A steroidal glycoalkaloid with diverse biological activities
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Solasonine

Item No. 28111

Technical Information
Formal Name
(3β,22α,25R)-spirosol-5-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-[β-D-glucopyranosyl-(1→3)]-β-D-galactopyranoside
CAS Number
19121-58-5
Synonyms
  • α-Solasonine
  • NSC 82149
Molecular Formula
C45H73NO16
Formula Weight
Purity
≥98%
A crystalline solid
DMSO: 100 mg/ml
SMILES
OC[C@H]([C@H](O)[C@H](O[C@]1([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H]2O[C@@]3([H])[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O3)O[C@@]2([H])O[C@H](C4)CC[C@@]5(C)C4=CC[C@]6([H])[C@]5([H])CC[C@@]7(C)[C@@]6([H])C[C@@]8([H])[C@]7([H])[C@H](C)[C@]9(NC[C@H](C)CC9)O8
InChi Code
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
Origin
Plant/Solanum nigrum
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Solasonine is a steroidal glycoalkaloid that has been found in S. melongena and has diverse biological activities, including anticancer, antiviral, and antiparasitic properties.1,2,3 It inhibits the growth of HT-29 and HepG2 cells by 68.4 and 79.3%, respectively, when used at a concentration of 10 μg/ml.1 Solasonine inhibits expression of hepatitis B virus surface antigen (HBsAg) in HepG2 2.2.15 cells (IC50 = 5.9 μM).2 It decreases survival of blood stream forms and epimastigotes of two T. cruzi strains in a concentration-dependent manner.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lee, K.-R., Kozukue, N., Han, J.-S., et alGlycoalkaloids and metabolites inhibit the growth of human colon (HT29) and liver (HepG2) cancer cells. J. Agric. Food Chem. 52(10), 2832-2839 (2004).

    2. Chou, S.-C., Huang, T.-S., Lin, E.-H., et alAntihepatitis B virus constituents of Solanum erianthum. Nat. Prod. Commun. 7(2), 153-156 (2012).

    3. Hall, C.A., Hobby, T., and Cipollini, M. Efficacy and mechanisms of α-solasonine-and α-solamargine-induced cytolysis on two strains of Trypanosoma cruzi. J. Chem. Ecol. 32(11), 2405-2416 (2006).