23141-27-7

Basic information

• Product Name: (1R)-1β-Ethenyl-2α-(β-D-glucopyranosyloxy)-1,2,7,8,13,13bα,14,14aα-octahydro-5H-indolo[2,3-a]pyrano[3,4-g]quinolizine-5-one
• Synonyms: (3β,15β)-19,20-Didehydro-16α-ethenyl-17β-(β-D-glucopyranosyloxy)-18-oxayohimban-21-one;Vincosamide;Vincoside lactam
• CAS NO: 23141-27-7
• Molecular Formula: C₂₆H₃₀N₂O₈
• Molecular Weight: 498.525
• Mol File: 23141-27-7.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: ?20°C
• CAS DataBase Reference: (1R)-1β-Ethenyl-2α-(β-D-glucopyranosyloxy)-1,2,7,8,13,13bα,14,14aα-octahydro-5H-indolo[2,3-a]pyrano[3,4-g]quinolizine-5-one(CAS DataBase Reference)
• NIST Chemistry Reference: (1R)-1β-Ethenyl-2α-(β-D-glucopyranosyloxy)-1,2,7,8,13,13bα,14,14aα-octahydro-5H-indolo[2,3-a]pyrano[3,4-g]quinolizine-5-one(23141-27-7)
• EPA Substance Registry System: (1R)-1β-Ethenyl-2α-(β-D-glucopyranosyloxy)-1,2,7,8,13,13bα,14,14aα-octahydro-5H-indolo[2,3-a]pyrano[3,4-g]quinolizine-5-one(23141-27-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 23141-27-7(Hazardous Substances Data)

Usage

Uses

Given the lack of specific information on the uses of (1R)-1β-Ethenyl-2α-(β-D-glucopyranosyloxy)-1,2,7,8,13,13bα,14,14aα-octahydro-5H-indolo[2,3-a]pyrano[3,4-g]quinolizine-5-one in the provided materials, it is not possible to list its applications or the reasons for those applications accurately. However, based on the general properties of alkaloids, it can be inferred that this compound may have potential uses in various fields such as pharmaceuticals, given their often potent biological activities, or in chemical research for further exploration of its properties and potential applications. If more information becomes available, specific uses could be listed accordingly.

Upstream product

• 19351-63-4 secologanin 
• 343-94-2 tryptamine hydochloride 
• 84638-29-9 Rhynchophine 

Downstream Products

• 77513-45-2 naucleidinal 
• 23141-26-6 O',O',O',O'-tetraacetylstrictosamide 

Relevant articles and documents

Two chromone-secoiridoid glycosides and three indole alkaloid glycosides from Neonauclea sessilifolia

From the dried roots of Neonauclea sessilifolia, two new chromone-secoiridoid glycosides, sessilifoside and 7″-O-β-D-glucopyranosylsessilifoside, and three novel indole alkaloid glycosides, neonaucleosides A, B, and C, were isolated along with the main known glycosides, 5-hydroxy-2-methylchromone-7-O-β-D-apiofuranosyl-(1→6)- β-D-glucopyranoside, sweroside, loganin, grandifloroside, and quinovic acid 3β-O-β-D-quinovopyranoside-28-O-β-D-glucopyranoside. The structures of these new glycosides were determined by spectroscopic and chemical means. Neonaucleoside A and its C-3 epimer were prepared from secologanin and tryptamine.

Con figurative correlation and conformational analysis of strictosidine and vincoside derivatives

On the basis of the configuration of C-15 of the secologanin unit, using detailed NMR analysis, the configuration of C-3, the solution conformation around C-14, and the glucosidic bridge, as well as those of the dihydropyran and tetrahydropyridine rings, were determined in the vincosamide and strictosamide derivatives 4b and 5b. The stereochemical analysis was extended by chemical correlation to the 4-benzylated strictosidine and vincoside derivatives 3c and 3d. Experimental proof was presented for the interpretation of the 'anomalous' chemical shift of acetylated strictosamide derivatives.