1161442-29-0

Basic information

• Product Name: methyl {(1R,2R,2'Z)-3-oxo-2-[5'-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyloxy)pent-2'-enyl]cyclopentane}acetate
• Synonyms: methyl {(1R,2R,2'Z)-3-oxo-2-[5'-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyloxy)pent-2'-enyl]cyclopentane}acetate
• CAS NO: 1161442-29-0
• Molecular Weight: 818.874
• Mol File: 1161442-29-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl {(1R,2R,2'Z)-3-oxo-2-[5'-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyloxy)pent-2'-enyl]cyclopentane}acetate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl {(1R,2R,2'Z)-3-oxo-2-[5'-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyloxy)pent-2'-enyl]cyclopentane}acetate(1161442-29-0)
• EPA Substance Registry System: methyl {(1R,2R,2'Z)-3-oxo-2-[5'-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyloxy)pent-2'-enyl]cyclopentane}acetate(1161442-29-0)

Safety Data

• Hazardous Substances Data: 1161442-29-0(Hazardous Substances Data)

Upstream product

• 61198-88-7 2,3,4,6-tetra-O-benzoyl-α-D-galactopyranosyl bromide 
• 179915-48-1 methyl (1S,2R,2'Z)-2-(5-hydroxy-2-pentenyl)-3-oxo-cyclopentaneacetate 

Relevant articles and documents

Synthesis and bioactivity of potassium β-D-glucopyranosyl 12-hydroxy jasmonate and related compounds

Albizzia saman, a leguminous plant, is known to open its leaves in the daytime and sleep at night with the leaves folded. β-D-Glucopyranosyl 12-hydroxyjasmonate (1) was isolated as an endogenous chemical factor controlling this leafmovement. We developed a concise synthesis of optically pure (-)-1 in 9 steps from (+)-2 with a total yield of 58%. Similarly, such analogs of 1 as epi-LCF (13), enantiomer (14), and galactoside (19) were synthesized for a structure activity relationship (SAR) study. The results of this SAR study strongly suggest that the mechanism for the leaf-closing activity of 1 would be different from that of methyl jasmonate, and also suggest the involvement of a different kind of target protein which recognizes the trans-isomer of a jasmonate derivative.