Compound: Solasonine
SMILES: O1[C@@H](O[C@@H]2CC3=CC[C@H]4[C@H]5[C@]([C@H]6[C@@H]([C@]7(NC[C@H](C)CC7)O[C@H]6C5)C)(C)CC[C@@H]4[C@@]3(C)CC2)[C@H](O[C@@H]8O[C@H]([C@H](O)[C@H]([C@H]8O)O)C)[C@@H](O[C@@H]9O[C@@H]([C@@H](O)[C@@H]([C@H]9O)O)CO)[C@H]([C@H]1CO)O
InChIKey: QCTMYNGDIBTNSK-XEAAVONHSA-N
Synonyms: Solasonine, 19121-58-5, PURAPURINE, Solasonin, TR60638HXL, DTXSID801028790, NSC-82149, (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-5-hydroxy-6-(hydroxymethyl)-2-[(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-yl]oxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol, beta-D-Galactopyranoside, (3beta,22alpha,25R)-spirosol-5-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-2)-O-(beta-D-glucopyranosyl-(1-3))-, (2S,3R,4R,5R,6S)-2-((2R,3R,4S,5S,6R)-5-hydroxy-6-(hydroxymethyl)-2-((1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro(5-oxapentacyclo(10.8.0.02,9.04,8.013,18)icos-18-ene-6,2'-piperidine)-16-yl)oxy-4-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyoxan-3-yl)oxy-6-methyloxane-3,4,5-triol, RefChem:184224, DTXCID201514399, alpha-solamarine, (3beta,22alpha,25R)-, 242-826-6, beta-D-Galactopyranoside, (3beta,22alpha,25R)-spirosol-5-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-->2)-O-[beta-D-glucopyranosyl-(1-->3)]-, Solasodamine, .alpha.-Solasonine, EINECS 242-826-6, C45H73NO16, UNII-TR60638HXL, NSC 82149, SOLASONINE [MI], CHEBI:9191, CHEMBL438956, orb1303587, orb3139396, SCHEMBL2683980, MSK3004, AKOS030528257, CCG-270555, EBC-617716, OS65589, AC-33986, beta-D-Galactopyranoside, (3beta,22alpha,25R)-spirosol-5-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-2)-O-(beta-D-glucopyranosyl-(1-3))- (9CI), BS-16392, DA-67684, NS00048370, S9144, Q7557107, (2S,3R,4S,5S,6R)-2-{[(2R,3S,4S,5R,6R)-3-hydroxy-2-(hydroxymethyl)-6-[(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosane-6,2'-piperidin]-18-eneoxy]-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol, .BETA.-D-GALACTOPYRANOSIDE, (3.BETA.,22.ALPHA.,25R)-SPIROSOL-5-EN-3-YL O-6- DEOXY-.ALPHA.-L-MANNOPYRANOSYL-(1-2)-O-(.BETA.-D-GLUCOPYRANOSYL-(1-3))-, .BETA.-D-GALACTOPYRANOSIDE, (3.BETA.,22.ALPHA.,25R)-SPIROSOL-5-EN-3-YL O-6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL-(1->2)-O-(.BETA.-D-GLUCOPYRANOSYL-(1->3))-, |A-D-Galactopyranoside, (3|A,22|A,25R)-spirosol-5-en-3-yl O-6-deoxy-|A-L-mannopyranosyl-(1 inverted exclamation marku2)-O-[|A-D-glucopyranosyl-(1 inverted exclamation marku3)]-
Theoretical properties:
molecular_formula: C45H73NO16
molecular_weight: 884.1 g/mol
exact_mass: 883.49293524 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 10
hydrogen_bond_acceptor_count: 17
rotatable_bond_count: 8
heavy_atom_count: 62
topological_polar_surface_area: 259 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Solasonine is a steroid, an azaspiro compound and an oxaspiro compound.
chembl: SOLASONINE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Solasonine is a glycoalkaloid that is found in Solanum plants of the family Solanaceae. Solasonine is a poisonous chemical compound when used at high levels.  It is a glycoside of solasodine. Glycoalkaloids such as solasonine have various applications including pharmacology, cancer treatments and even a role as a pesticide.
High levels of glycoalkaloids are  toxic to humans due to their ability to disrupt cell-membrane function. There is a loss of membrane integrity which puts the cell at risk for apoptosis (cell death) due to the ability of any chemical coming into contact with the cell.
Solasonine was one component of the unsuccessful experimental cancer drug candidate Coramsine.