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SOLASONINE

SOLASONINE Structure
CAS No.
19121-58-5
Chemical Name:
SOLASONINE
Synonyms
SOLASONIN;PURAPURIN;NSC 82149;SOLANINE S;PURAPURINE;SOLASONINE;SOLANCARPIN;Solasoonine;SOLASODAMINE;α-Solasonine
CBNumber:
CB3274987
Molecular Formula:
C45H73NO16
Molecular Weight:
884.07
MOL File:
19121-58-5.mol
Modify Date:
2023/8/24 17:20:48

SOLASONINE Properties

Melting point 301-303℃
alpha D23 -88° (c = 1.01 in pyridine); D22 -74.5° (c = 0.51 in methanol)
Density 1.42
solubility DMSO : 100 mg/mL (113.11 mM; Need ultrasonic)
form powder
pka 12.78±0.70(Predicted)
color White-beige
LogP 4.350 (est)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
NFPA 704
0
2 0

SOLASONINE price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
SRL 89725 Solasonine extrapure, 98% 19121-58-5 25mg ₹18150 2022-05-26 Buy
Product number Packaging Price Buy
89725 25mg ₹18150 Buy

SOLASONINE Chemical Properties,Uses,Production

Description

This gly<:oalkaloid occurs in several species of Solanum including S. aviculare, S. sodomeum, S. verbascifolium and S. xanthocarpum. The alkaloid crystallizes from 80 per cent EtOH with 4.5 H20, m.p. 245-250°C (dec.), the anhydrous form being obtained from absolute MeOH. It has [α]25D - 68° (EtOH) and yields the following salts: hydrochloride, m.p. 265°C; picrate, m.p. 199-201 °C; picrolonate, m.p. 230-loC and the acetyl derivative, m.p. l35-8°C. On alkaline hydrolysis, the alkaloid gives solasodine and one mole each of galactose, glucose and rhamnose. The solution in concentrated H2S04 eventually gives a crimson colour with a brown fluorescence.

Uses

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

Purification Methods

Solasonine crystallises from aqueous 80% dioxane or MeOH in needles. [Bell & Briggs J Chem Soc 1 1942, Briggs et al. J Chem Soc 4645 1961, Briggs et al. J Chem Soc 2848 1963.] The picrate crystallises from 30% aqueous EtOH with m 197-198o(dec) [Briggs & Cambie J Chem Soc 1422 1958]. [Beilstein 27 III/IV 2006.]

References

Oddo et a/., Gazzetta, 35, 27 (1905)
Levi., J. Soc. Chem. Ind., 49, 395T (1930)
Briggs., Nature, 144, 247 (1939)
Briggs.,J. Chem. Soc., 3 (1942)
Briggs, Vining., ibid, 2809 (1953)
Hayes, Scaforth., ibid, 74S (1963)

SOLASONINE Preparation Products And Raw materials

Raw materials

Preparation Products

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SOLASONINE Spectrum

Solasonine alpha-Solasonine NSC 82149 PURAPURIN PURAPURINE SOLANINE S SOLANCARPIN SOLASODAMINE SOLASONIN SOLASONINE 5-SOLASODEN-3BETA-OL 3-O-6-D-DEOXY-ALPHA-L-MONOPYRANOSYL (1->2)-BETA-D-GLUCOPYRANOSYL (1->3)-BETA-D-GALACTOPYRANOSIDE .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)- SOLASONINE(RG) [(22R,25R)-Spirosol-5-en-3β-yl]2-O-(6-deoxy-α-L-mannopyranosyl)-3-O-(β-D-glucopyranosyl)-β-D-galactopyranoside Solasoonine ALPHA-SOLASONINE Solasonine 19121-58-5 β-D-Galactopyranoside, (3β,22α,25R)-spirosol-5-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-[β-D-glucopyranosyl-(1→3)]- α-Solasonine (2S,3R,4S,5S,6R)-2-(((2R,3S,4S,5R,6R)-3-hydroxy-2-(hydroxymethyl)-6-(((2'S,4S,5'R,6aR,6bS,8aS,8bR,9S,11aS,12aS,12bS)-5',6a,8a,9-tetramethyl-1,3,4,5,6,6a,6b,7,8,8a,8b,9,11a,12,12a,12b-hexadecahydrospiro[naphtho[2',1':4,5]indeno[2,1-b]furan-10,2'-piperidin]-4-yl)oxy)-5-(((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-4-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol Solasonine extrapure, 98% Solasonine (6CI, 7CI, 8CI) β-D-Galactopyranoside, (3β,22α,25R)-spirosol-5-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-[β-D-glucopyranosyl-(1→3)]- 19121-58-5 C45H73NO16 chemical reagent pharmaceutical intermediate phytochemical reference standards from Chinese medicinal herbs (TCM). standardized herbal extract Alkaloids