1.0 2010-04-08 22:08:09 UTC 2018-05-28 23:19:01 UTC FDB008600 5alpha-Tomatidan-3-one Alkaloid from roots of a Lycopersicon esculentum/Lycopersicon hirsutum hybrid. 5a-Tomatidan-3-one C27H43NO2 413.6358 413.329379625 5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane-6,2'-piperidine]-16-one 5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane-6,2'-piperidine]-16-one 6870-84-4 CC1C2C(CC3C4CCC5CC(=O)CCC5(C)C4CCC23C)OC11CCC(C)CN1 InChI=1S/C27H43NO2/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/h16-18,20-24,28H,5-15H2,1-4H3 VCYNHQOAZQMPOJ-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-oxosteroids Alkaloids and derivatives Azacyclic compounds Azaspirodecane derivatives Azasteroids and derivatives Cyclic ketones Dialkylamines Hemiaminals Hydrocarbon derivatives Organic oxides Organopnictogen compounds Oxacyclic compounds Piperidines Tetrahydrofurans 3-oxosteroid Aliphatic heteropolycyclic compound Alkaloid or derivatives Amine Azacycle Azaspirodecane Azasteroid Carbonyl group Cyclic ketone Hemiaminal Hydrocarbon derivative Ketone Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Oxosteroid Piperidine Secondary aliphatic amine Secondary amine Spirosolane skeleton Tetrahydrofuran logp 4.45 ALOGPS logs -6.31 ALOGPS solubility 2.01e-04 g/l ALOGPS melting_point Mp 195-198° logp 5.22 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-one ChemAxon average_mass 413.6358 ChemAxon mono_mass 413.329379625 ChemAxon smiles CC1C2C(CC3C4CCC5CC(=O)CCC5(C)C4CCC23C)OC11CCC(C)CN1 ChemAxon formula C27H43NO2 ChemAxon inchi InChI=1S/C27H43NO2/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/h16-18,20-24,28H,5-15H2,1-4H3 ChemAxon inchikey VCYNHQOAZQMPOJ-UHFFFAOYSA-N ChemAxon polar_surface_area 38.33 ChemAxon refractivity 120.07 ChemAxon polarizability 50.48 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 19116 Specdb::CMs 134640 Specdb::CMs 142374 Specdb::MsMs 67680 Specdb::MsMs 67681 Specdb::MsMs 67682 Specdb::MsMs 125553 Specdb::MsMs 125554 Specdb::MsMs 125555 Specdb::MsMs 3059893 Specdb::MsMs 3059894 Specdb::MsMs 3059895 Specdb::MsMs 3107654 Specdb::MsMs 3107655 Specdb::MsMs 3107656 HMDB31913 #<Reference:0x000055ce32f9e538>