20318-30-3

Basic information

• Product Name: solamargine
• Synonyms: solamargine;alpha-Solamarine;[(22S,25S)-Spirosol-5-en-3β-yl]2-O-(6-deoxy-α-L-mannopyranosyl)-3-O-(β-D-glucopyranosyl)-β-D-galactopyranoside;α-Solamarine;alpha-Solamarin;b-D-Galactopyranoside, (3b,22b,25S)-spirosol-5-en-3-ylO-6-deoxy-a-L-mannopyranosyl-(12)-O-[b-D-glucopyranosyl-(13)]-;(3β,25S)-Spirosol-5-en-3-yl 6-deoxy-α-L-mannopyranosyl-(1->2)-[β-D-glucopyranosyl-(1->
• CAS NO: 20318-30-3
• Molecular Formula: C45H73NO15
• Molecular Weight: 884.05800
• Mol File: 20318-30-3.mol
• Article Data: 1

Chemical Properties

• Melting Point: 278-281℃ (dec.) (methanol acetone )
• Appearance: /
• Density: 1.42±0.1 g/cm3 (20 ºC 760 Torr)
• PKA: 12.78±0.70(Predicted)
• CAS DataBase Reference: solamargine(CAS DataBase Reference)
• NIST Chemistry Reference: solamargine(20318-30-3)
• EPA Substance Registry System: solamargine(20318-30-3)

Safety Data

• Hazardous Substances Data: 20318-30-3(Hazardous Substances Data)

Usage

Description

First isolated from Solanum marginatum, this alkaloid has also been obtained from the ripe berries of S. khasianum var. chatterjeerum sengupta. It is laevorotatory with [α]20D - 105° (c 0.986, MeOH) and forms a picrate as yellow crystals, m.p. 188-9°C; picrolonate, m.p. 204-SoC and the benzoate with an indefinite melting point. Hydrolysis with 2N methanolic HCl furnishes solasodine, m.p. 197-8°C, one mole of D-glucose and two moles of L-rhamnose.

Uses

Solamargine is a natural steroidal glycoalkaloid produces a mild secondary effect through cortocoids produced in the adrenal glands.

References

Briggs et aI., J. Soc. Chem., 3587 (1952) Sath., J. [nst. Chem., (Calcutta), 43, 116 (1971)

Downstream Products

• 126-17-0 solasodine 
• 1415-78-7 solasodine-3β-acetate 
• 3669-17-8 (25R)-22αN-spirosola-3,5-diene 

Relevant articles and documents

spiral steroid alkali alkane xylosides alkloids method for the synthesis of (by machine translation)

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)