Solasonine

Catalog Number	ACM19121585-1
CAS Number	19121-58-5
Description	Solasonine is a cytotoxic glycoalkaloid found in plants of the genus Solanum. This steroidal glucoside has anti-proliferative activity and can trigger apoptosis. In breast cancer cell lines, it activates the mitochondrial cytochrome c-mediated pathway. In a liver cancer in vitro model, solasonine inhibits interactions between mortalin, a Hsp70 chaperone, and tumor suppressor p53, allowing p53 to activate the cell death pathway.
Synonyms	Solasodamine
Molecular Weight	884.06 g/mol
Molecular Formula	C45H73NO16
Canonical SMILES	C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)C)NC1
InChI	InChI=1S/C45H73NO16/c1-19-8-13-45(46-16-19)20(2)30-27(62-45)15-26-24-7-6-22-14-23(9-11-43(22,4)25(24)10-12-44(26,30)5)57-42-39(61-40-36(54)34(52)31(49)21(3)56-40)38(33(51)29(18-48)59-42)60-41-37(55)35(53)32(50)28(17-47)58-41/h6,19-21,23-42,46-55H,7-18H2,1-5H3/t19-,20+,21+,23+,24-,25+,26+,27+,28-,29-,30+,31+,32-,33+,34-,35+,36-,37-,38+,39-,40+,41+,42-,43+,44+,45-/m1/s1
InChI Key	QCTMYNGDIBTNSK-XEAAVONHSA-N
Melting Point	301-303 °C
Purity	95%+
Density	1.42
Storage	store at 2℃-8℃
Complexity	1630
Covalently-Bonded Unit Count	1
Defined Atom Stereocenter Count	26
Exact Mass	883.49293524
Harmonized Tariff Code	Switzerland: 29389010 - USA: 2938900000 - Slovakia: 2938901000 - UK: 2938909000 - China: 2938909090
Heavy Atom Count	62
Hydrogen Bond Acceptor Count	17
Hydrogen Bond Donor Count	10
Isomeric SMILES	C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)C)NC1
MDL Number	MFCD00017611
Monoisotopic Mass	883.49293524
PhysicalState	Powder
Rotatable Bond Count	8
Topological Polar Surface Area	259 Ų

Custom Q&A

What is the chemical formula of Solasonine?

The chemical formula of Solasonine is C45H73NO16.

What is the molecular weight of Solasonine?

The molecular weight of Solasonine is 884.07.

What is the melting point of Solasonine?

The melting point of Solasonine is 301-303℃.

What is the density of Solasonine?

The density of Solasonine is 1.42.

What is the solubility of Solasonine in DMSO?

Solasonine is soluble in DMSO at 100 mg/mL (113.11 mM; Need ultrasonic).

What is the primary usage of α-Solasonine?

α-Solasonine is a natural glycoalkaloid compound which has been shown to inhibit Gli-mediated transcritional activity.

What does Solasonine yield when alkaline hydrolysis is performed?

Solasonine gives solasodine and one mole each of galactose, glucose, and rhamnose on alkaline hydrolysis.

What is the color of Solasonine in powder form?

The color of Solasonine in powder form is white-beige.

How does Solasonine crystallize for purification?

Solasonine crystallizes from aqueous 80% dioxane or MeOH in needles.

What are some references where Solasonine has been mentioned?

Some references where Solasonine has been mentioned are Oddo et al., Gazzetta, Levi., J. Soc. Chem. Ind., Briggs., Nature, Briggs., J. Chem. Soc., Briggs, Vining., and Hayes, Scaforth.

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