChemAxon mono_mass 415.345029689 ChemAxon smiles CC1C2C(CC3C4CCC5CC(O)CCC5(C)C4CCC23C)OC11CCC(C)CN1 ChemAxon formula C27H45NO2 ChemAxon inchi InChI=1S/C27H45NO2/c1-16-7-12-27(28-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(29)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-24,28-29H,5-15H2,1-4H3 ChemAxon inchikey XYNPYHXGMWJBLV-UHFFFAOYSA-N ChemAxon polar_surface_area 41.49 ChemAxon refractivity 121.1 ChemAxon polarizability 51.09 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 14035 Specdb::CMs 44023 Specdb::CMs 152249 Specdb::MsMs 9878 Specdb::MsMs 9879 Specdb::MsMs 9880 Specdb::MsMs 11150 Specdb::MsMs 11151 Specdb::MsMs 11152 Specdb::MsMs 16550 Specdb::MsMs 16551 Specdb::MsMs 16552 Specdb::MsMs 17822 Specdb::MsMs 17823 Specdb::MsMs 17824 Specdb::MsMs 2372403 Specdb::MsMs 2372404 Specdb::MsMs 2372405 Specdb::MsMs 2563260 Specdb::MsMs 2563261 Specdb::MsMs 2563262 HMDB0034731 9629 Garden tomato Type 1 specific Solanum lycopersicum 4081 Garden tomato (var.) Type 1 specific Solanum lycopersicum var. lycopersicum 397755 Potato Type 1 specific Solanum tuberosum 4113 Anti feedant 275 Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.