392707

Methyl jasmonate

95%

• Synonym(s): 3-Oxo-2-(2-pentenyl)cyclopentaneacetic acid, methyl ester, Methyl 3-oxo-2-(2-pentenyl)cyclopentaneacetate
• Linear Formula: (O=)C₅H₆(CH₂CH=CHC₂H₅)CH₂CO₂CH₃
• CAS Number: 39924-52-2
• Molecular Weight: 224.30
• EC Number: 254-705-5
• MDL number: MFCD00036656
• UNSPSC Code: 12352100
• PubChem Substance ID: 24864478
• NACRES: NA.22

Properties

• assay: 95%
• form: liquid
• 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.)
• functional group: ester; ketone
• 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.

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 2
• flash_point_f: >235.4 °F - closed cup
• flash_point_c: > 113 °C - closed cup