120399-24-8

Basic information

• Product Name: [(1R,2R)-2-{(2Z)-5-[(6,7-dideoxy-beta-D-gluco-heptopyranosyl)oxy]pent-2-en-1-yl}-3-oxocyclopentyl]acetic acid
• CAS NO: 120399-24-8
• Molecular Formula: C₁₈H₂₈O₉
• Molecular Weight: 386.4367
• Mol File: 120399-24-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 605.556°C at 760 mmHg
• Flash Point: 211.557°C
• Density: 1.302g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.557
• CAS DataBase Reference: [(1R,2R)-2-{(2Z)-5-[(6,7-dideoxy-beta-D-gluco-heptopyranosyl)oxy]pent-2-en-1-yl}-3-oxocyclopentyl]acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: [(1R,2R)-2-{(2Z)-5-[(6,7-dideoxy-beta-D-gluco-heptopyranosyl)oxy]pent-2-en-1-yl}-3-oxocyclopentyl]acetic acid(120399-24-8)
• EPA Substance Registry System: [(1R,2R)-2-{(2Z)-5-[(6,7-dideoxy-beta-D-gluco-heptopyranosyl)oxy]pent-2-en-1-yl}-3-oxocyclopentyl]acetic acid(120399-24-8)

Safety Data

• Hazardous Substances Data: 120399-24-8(Hazardous Substances Data)

Upstream product

• 176486-12-7 methyl {(1R,2R,2'Z)-2-[5'-(β-D-glucopyranosyloxy)pent-2'-enyl]-3-oxocyclopentane}acetate 
• 14218-11-2 2,3,4,6-tetra-O-benzoylglucosyl bromide 
• 179915-48-1 methyl (1S,2R,2'Z)-2-(5-hydroxy-2-pentenyl)-3-oxo-cyclopentaneacetate 
• 844818-41-3 (1'R,5'R)-5-(5-carboxymethyl-2-oxocyclopentyl)-3Z-pentyl β-D-(6-O-galloyl)glucopyranoside 

Downstream Products

• 492-61-5 β-D-glucose 
• 140631-27-2 [(1R,2R,2'Z)-2-(5'-hydroxypent-2'-enyl)-3-oxocyclopentane]acetic acid 

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.