Basic information Safety Supplier Related

solamargine

Basic information Safety Supplier Related

solamargine Basic information

Product Name:
solamargine
Synonyms:
  • [(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
  • alpha-Solamarine
  • 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->
  • 3)]-β-D-galactopyranoside
CAS:
20318-30-3
MF:
C45H73NO16
MW:
884.07
Mol File:
20318-30-3.mol
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solamargine Chemical Properties

Melting point:
278-281℃ (dec.) (methanol acetone )
Density 
1.42±0.1 g/cm3 (20 ºC 760 Torr)
form 
Solid
pka
12.78±0.70(Predicted)
color 
White to off-white
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solamargine Usage And Synthesis

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)

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