88199-28-4

Basic information

• Product Name: (2R,6S,13S)-3-Eth-(Z)-ylidene-1,3,4,7,12,12b-hexahydro-2H,6H-2,6-methano-indolo[2,3-a]quinolizine-13-carbaldehyde
• CAS NO: 88199-28-4
• Molecular Weight: 292.381
• Mol File: 88199-28-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (2R,6S,13S)-3-Eth-(Z)-ylidene-1,3,4,7,12,12b-hexahydro-2H,6H-2,6-methano-indolo[2,3-a]quinolizine-13-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,6S,13S)-3-Eth-(Z)-ylidene-1,3,4,7,12,12b-hexahydro-2H,6H-2,6-methano-indolo[2,3-a]quinolizine-13-carbaldehyde(88199-28-4)
• EPA Substance Registry System: (2R,6S,13S)-3-Eth-(Z)-ylidene-1,3,4,7,12,12b-hexahydro-2H,6H-2,6-methano-indolo[2,3-a]quinolizine-13-carbaldehyde(88199-28-4)

Safety Data

• Hazardous Substances Data: 88199-28-4(Hazardous Substances Data)

Upstream product

• 6874-98-2 16-epi-vellosimine 
• 100-63-0 phenylhydrazine 
• 124020-56-0 (2R,6S,8R)-8-(tert-Butyl-dimethyl-silanyloxy)-3-eth-(Z)-ylidene-1,3,4,7,8,13b-hexahydro-2H,6H-2,7-cyclo-6,8a-methano-pyrido[1',2':1,2]azepino[3,4-b]indole 
• 509-37-5 Ajmaline 
• 124016-73-5 (2R,6S,8R,13aR)-8-(tert-Butyl-dimethyl-silanyloxy)-3-eth-(Z)-ylidene-13-methyl-1,3,4,7,8,13,13a,13b-octahydro-2H,6H-2,7-cyclo-6,8a-methano-pyrido[1',2':1,2]azepino[3,4-b]indole 
• 137120-65-1 C₂₂H₂₈N₂O₄ 
• 137032-22-5 C₂₄H₃₄N₄O₃ 
• 2520-44-7 (+)-polyneuridine aldehyde 
• 2520-44-7 (2S,6S,13S)-3-Eth-(E)-ylidene-13-formyl-1,3,4,7,12,12b-hexahydro-2H,6H-2,6-methano-indolo[2,3-a]quinolizine-13-carboxylic acid methyl ester 
• 124016-71-3 (2R,6S,8R,13aR)-3-Eth-(Z)-ylidene-8-(2-methoxy-ethoxymethoxy)-13-methyl-1,3,4,7,8,13,13a,13b-octahydro-2H,6H-2,7-cyclo-6,8a-methano-pyrido[1',2':1,2]azepino[3,4-b]indole 
• 137032-24-7 C₂₄H₃₄N₂O₄ 
• 509-38-6 (2R,6S,8R,13aR)-3-Eth-(Z)-ylidene-13-methyl-1,3,4,7,8,13,13a,13b-octahydro-2H,6H-2,7-cyclo-6,8a-methano-pyrido[1',2':1,2]azepino[3,4-b]indol-8-ol 
• 124020-57-1 C₃₂H₅₀N₂O₆Si 
• 124020-55-9 C₂₆H₃₅BrN₂O₆ 

Downstream Products

• 604-99-9 10-de oxy-sarpagine 
• 34020-07-0 vinorine 
• 6874-98-2 (+)-vellosimine 
• 6874-98-2 (+)-3-ethylidene-1,3,4,7,12,12b-hexahydro-2H,6H-2,6-methanoindolo[2,3-a]quinolizine-13-carboxaldehyde 
• 482-68-8 Sarpagine 
• 604-99-9 16-epi-Koumidine 
• 604-99-9 10-deoxysarpagine 

Relevant articles and documents

Polyneuridine Aldehyde Esterase: an Unusually Specific Enzyme involved in the Biosynthesis of Sarpagine Type Alkaloids

Polyneuridine aldehyde esterase is a highly substrate specific enzyme which catalyses the conversion of the monoterpenoid C10-unit into C9-unit at the stage of polyneuridine aldehyde in the biosynthesis of sarpagine type alkaloids.

Stereoselective Transformation of Ajmaline into Three Minor Gelsemium Alkaloids, Koumidine, (19Z)-Anhydrovobasinediol and N-Demethoxyrankinidine and their Absolute Configuration

Ajmaline was converted into new Gelsemium alkaloids, 19Z-anhydrovobasinediol and N-demethoxyrankinidine, via koumidine along the biomimetic sequence, and the absolute configuration of these alkaloids was determined by these transformations.

Biogenetic link between sarpagine and ajmaline type alkaloids

A new enzyme - vinocrine synthase - isolated from cell suspension cultures of Rauwolfia serpentina, links sarpagine and ajmaline alkaloids by catalyzing the acetyl-coenzyme-A dependent biosynthesis of the ajmalan skeleton from sarpagan type compounds.