Name | spirosol-5-en-3-yl 6-deoxyhexopyranosyl-(1->2)-[6-deoxyhexopyranosyl-(1->4)]hexopyranoside |
Synonyms | SOLAMERGINE Solamargine solamargine Α-SOLAMARGINE δ-Solanigrine Solamargine 20311-51-7 [(22R,25R)-Spirosola-5-ene-3β-yl]2-O,4-O-bis(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside (3β,22α,25R)-Spirosol-5-en-3-yl 6-deoxy-α-L-mannopyranosyl-(1→2)-[6-deoxy-α-L-mannopyranosyl-(1→4)]-β-D-glucopyranoside |
CAS | 20311-51-7 3671-38-3 30375-08-7 |
InChI | InChI=1/C45H73NO15/c1-19-9-14-45(46-17-19)20(2)30-28(61-45)16-27-25-8-7-23-15-24(10-12-43(23,5)26(25)11-13-44(27,30)6)57-42-39(60-41-36(53)34(51)32(49)22(4)56-41)37(54)38(29(18-47)58-42)59-40-35(52)33(50)31(48)21(3)55-40/h7,19-22,24-42,46-54H,8-18H2,1-6H3/t19-,20+,21+,22+,24+,25-,26+,27+,28+,29-,30+,31+,32+,33-,34-,35-,36-,37+,38-,39-,40+,41+,42-,43+,44+,45-/m1/s1 |
Molecular Formula | C45H73NO15 |
Molar Mass | 868.06 |
Density | 1.38 |
Melting Point | 301 °C |
Specific Rotation(α) | (MeOH)-105;(Py)-102 |
Solubility | Soluble in methanol, hot water, slightly soluble in ethyl acetate, insoluble in petroleum ether |
Appearance | White crystalline powder |
Color | Light Beige |
pKa | 12?+-.0.70(Predicted) |
Storage Condition | Refrigerator |
Refractive Index | 1.618 |
MDL | MFCD30207844 |
Physical and Chemical Properties | White crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, comes from Forst, a Solanum aviculare of Australian eggplant. Fruit. |
In vitro study | Solamargine (15 μg/ml; 72 hours) predominantly stimulates the cells of the G2/M phase to apoptosis. Solamargine (72 hours) dramatically inhibits the proliferation of SMMC-7721 and HepG2 cells in a dose- and time-dependent manner. The IC 50 s are 9.21 and 19.88 μg/ml, respectively. Cell Viability Assay Cell Line: SMMC-7721cells Concentration: 15 μg/ml Incubation Time: 72 hours Result: Displayed a significant increase of sub-G1. |
In vivo study | Solamargine (10 mg/kg; intragastric administration; once daily for 8 days) exhibits an antitumor effect and promotes the apoptosis of GC in vivo. Animal Model: Female specific pathogen-free BALB/c nude mice weighing 18-20 g (6-8-weeks-old) Dosage: 10 mg/kg Administration: Intragastric administration; once daily for 8 days Result: Tumor growth was significantly inhibited . |
Reference Show more | 1. Li Jun, Xiong Feng. Solanine induces apoptosis of human lung adenocarcinoma A549 cells through Caspase3 protein [J]. Amino acids and biological resources, 2016,38(03):21-24. 2. [IF = 2.289] Zhou Shun et al."Anthelmintic efficacy of natural saponins against Gyrodactylus kobayashii in goldfish (Carassius auratus) and their 3D-QSAR analysis." Parasitol Res. 2021 Mar;120(3):1143-1150 |