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

Solamargine, a natural steroidal glycoalkaloid, is first isolated from Solanum marginatum and can also be 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. Upon hydrolysis with 2N methanolic HCl, it yields solasodine, m.p. 197-8°C, one mole of D-glucose, and two moles of L-rhamnose.

Uses

Used in Pharmaceutical Industry:
Solamargine is used as a pharmaceutical compound for its mild secondary effect through cortocoids produced in the adrenal glands. This property makes it a potential candidate for the development of drugs targeting various health conditions.
Used in Steroid Research:
As a steroidal glycoalkaloid, solamargine is used as a research compound in the field of steroid chemistry. Its unique structure and properties contribute to the understanding of steroidal compounds and their potential applications in medicine and pharmacology.

References

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

Downstream Products

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

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)