solamargine

solamargine Structure
CAS No.
20318-30-3
Chemical Name:
solamargine
Synonyms
α-Solamarine;solamargine;α-Solamarine;alpha-Solamarin;Alpha-Submarine;alpha-Solamarine;Solamargine 20318-30-3;Solamarine/α-Solamarine;3)]-β-D-galactopyranoside;2)-[β-D-glucopyranosyl-(1->
CBNumber:
CB7547474
Molecular Formula:
C45H73NO16
Molecular Weight:
884.07
MOL File:
20318-30-3.mol
Modify Date:
2024/7/2 8:55:17

solamargine Properties

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

solamargine Chemical Properties,Uses,Production

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)

solamargine Preparation Products And Raw materials

Raw materials

Preparation Products

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solamargine [(22S,25S)-Spirosol-5-en-3β-yl]2-O-(6-deoxy-α-L-mannopyranosyl)-3-O-(β-D-glucopyranosyl)-β-D-galactopyranoside 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 Solamargine 20318-30-3 β-D-Galactopyranoside, (3β,22β,25S)-spirosol-5-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-[β-D-glucopyranosyl-(1→3)]- Solamarine/α-Solamarine Alpha-Submarine α-Solamarine α-Solamarine 20318-30-3