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392707 Sigma-Aldrich

Methyl jasmonate

95%

Synonym: 3-Oxo-2-(2-pentenyl)cyclopentaneacetic acid, methyl ester, Methyl 3-oxo-2-(2-pentenyl)cyclopentaneacetate

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Properties

Related Categories Building Blocks, C12 to C63, Carbonyl Compounds, Chemical Synthesis, Esters,
Quality Level   100
assay   95%
contains   Synthetic α-tocopherol as stabilizer
refractive index   n20/D 1.474 (lit.)
bp   110 °C/0.2 mmHg (lit.)
solubility   water: soluble 340 mg/L at 25 °C(lit.)
density   1.03 g/mL at 25 °C (lit.)
SMILES string   CC\C=C\CC1C(CCC1=O)CC(=O)OC
InChI   1S/C13H20O3/c1-3-4-5-6-11-10(7-8-12(11)14)9-13(15)16-2/h4-5,10-11H,3,6-9H2,1-2H3/b5-4+
InChI key   GEWDNTWNSAZUDX-SNAWJCMRSA-N

Description

General description

Methyl jasmonate (MJ, MeJA), a methyl ester of jasmonic acid (JA) is a plant growth regulator. It is a fragrant volatile compound isolated from the flowers of Jasminum grandiflorum. It has been reported to play an important role in the plant’s response to pathogens and wound.

Application

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.

Packaging

25 mL in poly bottle

5 mL in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 2
Flash Point(F) 
235.4 °F - closed cup
Flash Point(C) 
> 113 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

MSMLS Online Plate Map

Metabolite descriptors included with the software download upon purchase of the product include: Name, Parent CID, molecular formula, molecular weight, CAS, ChEBI, HMDB ID, PubChem Compound and Subst...
Keywords: Mass spectrometry, Metabolites

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Peer-Reviewed Papers
15

References

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