Chemical Property of Cyclopentaneacetic acid, 3-oxo-2-(2-pentenyl)-, methyl ester
Chemical Property:
- Appearance/Colour:Clear to pale yellow liquid
- Vapor Pressure:0.000965mmHg at 25°C
- Refractive Index:1.470 - 1.476
- Boiling Point:302.9 °C at 760 mmHg
- Flash Point:128.6 °C
- PSA：43.37000
- Density:1.004 g/cm3
- LogP:2.50110
- Solubility.:water: soluble340mg/L at 25°C(lit.)
- XLogP3:1.9
- Hydrogen Bond Donor Count:0
- Hydrogen Bond Acceptor Count:3
- Rotatable Bond Count:6
- Exact Mass:224.14124450
- Heavy Atom Count:16
- Complexity:281
- Purity/Quality:
-
98% *data from raw suppliers
Methyl jasmonate ≥98%,stabilized,FG *data from reagent suppliers
Safty Information:
- Pictogram(s):
Xn
- Hazard Codes:Xn
- Statements:
22-36-52/53
- Safety Statements:
26-61
- MSDS Files:
-
SDS file from LookChem
Total 1 MSDS from other Authors
Useful:
- Chemical Classes:Biological Agents -> Plant Oils and Extracts
- Canonical SMILES:CCC=CCC1C(CCC1=O)CC(=O)OC
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Description
The jasmonates are a group of plant stress hormones that naturally occur in plants following exposure to certain types of stresses, including pathogen and herbivore attacks. (±)-Jasmonic acid methyl ester is a mixture of trans (3R/7R and 3S/7S) isomers. (±)-Jasmonic acid methyl ester induces the synthesis of proteinase inhibitors in plant leaves. In cancer cells, it suppresses proliferation and induces apoptosis. More specifically, methyl jasmonate inhibits hexokinase that is bound to mitochondria. As hexokinase is overexpressed in cancer cells and contributes to cancer cell growth and survival, methyl jasmonate’s disruption of mitochondrial hexokinase activity selectively targets, and kills, cancer cells. (±)-Jasmonic acid methyl ester derivatives also have potential as anti-inflammatory agents.
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Uses
Methyl jasmonate (MJ, MeJA) is suitable in controlling blue mold decay in sweet cherry fruit caused by Penicillium expansum.Methyl jasmonate may be used in the following studies:As a potential anti-cancer agent that shows selective cytotoxic effect towards cancer cells.To induce the defensive proteinase inhibitor proteins synthesis in plant leaves.As an elicitor to enrich the total anthocyanin content (TAC) in radish sprouts.As an elicitor in inducing the biosynthesis of trans-resveratrol, a plant phenol in Vitis vinifera cv. Negramaro cell cultures.As a mediator of extensive plant transcriptome reprogramming/ remodeling on exogenous treatment to Salvia sclarea leaves.As a modulator in the expression of chalcone synthase (chs) and proline-rich cell wall protein (PRP), two wound-responsive genes in soybean suspension cultures.As a starting material in the synthesis of [13C,2H3]-MeJA, an internal standard used in the quantitative determination of MeJA in plant tissues. As a test compound in the application of reduced graphene oxide–poly(safranine T) film on glassy carbon electrode (rGO–PST/GCE) in the electrochemical determination of MeJA in jasmine essential oil. Possible application (Flavor): Has many flavor uses including plum, peach, apricot and tutti-frutti.
