36506-65-7

Basic information

• Product Name: 16,28-Secosolanida-5,22(28)-diene-3β,16α-diol 16-acetate
• Synonyms: 16,28-Secosolanida-5,22(28)-diene-3β,16α-diol 16-acetate;Veralosinine
• CAS NO: 36506-65-7
• Molecular Formula: C₂₉H₄₅NO₃
• Molecular Weight: 455.6725
• Mol File: 36506-65-7.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 16,28-Secosolanida-5,22(28)-diene-3β,16α-diol 16-acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 16,28-Secosolanida-5,22(28)-diene-3β,16α-diol 16-acetate(36506-65-7)
• EPA Substance Registry System: 16,28-Secosolanida-5,22(28)-diene-3β,16α-diol 16-acetate(36506-65-7)

Safety Data

• Hazardous Substances Data: 36506-65-7(Hazardous Substances Data)

Usage

Description

From the alkaloidal fraction of the aerial portions of Veratrum album. subsp. lobelianum, this alkaloid is obtained by column chromatography on alumina. It has been shown spectroscopically and by chemical analysis to be 16-acetyl_x0002_veralosidine.

References

Khashmirov, Shakirov, Yunusov., Khim. Prir. Soedin., 6, 339 (1970) Khashmirov, Shakirov, Yunusov., ibid, 7,779 (1971)

Upstream product

• 126-17-0 solasodine 
• 30040-85-8 (25R)-22,26-epiminocholesta-5,22(N)-diene-3β,16β-diol diacetate 
• 108-24-7 acetic anhydride 

Downstream Products

• 126-17-0 solasodine 

Relevant articles and documents

N-Methylated Products of the Solanum Steroidal Alkaloids Tomatidine and Solasodine

The Solanum steroidal alkaloids tomatidine and solasodine contain a spiro-ring junction with azaketal functionality.The conversion of the natural products to their N-methylated derivatives intermediates in which the formerly spiro-carbon (C-22) is sp2 hybridized, and therefore the stereochemical information at this centre is lost. 13C N.m.r. analysis is used to show that methylation of tomatidine (22S,25S) results in one (22S,25S) product, while the same treatment on solasodine (22R,25R) affords two isomers that can equilibrate in solution, whith 22R,25R (major) and 22S,25R (minor) stereochemistry.The 13C n.m.r.-derived conformations of the products suggest an explanation for these results.