19121-58-5 Usage
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)
Check Digit Verification of cas no
The CAS Registry Mumber 19121-58-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,9,1,2 and 1 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 19121-58:
(7*1)+(6*9)+(5*1)+(4*2)+(3*1)+(2*5)+(1*8)=95
95 % 10 = 5
So 19121-58-5 is a valid CAS Registry Number.
InChI:InChI=1/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
19121-58-5Relevant articles and documents
spiral steroid alkali alkane xylosides alkloids method for the synthesis of (by machine translation)
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Paragraph 0119; 0120, (2017/04/11)
The invention discloses a convergent spiral steroid alkali alkane xylosides alkaloid chemical synthesis method, the method comprises the following steps: (a) the 3?Hydroxy acyl silicon-based or for the protection of sapogenin spiral steroid (II) into the corresponding 16?Acetoxy?22?Carbonyl?26?(III) hydroxyl gallbladder gonanes; (b) 3?Hydroxy silicon-based or acyl group protection for 16?Acetoxy?22?Carbonyl?26?Preparation of sulfonic acid ester gallbladder gonanes (IV); (c) 3?Hydroxy silicon-based or acyl group protection for 16?Acetoxy?22?Carbonyl?26?Preparation of azide interior gonanes (V); (d) (VI) spiral steroid alkali alkane sapogenin the preparation; (e) acyl protecting spiral steroid alkali alkane xylosides alkloids preparation (VII); (f) spiral steroid alkali alkane xylosides alkloids (I) of the preparation. The preparation method of this invention simple process, high yield, has strong utility value. (by machine translation)
