Chemistry:Solasonine

Solasonine

Identifiers
CAS Number	19121-58-5 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:9191
ChEMBL	ChEMBL438956
PubChem CID	119247
UNII	TR60638HXL Y
InChI Key: QCTMYNGDIBTNSK-XEAAVONHSA-N
SMILES C[C@@H]1CC[C@@]2(NC1)O[C@H]3C[C@H]4[C@@H]5CC=C6C[C@H](CC[C@]6(C)[C@H]5CC[C@]4(C)[C@H]3[C@@H]2C)O[C@@H]7O[C@H](CO)[C@H](O)[C@H](O[C@@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@H]8O)[C@H]7O[C@@H]9O[C@@H](C)[C@H](O)[C@@H](O)[C@H]9O
Properties
Chemical formula	C45H73NO16
Molar mass	884.07 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

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.

Side Effects

Although, solasonine has anti-infection properties it has many adverse side effects as a steroidal glycoalkaloid. These side effects include low blood pressure, a decrease in respiratory activity, rapid heart beat etc. These side effects are the direct result of the cytotoxic properties of solasonine (at high levels) that lead to disrupted cell membranes.

See also

• Solauricidine